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My Transexual Love Life After a few more drinks, I thought we should head back to my place. We played some pool, our favorite childhood game. As I bent over, my skirt rose, and revealed my ass every time I took a shot. In high school, I was friend to a guy, named Matt. He was a good dude, who was kind, funny, and had his choice of any girl on campus. As we left high school, I lost touch with my buddy, though I always kept an eye on his life through social networking. Through this medium, I learned he was married but divorced shortly, thereafter. About the time of his divorce, I was undergoing my transition into a female. Before our ten-year high school reunion, I completed my transition from my old high school self into Gina Maria. Safe to say, I was excited, as the days to my reunion inched closer. On the night of the event, I was ready to introduce my new self to the world. That evening, I wore a black, leather dress with cocoa stockings, which showed off my long legs. Safe to say, I turned heads the moment I entered the local bar hosting the event. Soon, I ran into Matt, and shook his hand. However, I did not tell him about my transition. In fact, I don’t think he initially recognized me. Later in the evening, I spoke to Matt more and more, learning how his divorce almost destroyed him and ruined his faith in women. As he spoke, I could tell my once-buddy was into me. He kept sizing my long legs, and looking up my skirt, every time I drank my wine. At midnight, Matt revealed that he felt like he knew me for years. I laughed and just shrugged him off. But Matt was, and still is, very smart. As he looked at my face, he whispered my once-male name. Of course, I could not deny it any longer. I told Matt that I, too, underwent some changes. After a few more drinks, I thought we should head back to my place. We played some pool, our favorite childhood game. As I bent over, my skirt rose, and revealed my ass every time I took a shot. Matt smiled, as I bent over and teased him with my now-female ass. I asked him to teach his specialty trick shot to me. At my request, Matt placed one hand on my thigh and leaned into my ass. I could tell he was hard. Before he let go, I kissed him on the cheek. He closed his eyes, and I inched closer to his lips, while I pulled his face closer to me. Then, I inserted my tongue into his mouth. Following our exchange of saliva, I went down on Matt, his cock throbbing as I inserted the long shaft into my mouth. His meat banged the back of my throat, and I stroked him with one hand, while taking turns licking and sucking on the head of his penis. I stood up after five minutes of licking and sucking on Matt's man meat, and Matt lifted myself onto the table. He pulled off my panties, and I spread my legs over his head. My buddy then inserted his huge shaft into my ass, slowly going deeper in every thrust. Matt was huge, and his cock felt so good inside my asshole. He proceded to turn my body around and began fucking my ass doggy style. Not too long after, Matt cummed an ocean into my ass. He was panting, saying that he never came so quickly and with so much force. I told him that my ass has that effect on a man’s cock. We laughed and went at it again over the course of the following week. Afterward, I began seeing Matt on a regular basis. I was happy that I was making him happy, and that my former high school buddy was now my fuck buddy. Pretty Chick Who Later Turns Out To Be A Shemale Today was fucking damn day! It’s been one of ugliest days in my life. My company sent me, as a representative to take part in some high level financial talks in Japan; it was my first step to be making a good financial analyst. But my day started very bad, as I could say, my flight was delayed on 2 hours, and while I was finding my way out of the airport, and then reached the hotel I where I was supposed to stay in, I was already 3 hours late for meeting. The second tour was put off on 8 pm, so I asked a concierge lady to wake me up at 7.30 pm, but they didn’t. I was very angry, so, having shaved somehow, I made my way to the meeting. Finally, I stopped one taxi and talked the driver into taking me to the downtown that was 15 minute drive from where I stayed at. As I entered the business center I rushed to the lift and began to push 23 floor button willing to get there as fast as possible. As the door closed I found there was one Japanese girl with me in the lift. Her long black hair was ponytailed and angel face looked so innocent. I saw a grin on her face; she smiled and told me something in her Japanese. I said: “Hi” in broken English she said her name was Lily. I complimented her with her English, and I thought she was smiling at the clots of shaving foam left on my face. Suddenly, she approached me and started kissing me passionately. My tongue fondled her sweet lips as well as sensitive young mouth. She stopped for a while and noted my cock that started growing down there, seeing it she showed her thumbs up to me, slapped my ass and then we joined our lips back in kiss. It was wonderful, this cute petite Asian lassie drove me crazy, and I never had such an influx of crunk before. Like a cute nymph, with her tongue she was sensing every tiniest spot of my mouth. I was in seventh heaven of that. I got down to kissing Lily’s neck, and then my hands began to remove her blouse, what seemed to make her happy. She bent her head and closed her eyes feeling enjoyment and licking her lips. Next, my hands appeared under her skirt. She didn’t mind, she was looking at me, like an angel, smiling and watching me undo her skirt and panties. I took up kissing her breast, after I removed her blouse I saw her wonderful tits, it was so nice I hadn’t seen for long. Meanwhile, Lily applied saliva on her fingers, put them on her nipples and began to play with her tits. Fuck, this kind of disappointment when I looked at numbers and saw the lift was going to 20 – mark! But when our lift reached 22 floor it stopped, at first I was frightened what the hell might happen, but then calmed down. I turned back to Lily who had already undone her skirt and there I saw… my God, there I saw nice cute cock, this hottie turned to be a shemale! Damn! Though it looked very attractive and nice, she looked pretty hot even with a cock. She pressed to me, and without missing a second, I got down on my knees and began to suck on it like a candy. One touch was enough to turn this bitch on. Her cock was right on my face level, it looked so pretty I could not help sucking her off. She was shivering like a petal on the wind of breeze. I could feel with my tongue her cock tremble with excitement. Lily said something in her language, but couldn’t stand long; she recoiled, lowered my trousers, took my shaft pout and gave me some blowjob as well. This fucking tranny smiled sweet and swallowed my pecker deep in her mouth. I lent over her head caressing her boobs that turned out to be very sensitive. Blow was divine; she was doing it very hot and fucking good. Fantastic feelings filled my mind; my blood began to boil up in my veins. With one hand she stroked my balls; her second hand started pressing me tight to her impaling her mouth on my cock deepthroat. After that she began to suck my balls one by one, swallowing them deeper and deeper. It was so good to feel her slender soft lips on my genitals. I sent a shiver down my back; this cute slut was suckling me like an adult whore. Feeling my cum was about to come, I grasped her head and her mouth filled with my sperm. warm sticky juice disappeared in her oral cavity. Some drops fell on her face, but she managed to gather them all and lick. After this fun she took pressed me to the wall and put my flabby cock on her ass. I was hard-on in a second, my cock pulled in her asshole, and it was so tight. She squeezed my shaft. It was slow, very slow; I penetrated her inch by inch. Her whole body trembled; I began to fuck her rhythmically, speeding up gradually. She cried out something in her language once again, I gripped her ass impaling her hole on my pecker. This made her turn around and look at me; I saw happiness on her face. Her hair fell down her; I grasped her by hair and directed her movements with all my force. Her moans became louder and louder time after time. A second later I thrusted my shaft deeper in her butthole, and started coming inside. She moaned like a whore, her ass filled with my cum. After that she started gathering her cloth scattered all around. She smiled and said something. I smiled as well. I thanked this young tranny for the fun; she went out when we were on the 22 floor. It’s been now 3 years since we last saw each other, I have been in Japan several times after tat day and still keep thinking of meeting with her again. Sex With A Shemale It was nearing 1 am in the Atlas club and it had been, quite frankly, a shit night. I had already tried to pull with at least 4 different women and gotten nowhere. It was either lesbian night or my usual pick up lines were not working. I was totally fed up and decided to knock it on the head and go home. I left the club and could smell the delicious smell of fries and cheese so decided to get some to take home. I followed the smell to a takeaway shop and placed my order. I sat down on one of the plastic seats to wait. I looked at the other end of the shop and my heart skipped a beat. With her back to me was a perfect size 6 blonde with perfectly toned legs highlighted by the red mini skirt she was wearing that barely covered her pert and perfect toned ass. Her hourglass figure was plain to see her figure-hugging dress and her long blonde hair hung midway down her back. She was alone and we were the only two people in there. Fuck it, I thought. No guts no glory. I stood up and took a deep breath. I walked over to her and passed her before turning to face her. She was an absolute knock out. Her skin was flawless and her face was gorgeous. “Hi” I said nervously and smiled. She smiled back at me with one of the gorgeous smiles I have ever seen in my life. “Hi to you too” she retorted. Her body language was open and inviting so I pressed on. We spent the next 10 minutes chatting and didn’t even notice as people were coming and going from the takeaway. We just seemed to click. “Number 42” came the call from behind the counter. That was my order ready. “Well Tiffany, I suppose I better get going,” I said, with a hint of sadness. “You don’t have to” she replied. “I live right above here. Do you fancy coming up?” Boy did I! I readily agreed and we headed outside, turned left and she opened the communal door to her apartments and we went upstairs.Upon entering her first-floor apartment I was struck by home neat and tidy it was. Everything was Coordinated and in a specific place. It was all colour matching and pristine. She led me down her short hallway to an open room which was her living room. She pointed to the cream leather settee. “Sit down and get comfortable. I'll get us some drinks” I couldn’t believe my luck. What had been appearing to be a wasted night was now shaping up to be very good indeed! She came back through and sat down. She appeared nervous as if something was wrong. “Whats the matter?” I enquired. “There's something I need to tell you” “What? You can tell me. As long as you don’t say you used to have a dick itll be fine” I joked. She wasn’t laughing. She looked at me “Oh, I still have it. I'm a transsexual” It took a few seconds to comprehend what she'd just said to me. I jumped up with a start “Hold on. Are you telling me you're a man?” “No I'm female. And that’s actually quite insulting. It's not my fault I was born into the wrong body” I composed myself and apologized. I explained it was just a shock was all. She spent the next half hour explaining to me how shed always known she was female and how she had dealt with her transformation from male to female. She found it difficult to get jobs so she worked on a live shemale cam site where guys could come to her for sex sessions online. It sounded pretty amazing, to be honest. The whole time she was talking I was thinking“she's got a dick between her legs”. It completely blew my mind. What surprised me more was how much of a turn on I found it. I actually found myself getting hard as I imagined it. Ive never ever had any gay urges or experimented or anything like that but the thought of this gorgeous tgirl with big tits and a dick was making my own cock swell. She was still talking and I decided enough so I leaned over and kissed her. She had incredibly soft lips and our tongues probed each other's mouths. It was extremely passionate and horny. I felt my dick go from semi to full-on erect and I instinctively put, my hand down to rub it through my trousers. “No,” she said, grabbing my hand “Let me” And she then undid my fly and released my cock. It was rock solid and throbbing. She gently put her hand round it and began to wank me. I put my hand on her thigh and slowly began to run my hand up the inside. She parted her legs and I kept my hand going. I felt where her skirt was lifted due to her own massive hardon. She was certainly a well-hung shemale. I put my hand round her penis “Are you sure?” she whispered, our lips still entwined “Yes” I replied I held her dick and began wanking it at a reasonable pace. It felt weird holding a cock that wasn’t my own but with my other hand on her tits, it felt right. We both masturbated each other and we were moaning and groaning as we were both so turned on and horny. We wanked each other furiously till we both grunted and came simultaneously. I shot out a whole thick load of spunk all over myself and she did too as she orgasmed and her cum splashed all over my hand, covering it with creamy white spunk. We both flopped back on the settee exhausted and panting. She looked at me and smiled “Bet you never thought THAT would happen tonight eh!” “I certainly did not” I laughed. My Tranny Called Again I was driving home from work and listening to the radio when all of a sudden my phone rang. I was in no mood to talk to anyone and so I ignored it. A few minutes later, it rang again and with a big frown on my face and frustration in my voice, I picked up the phone. However, all the frustration and anger turned into nostalgia and fear as soon as I read the name on the phone. It was her, the one who had made my life heaven and hell. We had not spoken in 2 years, and now all of a sudden why is she calling me back? All sorts of thoughts filled my mind and after a few seconds of blacking out, I decided to receive it. As soon as I picked up the phone, a hot voice from the other side said : “you wanna play?” in a very familiar tone. It frightened me and I disconnected immediately. I parked on the side and for the next 5 minutes, my head was blanked out. What does she want now? Why again? Why me? What is she thinking? I was still searching for answers when the last incident after which I decided to move on started to haunt me. Every single scene, every fucking thing she did was repeating in my head. Our relationship was not a very healthy one, she always was selfish but since I was spell bounded by her beauty and submissive in front of her, she knew she could do anything and I would never complain. Right from my college days, I had a thing for transgenders. I don’t know why or when I developed a kink for them but whatever, I wanted a no threads attached relationship with a shemale. I started my search for a shemale on a cam site. I found a few but all of them were there for the money. Luckily, a couple of days later, I was able to find Sheena. She was hot, beautiful, had big boobs, a giant dick and loved to flaunt her body. Her voice made me weak and her sexy moves on the cam made sure that I emptied my balls every night. I had developed a liking for her and one day I decided to send her a personal message. So, one random night, I dropped her an email and enquired about one to one session and not virtually. At first, she was reluctant but after we had a few phone calls, she was comfortable and decided to take a step outside the cam world. I picked her from her apartment where she did most of the shoots and cam modelling. It was in a rather posh area and she told me that she has many big profile clients who visit her often and pay huge money. I asked why did she not invite me there, to which she smiled and replied, “I wanted a casual hook up and also, you do not belong in there sweety!” Was she mocking me? I gave her a look and told her that I would belong anywhere she would want me to. She smiled back, held my dick, gripped firmer, and asked me to turn back towards her apartment. We reached her apartment and she asked me to wait in the car and wait for her orders. I agreed and she left. She was near the door when she looked back and asked: “are you sure you wanna play inside?” I nodded yes with a big smile. Her sweet smile turned into a naughty one and she went in. I was thinking what it could be. I had no clue and so I decided to calm down and wait for her. After a good 10 minutes, she came out. She was now in a totally different attire. She had a leather suit on, a blindfold in her hand and walked towards the car in the most seductive way. I could see her erect dick in the leather pants she was wearing. She looked absolutely gorgeous and I wanted to be all over her right away. I kept my calm and let her have the lead. She asked me to get out of the car and so I did. I proceeded towards her and she put the blindfold on my eyes. Before I could say anything, she held me by the dick and took me inside her place. It was all so much fun and sexy. It was our first time and she already had me wetting my pants. As we entered her house and as the door behind me shut, the scene all of a sudden changed. She turned back, slapped me and asked me to get naked. I followed her direction and I could hear her walking away. What was she planning? Was I in trouble? What the fuck? Anyway, all of it was happening so fast that I had little time to think. I got naked and suddenly heard her sharp voice from behind me asking me to get on my knees. All of it was too sexy for me to resist. I went on my knees and waited for her to tell me something. Suddenly, I felt a cold leather boot stroking my shaft. She removed my blindfold and right in front of me was the hottest ladyboy I had ever seen.She was gorgeous, had the perfect body, smelled great and she was stroking my dick. She asked me to unzip her pants. I did as she said and a big cock, bigger than my own popped out. For the first time in my life, I felt intimidated. While she was still stroking my cock with her boots, she said in a very beautiful manner “this is the cock that you are going to please for the rest of your life.” That was the line that changed my world forever. Like a gentleman and a total bitch, I started sucking that giant dick. I relished each and every inch of that monstrous 10-inch wonder. My manhood was still being stroked by the leather on her foot but did I even care about getting something for myself? Not for a second. I wanted her to be happy and satisfied and so I worked her up with full dedication. While I was at her dick, I tried to move up a little to her boobs and as I held her waist, she kicked my balls and said to control myself. Was I being disciplined? I mean, BDSM? Is it for real? It was hot! I never thought I was going to like being in so much control but man, this was sexy as fuck. I controlled myself for a little while, giving her head, hearing her moan and eventually the stroking stopped. She then held me by my hair and gave me the deepest stare that I have ever seen in my life. I still remember how hard that stare was! She made me stand up and rubbed her boobs in my face. She did it roughly and my nose and lips got all bruised by the buttons on her leather jacket. She smiled gave me a big kiss and asked me to leave for the night. This was my first encounter with a shemale and It was mind blown. For me, the definition of sex had changed and I wanted this to happen more often so I approached her for a little more than just casual sex. She accepted it because she liked my dedication. I was happy and wanted more of it and for me, this was a win. Little did I know the truth! In fact, did I even care about the truth? I just wanted to worship that godly beauty and be abused by her, suck on her dick, press her boobs, feel the leather on my skin, let her abuse myself – that is all I wanted and that is all I cared about. I moved in with her at her place. Things were good. There were days when I would get a good fuck in my ass and then there were days when I got to fuck her. The orgasms were magnificent and sex with her was anything but normal. However, things changed pretty soon when another man, a businessman expressed his intention of serving her. Her feelings towards me changed. She stopped caring about me, my body, my feelings. She would fuck that bastard and make me wait, watch and then just clean the floor once they were done. I tried to protest but every time I did it, I was punished. I was fucked in the ass not just by her but by that man as well. I never signed up for taking a man’s dick and so one day, I decided to move out. That was the last time I saw her giant dick and worshipped her body. That day, although I was abused I licked and rejoiced her body like I had never done earlier. I was sad since I was leaving her but I was happy that I had saved a little of my self-esteem. And that is how we parted ways. But today, what was on her mind? Her voice had made me miss the good old days. “Does she want me back? Or is she just looking for someone to fuck her like an animal?” and so, I called her back! My First Encounter With A Ladyboy I want to talk about the filthiest and most erotic experience I have ever had…and it just so happens it was my first and only time with a shemale! I have always been a horny guy, masturbating a lot and sex but always with/over girls. However I first played with my ass when I was about 18 and I remember the feeling when I managed to get a but plug all the way inside me. Even though this was fun I could never enjoy it fully. I got into shemales through porn, I love anal play and the older and more sexual I got I realised there was a fantasy I had, to be fucked by a cock but it had to be a pretty lady boy doing it! I travelled europe a year ago and the first stop was amsterdam. After walking around the RLD and smoking drinking and generally being high and horny, I found Blooedstraat which is a LB area. I was instantly aroused as I saw the selection of shemales holding their dicks and giving me the eye so I came back later for another look (about 3am) whilst i was away i was thinking if i really wanted to do it and i so, i knew it would have to be special because it was going to be a one off secret. the shemale i chose was from brazil and called RC. she was gorgeous, curvaceous and had incredible eyes. she told me she had an 8 inch cock and i entered the door… I tolg regina it was my first time and that i wanted it to be pefect. i said i wanted to be treayed like a bitch, made to suck her cock and fucked. immediately she pushed my head doen to her cock and made me suck it . it was hard aready and so big, i am an average 6inches but her cock was big, thick and nice looking! i tried to suck the best i could as i was really enjoying being treated like her bitch. this was helped by the fact her cock was bigger than mine and that i had never put anything as big into my ass before she bent me over and lubed up my ass, all the while talking dirty to me about how she was going to push her thick shaft inside me. she loosened me up surprisingly quick with 1,2 then 3 fingers, telling me not to worry and that she knew what she was doing. i loved being the one to bend over with my ass in the air and no control. she was so gorgeous damn! i felt completeley at her mercy. she gripped my buttocks and forced her dick in as i groaned. she got into a rhythm and pushed deeper and deeper in side me, spanking my ass and telling me i was her little bitch in her soft, portugese accent. after about 10 minutes of this i pushed her back and asked her of i could rider her. she smiled and lay vback with her dick in her hand. i masturbated a little as we kissed and i sucked on her big breasts. i licked her brown skin and then slowly lowered myself onto her. it was incredible, i found myself riding her harder and harder, groping her tits and moaning like i have never moaned before. i realise my ass was really being fucked hard for the first time and i lo ved it. i kept riding her hard until she told me to slow down. my ticht virgin ass was making her come. i leant in and reminded her that she was the first person to ever enter me and she grinned and kissed me. we fucked like ths for a long time, i was aware my time was up but she was enjoying it and so was i. after she came again we went into spoons position. she was fingering me still, really hard with 3 fingers and i sucked her small balls and licked her beautifull asshole. i felt ike suck a whore, a distgusting filthy whore and it was my dirty secret. my ass got sore and i asked if i could return the favour. she oulled her legs up by her head and allowed me to lick her ass furiously until i was hard enough. we fucked and then i pounded her big ass doggystyle until i came. i wanted to fuck her hard because she had done the same to me all in all i was in her room for over an hour, when it was to be a 30min session. i walked out feeling amazing, my ass was so sore but i couldnt believe i had done it and enjoyed it! now i think about it more and more, find myself sneaking off to wank to shemale poen and am considering another trip back to the dam to indulge my fantasies. Ladyboy Sex About my experience when I take hormones I can say that more effective are those injectable and it does not really risk or harm to the liver, unlike oral pills which is not good too much taking of it. I start my transition when I’m 20 years old, it’s late of my transition but look at my pics the progressive of 4 years of taking hormones. So, I try all kinds of hormones. I start with microphyll 3 tab every day after a month I experience that my boobies are getting grow and painful. After 2 years I’m curious to other pills so I decide to take a diane35, 2tab every day after few weeks I notice that my skin are so smooth and I love the effects of diane35 my face as well are smooth. So after 1 year of diane35, I switch to althea 2tab everyday but after I take 1 pad I stop and went to the doctor for check up almost 6months I never take pills to refresh and clean up my liver I rest for a while of hormones. After 6 months I like to take hormones again and I’m curious to know some other hormones so I try to search on the internet if what’s the best hormones or if there are other hormones that I never know. I saw some in HRT online that they are selling hormones so I try thE Progynon brown depot, I have my friend nurse who inject the Progynon every week and diane35 1tab every day then after a few months I see the result I’m blooming and more feminine. Best hormones that I recommend for a better transition by combining of female hormones and testosterone blockers. For me, the better results were obtained with Premarin which is a pure estrogen, and the blocker that I use is Progynon an anti-androgen blocker. After one or two months you will start to notice the first changes on your look and body. There’s a good effect of combining hormones during the transition. Men Addicted To Ladyboys Drugs, alcohol, cigarette smoking, gambling, shopping etcetera… These are bad habits. Ladyboys are more addictive and viral, once you get addicted to them, you won’t need to go into rehab because they are good for you. I’m a ladyboy myself and I know for a fact just how men get so addicted to us. Even men who initially disdain us start wanting more after they get to know us better. Ladyboys are not out of the norm per se but they are still considered to belong in the minority making them more “dangerous”. They say that things which are bad can feel so good and one perfect example for this dating a ladyboy. Men who like ladyboys tell me how plenty of joy dating ladyboys can bring. Transgenders give them so much inspiration, happiness and satisfaction. It goes without saying that men choose ladyboys as their girlfriends or lovers because they are sexually attracted to them, which is not a bad thing because it’s just like how straight women are sexually attracted to straight men. Men tell me all the time that they really enjoy making love with ladyboys and that they can’t get the same satisfaction with women which I guess is part of their addiction towards us. Sex is just a fragment of a fantastic relationship with ladyboys, it is just one of the many parts of the attraction but we can’t deny its importance in any kind of relationship. Next to sexual attraction is the acceptance that they give and receive from ladyboys, since they are “extraordinary”, they feel that ladyboys are the best ears, eyes and hearts to lean on because of the trust they have for ladyboys, unlike with genetic females who usually expect too much from them and want them to be someone else that the society dictates them to be. Challenge is part of something that makes men addicted to ladyboys. They love feeling the You and Me against the World kind of love story. They feel that the love which can withstand everything is the perfect love. Men can seem cold but in reality, most of them are very sensitive. I said in my earlier post that they are mostly logical but I tell you this “WHEN A MAN IS IN LOVE… HE IS DEFINITELY IN LOVE”. I always find it so touching when men share their best love stories to me. Women and ladyboys often tell you how crazy they are when they are in love with men but their craziness wouldn’t even amount into less than half of how CRAZY a man goes when his heart is true to someone. Men are willing to do everything with all their will and power just to brave all the obstacles once he is in love and here at www.ladyboykisses.info you might just find the right guy who can treat you as his cocaine, the one who will do everything just to get a hit of you. Keep dreaming girls and never lose faith… HE IS OUT THERE! My Date With A Shemale Nervously, Bryan dialled the number on the card. Having been sent to California by his company for a week’s seminar, he was 800 miles from home and had been wandering through a strange part of town when he saw a call box filled with cards. Curiously, he had looked and saw they were for sex and escort services but one in particular had caught his eye. “28yr old Asian transsexual for all kinds of sexual services. Discretion assured” Bryan had always been fascinated by shemales and in particular those of the oriental variety. The thought of a sex partner with a dick AND a pair of huge tits was appealing to him. He had dabbled in the live shemale webcam market and had a couple of online sessions but the idea of the real thing got his pulse racing and his blood pumping so with hands shaking he had taken the card back to his hotel room. After a couple of drinks in the bar he had plucked up the courage to call and now here he sat, about to organise his dream. After three rings the call was answered by a sweet sounding female. I sat and i wondered does this mean i am a gay man now? I don't think so but still it played in my head “Hello Jo ling speaking how can I help you?” Off to a good start, he found his nerves disappeared rapidly while talking to the friendly, easy going person on the other end of the phone. After 5 minutes they had arranged to meet in his hotel room at 10pm, 2 hours from now. 10 o’clock on the button there was a chap at the door. Standing up off the bed, he rubbed his hands from on his thighs and walked to the door. Opening it, he was confronted with an image of total beauty. Standing at about 5’ 10, the petite Asian babe in the door way had jet black hair that hung down and piercing black eyes. She had on a silver micro dress that hugged her big shemale tits and thrust them upward and outwards. Silver high heel shoes completed the outfit and she was a complete knock out. Inviting her in, he couldn’t help but notice her dazzling smile but also couldn’t take his eyes off her tits. They were huge and absolutely perfect. They both sat on the bed and began to talk. She was so easy to talk to and it was almost 15 minutes before they decided to get down to business. Tossing her hair back gently, she leaned over and unzipped his trousers. He leaned back so he was propped up on his elbows. His dick was already hard by the time she freed it from his denims. An impressive 5 inches, Bryan was a decent sized man! She leaned over and began to slowly wank it. Slowly and methodically and running her hand over the head she really knew what she was doing. He closed his eyes and enjoyed the sensation of this expert cock handler. Then he felt her lean over and put her head down and take his cock in her mouth. Using her tongue and mouth in perfect harmony, she gave him an incredible blowjob. After a few minutes she stopped and lifted her head to look at him. “Your turn” she purred, and stood up. Unzipping her dress, she let it slide to the floor and Bryan’s eyes widened. Her cock was 10 inches at least and rock hard. It sprung back up as she slid out of the dress and she sat on the chair in the corner and beckoned him over with her index finger. He walked over to her and slid down to his knees. She put her hand on top of his head an guided it down to her cock. Bryan had never sucked a cock before of course but this still felt like a natural act to him. Getting closer, he could feel the heat from her and smell the faint musky smell of sweat. Opening his mouth and closing his eyes, he took her rock hard dick in his mouth and began to suck on it. Bobbing his head up and down, giving a blowjob came naturally to him. With her hands on the back of his head, she moaned and gasped as he slurped on her penis “Oooooh, you good cock sucker” she purred as he blew this hot Asian transsexual. He lifted his head and Joling put her hand under his chin and gently beckoned him up as she stood up as well. Looking him in the eye and smiling coyly, she undid his belt and denims and they slid to the floor. He stepped out of them and took his t-shirt off. Now they were both naked and both had massive erections. He fondled her boobs and leaned over to kiss and suck on her big tits. Cupping them with his left hand, he reached down with his right and began to stroke her dick as she wanked his. She was moaning and gasping and they were both turned on beyond belief. Joling lifted his head and turned him around and gently pushed him onto the bed. He knelt on all fours as she climbed between him and parted his knees slightly. “You ready “ She said in a thick Oriental accent “Here it come baby” And at that she held onto his hips and he felt her dick probe his ass. He gasped sharply as it entered him and he winched slightly as his virgin ass was entered. Her whole length was in him and his eyes were smarting but the sensation was incredible. She grabbed his hips as she began to thrust into him. Faster and faster, she fucked him and he loved it. Feeling her hard cock inside him, he enjoyed having his ass taken. Her balls slapped against his cheeks as she pounded him like a hammer and then she leaned over and grabbed his dick and began to wank it as she fucked him. The scenario was perfect and the sensation was incredible. It only took 3 minutes and he felt his body stiffen and he came hard at the same time as she shot her load deep in his backside. They both flopped onto the bed, breathless and covered in sweat. This was Bryans first encounter with a live tranny but it would be far from his last. Sex With My Boss I slowly put my tongue on it. It's so hard and solid. I feel like I could break my skull on it. I can feel her breathing and shiver as I slowly put the head in my mouth, so warm. I alternate between suck the head and licking the shaft, even giving some attention to the balls. I had a really bad week. Actually, bad would be an understatement, shitty would be more appropriate. Problems after problems had punctuated my Days. I managed to get a new job as an assistant executive at an accountant firm. For some reason, I was the only man working in this office, and since I was the new guy they were bullying me. I thought that I might just need to pass the week and it would stop. I decided to change my mind by going to my favorite bar. It was a really popular one, it seems like the whole city was present in this multi floor boom box. Tall or short, fat, slim, ugly and pretty. I got in and already felt the stress leaving my body. I ordered some booze and hit the dance floor. Forgetting myself in the music. After dancing for around 30 minutes, I decided to have a little rest. As I got to the bar, the barmaid gives me a drink and mentioned that some woman paid for it. I suddenly thought I was getting lucky tonight. Checking out the angels, I recognize my co-workers and my boss. Is this a joke? They are nagging me even when I'm not at work! Standing at 6ft and 2 inches, my boss is 1 inch taller than me. She has nice black long curly hair, matching eyes hidden behind a pair of glasses, curly hair, a pretty face, probably D chest, wide hips and long legs. I still haven't seen her in heels, and she doesn't have the model shape, but greatly still attractive to me. She definitely project confidence and success. Especially tonight with her makeup, her bright red lipstick, her sexy shirt and her ample leather skirt. They get back on the dance floor and leave me alone. I relax watching them dance, surprisingly fantasizing over my boss. After a little while, they join me and we all chat a little. We hit the floor again and I surprise myself thinking that my co-workers are a great group. They slowly leave and the night ends with me following my boss to her car while she holds my hand. We chat again while she drives, asking how I liked the job, the environment and my co-workers. I mention the bullying and she answers that they will probably stop after tonight. I find myself undressing her has we are talking. Finally arriving at her place, she tells me to get comfortable as she gets us some wine. Chatting again, the alcohol pushes the subject to a dirty path, we play a truth or dare game and we suddenly start kissing. What am I doing, why do I kiss my boss. I get up, apologize and confuse myself. She grabs her shirt and pull at it undoing the pressure button, slowly, one after the other, making sure I get a nice view of her pink bra. This totally stuns me. She takes advantage of the situation, get up and press herself against me. My boss start caressing me and mention that she wants to take me. Wait, MY BOSS just said she wanted to have sex with me!! Should I do this, why can't I think straight? WHAT... IS... Happening? She grabs my arm and take me to her bedroom. This room is nice, I feel relaxed as I walk in, there is a certain ambiance that says forget it. She presses herself against me again to kiss me. Her lips are soft and they taste like strawberry. Wait, what? I feel like there is something against my blog. She steps back and pull at my shirt, breaking every buttons that were so precariously sewn. As I feel that the time slow down, I can see every button fly and a definitive look of lust on my boss. She starts kissing my chest and nimble my ears, then she whispers something in my ear. I am not sure of what she said. Blast it, it's happening, I am getting lucky tonight. I decide to kiss her and start being active in the situation. She is pretty and attractive, why can't I have an active sex relation with my boss. It would be so cool if I could tell my friends that I am banging my boss in her office. I could totally sugar it. I reach behind her back and undo her pink bra. Her boobs are great. They are so big that they are pulled by the gravity. I start reaching down and feel them. So soft. See start moaning as I cling on her nipples, I can feel her breathing getting faster. She gets on her knees and open up my jeans saying; 'What do we have here.' She pulls down my pants and caress my 8 inch boner trough my white tight and soft boxer. 'I like these.' She says. And this one is not bad either. I can feel the wetness in my underwear as she reaches over the band and slowly pull them down. Grabing on my cock, she brings it to her lips and lick it, ever so slowly. My boss, then take my cock in her mouth and suck on it avidly before pulling it out and lick it some more. She takes my balls in my mouth and turl them with her tongue. She slowly licks the full length of my shaft, pause at the head and ask myself if I am ready. I don't have the time to answer before she takes it again in her mouth, and go all the way in. My boss has her nose pressed against my pelvis, with my whole penis in her mouth! I am so telling this. She pulls herself back and keep sucking on my cock some more, putting her hands on my cheeks as she keep going up and down on my shaft. I can hear her moan as she clearly enjoys this. When I mention that I am about to come, she stops reluctantly and stand up, press herself against me. We kiss again. Her nipples are so hard that she is tickling mine. She whispers in my ear that it's my turn. I eagerly get on my knees thinking that I will give her the best oral sex she ever had, especially after this blowjob. I unzip her skirt with the zipper above her nice ass and her skirt fall on the floor. She is wearing a matching lace pink panty. The thing is that there is a big surprise in them. Her penis is nicely pushing out, asking to be set free. Things pulsing thing must be bigger than mine. I back up as I realize what she is. 'What's up my dear. Don't you want to do the same thing to me?' As she reaches down and free this pretty cock from the lace prison. ' Well, I just never suck on a dick before.' She tells me that she'll guide me and give me some tricks. Ok, I am a little into Shemale. I did check it out on the net, mostly because I was curious, then it started being a fantasy. Thing is I never felt ready to try this. I mean taking a dick in my mouth is something totally different that looking at some sexy women pushing it in some half shown men. 'I would rather not have to use the I am your boss card honey. Please do it, it's so hard to find someone that is not afraid of me and runs as he feels it.' I ask her to be really nice in everything we do tonight as I do nothing of this before. After she swear to be gentle, I turn my attention back to this challenge that life as threw at me. I grab it, yup, she is definitely bigger than me, at least one more inch, if not two. I slowly put my tongue on it. It's so hard and solid. I feel like I could break my skull on it. I can feel her breathing and shiver as I slowly put the head in my mouth, so warm. I alternate between suck the head and licking the shaft, even giving some attention to the balls. 'Man, you are good, this is one of the best blowjob I got. Oh yeah, take it deeper baby.' As I try something she just told me to, I am rewarded by a moan. I think I am enjoying this! She brings her hand on my head and caress my hair as I keep sucking on her. I put my hands on her ass and try to get deeper, choking on this enormous meat. She gives me another trick and push a sexy loud moan. Damn, I like this. I feel so much in control. She push my head on her member with her hand. As I gag on this bone and try to pull out, I realize that she has the control, she is so strong and just keep pushing her dick deeper in my throat. Now it's my turn to have my nose on her skin. Keeping me there a few seconds, she yells and let me take it out. As I am on my knees with my hands still on her cheek, breathing deeply, looking at this big thing I had all the way into my throat a moment ago, still from my saliva. I am thinking that I didn't mind if she force me to take it all the way in and that I would let her do it again. Putting a couple fingers under my chin and pulling me up, she kisses my wet lips and apologize for being rude. She just can't control herself something and she has to dominate her mate. I kiss her back and tell her I kind of like it. 'Well, my dear, it's time for more domination. Lay on your back. I want to see your pretty face when you feel it getting really deep in you.' I do as she ask and get on the bed. She lubes her big member while looking at me with a nice sensual expression. She also gently applies some on my muscle and in my ass. I can feel her fingers massaging my prostate a little, trying to get deeper, ever so deeply. Then come the moment of no return. She put her dick at the entry of my best kept secret and start pushing. This thing is huge! Bigger than anything else. I had problems taking it in my mouth, forget it, it won't fit in here! 'Relax my dear. It will hurt more if you are so tense. This was just the tip. I will keep pushing slowly.' As she says this, I can feel her getting further. I try to take her advice and relax. Otherwise, this pain will get worse. 'Man you're tight my dear. I can tell I am going to enjoy this.' As she is finally completely in me, she lay on me and whisper gently in my ear. 'How does it feel to have all this wood in you.' As I open my mouth to answer, she kisses me. I just can't get over the fact of her soft lips and her strength everywhere else. She is so sensual yet so powerful. She lay on top of me for some seconds, kissing my face, nibbling on my ears and kissing me some more. I feel like I relax, I can sense that I am loosening up. She asks me if I am ready. Since the pain have received I say yes. She pulls out, I am empty inside, push back in. This is great, a mix of slight pain and pleasure and there is more sensation coming from my prostate. As She feed me with half of her member, ever so slowly, sensualy and terderly. Our breathing gets faster, we are definitely enjoying this, I am caressing her body as she is giving it to me. She alternate her positions slightly so that she doesn't tire too quickly, while keeping a good pace. This concert continues for a good time. I can feel her breathing even faster, I can tell she will come soon, as I feel something coming down my crotch. She whispers for me to masturbate for her, which I do, as she kept fucking my ass. It doesn't take long before we both come. My sperm is propulsed to my chest and even my face, this is the biggest load I ever felt leaving my body, it feels great. As I am coming, I can feel hey cock pulsing in me and unloading herself, my muscles are contracting around her, giving both of us more sensations. She keeps coming when I feel my orgasm completed, but it doesn't take her long. My boss withdraws from me, her huge member leaves an empty feeling in me. She suggests that we have a shower before going to bed, which we do. Sex With My Shemale Wife My eyes fluttered open as light flooded the bedroom. I blinked in the glare as I looked at the window. My wife of 10 years was opening the curtains “Morning sleepy head. Wakey wakey. It’s a beautiful day” she said “Morning Amanda,” I said, sitting up and blinking in the sunlight. I looked at the clock. 0900. I groaned and lay back down on the crisp white sheets. “Its too early” and I rolled back over “No it's not, come on” she laughed, as she pulled me back over and jumped on top of me, straddling me with a leg either side of my torso. Before I go any further, I should explain about Amanda. She is a transsexual. I didn’t know when we first met but she told me within a day and I was more than a little intrigued. You would never guess it to look at her at first glance. She has incredibly feminine bone structure in her face and with her long dark hair and huge 38D breasts, she looks like every guy's dream woman and I consider myself a very lucky man to have met her. We got married after a year of dating and haven’t looked back since. She tried to pull the covers off me and I tried to hold them up. We were laughing as we play fight. “Oh well, if you don’t want to get out of bed why don’t we have a little fun then?” she said breathlessly as she leaned in close to me. Her soft lips touched mine and we began to kiss. I reached up and untied her dressing gown and it fell to the sides and released her huge perfect breasts. I squeezed them gently and caressed them as she slid a hand down between my legs. I was already hard and she gently began wanking my cock. I reached down and found her cock was already stiff as well. I wrapped my hand around it and we wanked each other as we kissed. She pulled back from my lips and began kissing my chest, working down to my stomach. I lay my head down and closed my eyes, enjoying the sensation before I felt her mouth on my cock. She took my whole length down her throat and worked my shaft with her tongue. She held it with her hand and twisted it slightly as she wanked and sucked me. I groaned with pleasure and enjoyed the sensation. She gives incredible blowjobs and really knows what she is doing. I reached down and put my hand on the back of her head. She slurped and really went to town on my dick as her head bobbed up and down. After a few minutes, she stopped and looked at me “My turn” she grinned, and crawled up the bed and lay on her back. Her robe flopped to the sides and exposed her huge tits and perfectly flat stomach. She has an incredible 9-inch cock to boot and it is an amazing sight. She parted her legs as I began kissing and nibbling her tits. “Oh no no no” she groaned “Down you go” as she put her hand on top of my head and pushed it down between her legs. I could smell the faint musk of sweat. I ran my tongue up her shaft and she quivered and gasped with pleasure. I opened my mouth and let her big shemale dick enter my mouth. The salty taste of her precum filled my senses. She was leaking and I could taste it clearly. I gobbled her cock and sucked it madly. She began grinding her hips and moaning softly. “Tits” she groaned “play with my tits when you suck my dick” and pulled my hands up. I grabbed both her boobs and squeezed them. With both her hands on top of mine, we both groped her breasts as I sucked on her dick. “oh god fuck me” she begged “I need fucked” and she turned and got on all fours. I climbed behind her and grabbed her hips. I shuffled between her legs and slid my cock into her ass. She let out a deep moan and tossed her head back. “Oh god that feels so good” I began thrusting into her, bucking my hips. She grabbed the sheets and her grunts got louder as I pounded her sweet tranny ass. She reached behind her and grabbed my right hand and guided it to her rock hard cock. I knew exactly what she wanted. I grabbed it and began wanking her dick as I fucked her ass. As I pumped and forced my whole cock up her, I furiously jerked her big shemale dick. I leaned on her back and with my left hand, I started fondling her tits as she began to scream with pleasure. “Oh god. Oh…..Oh fuck…….Oh god. Harder. Fuck me harder….Oh god that feels so good” I groped her tit, wanked her cock and fucked her ass. We were both sweating, grunting and panting. “Fuck me…AAARRGH….fuck me….OOOOOOOhhh”. She has always been noisy in the bedroom and it turns me on to hear her screaming. “Oh god…I’m cumming….I'm cumming….I'm gonna cum. Are you ready?” she asked, between groans “Y..y…yyes. I’m so close” I replied And with that, I felt her body tighten and her breathing stop. Her cock stiffened in my hand as my own did the same. It released and jerked. She shot out a thick stream of cum that covered my hand and the bed sheet as I filled her ass with my own sticky load. I continued to wank her gently as she flopped onto the bed exhausted and sweating. “Well,” I said as I lay down next to her “that was an unexpected surprise” I grinned “It's your turn to get the coffee” she teased as she patted my cheek and lay in a basking glow on the bed. “Yep I guess so,” I said as I got up to go downstairs. Shemale With A Fat Cock Hi! Here I am with my own story! I’m a young white guy, a good looking son of a bitch! When I was a college student, one of those numerous young people who always rush for something, then I was a focus of interest for lots of chicks around! But then something changed. Changed a lot. As I remember, from some period of my life I got to liking trannies. I mean chicks with dicks! Well, if I like shemales that doesn’t mean I’m a very perverted bustard yet! There’s something about a sexy babe with perfect makeup and a cock that just turns me on. Maybe that makes me look a bit pervert – I don’t give a fuck! I remember now, I was just out of college when I made it with a tranny for the first time. She was very beautiful and gorgeous – a hot raven haired black eyed long legged with great fucking hot ass and big boobies slut! I saw her at the store. She had long black hair and long Fashion TV model’s legs. I was nervous, but I went over to her and introduced myself. After she smiled that looked a good sign for me, I also told her I thought she was beautiful. I was still nervous and anxious about what I was supposed to do next. I think at that moment she thought my shyness was cute. The next thing I remember very well – we appeared at her apartment. I was nervous, and as I had never been with such a stunning hot woman! Before! Of course I had jacked off a lot, but I always found some chick to get off. That was not a matter! But Gina looked and seemed like a real woman, and she had brought me to her place. When she started kissing me, I just plunged into her hot hugs – I slipped my tongue in her warm mouth! It was like being in heaven! She started sucking on my tongue and I felt my dick getting even harder. She started squeezing my butt and I started feeling her ass melons. It was firm, round and very exciting. So fucking turning on arse! I searched the inside of her mouth with my tongue as I caressed her buttocks with my hands. As I held Gina, I could feel her wonderful tits pushing against me. After a while, I wanted to feel them in my hands. I started undoing her blouse, but my fingers trembled so I was sort of clumsy. She took it off for me and my face burned with embarrassment. When I saw her gorgeous tits, I forgot everything even that a few minutes earlier I looked like some fucking shy teen! Her boobs were really big and round, they looked as good and perfect as Carmella’s or some Shyla Styles’ tits! I cupped one of them in each hand and squeezed gently and softly. She moaned slightly to my ear. After that, she approached her face close to me, captured my mouth and filled it with her tongue. I let her tongue move its way as I squeezed her boobs and played with her nipples. They hardened with excitement, getting perkier what excited me so much. I squeezed one, and she moaned. Then the other one. She rubbed her crotch against me. I could feel her hard cock under her skirt, and that just excited me even more. If you think I didn’t know she was tranny, then you’ re wrong. I knew. And that was for I wanted her so much! I leaned down and I pinched one nipple of hers with my teeth – she wriggled and moaned even more. I began sucking on her nipples, very softly at first, then getting harder and harder while she was making all sorts of sexy sounds, causing my erection. Her mouth was sweet and hot, it tasted very good and I began to wonder how it would feel if she gave me a blowjob. Coz I knew that was male’s mouth in fact. My cock felt trapped in my pants, but just as I thought about it, this beautiful porn star reached down, unzipped my pants and took out my dick. She made a purring sound and slid down to take my fat rod in her mouth. Gina didn’t just tease: she sucked me all the way into her mouth, very deep throat, like in some porn, all the way to the larynx! I kept my hands on her beautiful shemale tits while she was sucking on my cock like a perfect blowjob machine. That was in and out, all the way down to the balls her lips moved rhythmically. I watched her beautiful face as she took my cock, squeezing her boobs. Sucking on my shaft she looked at me from beneath and her eyes lightened with lust! What the fucking turn on! My entire cock disappeared between her great warm lips. Finally my need to see overcame me. So I took her head with hands and said: “I’d like to see you nude” holding her by shoulders I pulled her to her feet. Gina looked at me flirtatiously and took her skirt off. She had some sexy tiny thing right down there under her thongs. I watched this private striptease with my hand on my cock, rubbing and stroking while she exposed every inch of her hot flesh. Her boobs were big, round and full. Her legs were slender and very firm. She was like every man’s dream girl… And of course her cock! It was small but perfect, maybe 5 or just more inches long, and hard as hell! Can’t say exactly why, but looking at the girl’s cock right on that perfect body made my rod get even harder. I wanted to touch it. I put this sluttish creature with back down and stroked her cock as I stroked my own. I looked at her cute face: she was enjoying my love to her. To be honest, I had never seen another male’s cock hard on. Only in porn, but in true life: never! This time I happened see such a nice lovely picture: a small piece of flesh in my hand, so exciting and cute! And this thing on Gina’s crotch made so excited… “Do you want to fuck me?” she murmured mischievously. As you understand this question was very needless. How did I not want to fuck this beautiful shemale? Perhaps that was the first the last time in my life with such a beautiful willing woman! She lied down on her back and put her legs on my shoulders. She took some lube and applied it onto my dick making it nice and slippery. Then she rubbed her asshole with lube as well. I was ready. After that she pointed it toward her anus and I pushed forward gently. As I slid into that tight, hot hole, she took up stroking her cute penis. I moved all the way into her ass, and it felt even better than I fucking a girl’s ass! I began pulling out very slowly, then slamming my cock back in. I didn’t want to hurt her, but she loved it! Her ass was really wide and I could swear it would welcome even 2 cocks like mine! She moved onto my cock, impaling her ass onto it, jerking off her won penis. I started going faster and faster, in and out, pounding her tiny asshole. The harder I fucked her, the more she seemed to like it. My pecker was just sliding it very easily, she looked ignoring any paint! In a while I was ready to cum and began jamming her butt really hard! My balls were slapping against her as I fucked her ass. I reached down and began squeezing her tits hard. She moaned and begged me: “Harder, you, fucking nasty boy!” I did. I wanted her to feel everything I was doing with her fucking ass! She moaned and her hand moved started jerking off her shemale cock faster. I, in my turn began shooting my load, filling her tight asshole with my hot cum! I felt my pecker convulsing with spasms as I released my load inside! She began to cum as well, dropping thick whitish load on her belly as I filled her fucking good ass with my own liquid! Afterward, she washed me gently, and saw me off outdoors, but I visited her a few more times, and every time we enjoyed our sex! Sweet Revenge I was a very busy man who needed a housekeeper to clean up my place. I hired Jen who was between 35-40 with dirty blonde hair. She was about 5’5 and average weight. She generally worked twice a week. In looking back, I was nasty towards her. I was under a lot of stress at work and I treated her like a bastard. She was a single mom who did this to support her family. I remember that she needed time off during the holiday’s and I said no. I came home one day early and went off on her on how the place was a mess. Another time, I was working from home and she told me that she needed extra money to pay for the car. I told her that the kitchen floor needed cleaning. I walked inside the kitchen. I said you missed a spot, get down on your hands and knees to get it. She was on her hands and knees, there is another spot that you missed. She looked up at me, I don’t see it. I unzipped my fly and took out my cock. If you don’t want to be fired, this will be cleaned. Her lips gently placed on my cock as her head went back and fourth. I soon came and shoot my load all over the kitchen floor. She just looked at me calling me a bastard, I hate giving head she yelled. I will get even with you she yelled. It was a hot summer day, she was cleaning the living room table. It was hot and I was very horny. I took over my shorts and walked towards her as she did not see me. She was bending over and I had a full view of her ass. I walked behind her, pulled down her shorts. I pressed my weight against her and she could not move. I placed my cock inside of her. She was yelling and calling every name in the book. I pulled away and came all over the table. She just looked at me and said, I’m going to get even with you. As you know, I need the job but I will get even. I grabbed my cock, as long as I have this, I will always be in control. I had to work late the following week and I came home very late and tired. Jen was still at my place. What are you doing her? She stated that she had been late from her previous job and was not able to finish. I looked at her, the place is a mess, what did you do. I’m going to take a shower and the place had better be done I yelled. She just started crying, I will do anything to make it up to you. I just laughed and walked towards the bathroom. After my shower, I came out in my towel as I had left my glasses on the stand in the bedroom. I walked into the bedroom, Jen came from behind me, and took off my towel. I turned around and her hand started stroking my balls. Jen said every man likes to have his balls stroked. I could not believe what was happening and my knees were about to buckle. She ordered me down on my knees and took my hands which I complied. She took a pair of handcuffs which she had placed on the night stand. She placed on the hand cuffs on my wrists and pulled me up by my hair. She ordered me on the bed and placed me on all fours. She took a belt and gave smack across the ass. She placed a collar around my neck with two chains. One chain was tied to one night stand and one to the other. I could not move an inch. She looked at me and said, Now I’m going to get even. She got undressed and took a strap on which she placed under the bed. It had to be a nine inch dildo attached to it. She put the strap on and came in front of me. She came in front of me on the bed and told me to open wide. I resisted but she started pulling me hair until my mouth opened. She slide every inch of that dildo inside of my mouth. Back and fourth she went, How do you like it? She did this for what seemed for ever. She finally pulled away. She was just laughing, now the real fun begins. She went behind me and smacked my ass. She took the dildo and slide inside my ass hole. I just yelled in pain as every inch went inside of me. She was slow at the beginning but started going faster and faster. She was riding me as she pulled my hair with every stroke she took. I begged for her to stop and she just laughed. She said it looks as though I’m in control now. I promised to give her anything she wanted. She told me that she never wanted me to do anything to her again. I agreed!!!!! I have been a good boy ever since Wanking With Shemale A man who loves to wank, ventures out, and discovers amazing pleasure somewhere he never thought to look before! Every couple of weeks or so I go a get a hooker. I have a few favourites. All of them have big tits and either I watch them play with them whilst I jerk my cock, or I let them jerk it for me. But that's where I have some trouble. Whilst these girls are beautiful, I know they have never had a cock, and I don't think they know how to handle one. So the last time I went for a handjob, instead I browsed around for a she-male. She was stunning. Perfect female facial features and body shape, massive tits, and a big hard cock. I wanted to wank strait away, but she offered something different. 'Why don't I lay here on the bed,' she said, 'and you start stroking me and showing me how you want it done.' It sounded amazing. She lay back, and I stared at her huge, bare boobs, and started slipping my hand up and down her cock. I massaged it, played with the tip, and caressed the balls, just as I would want her to do. She was loving it too. She lay there moaning, groaning, and playing with her tits. 'Oh baby, I'm going to cum!' She shouted. 'Here, let me get into position.' What I saw next I will think about whilst jerking for the rest of my life. She arched her back as I pounded her cock hard, preparing for the cum. She was getting so hard in my hand, and I could feel the cum swelling, ready to erupt. And when she did, she had her cock arched high above her tits, and she CAME ON HER OWN BOOBS! It was amazing! I was so hard and ready for my handjob. 'Mmm, baby! You sure know how to handle a cock!' she said. 'I hope I can do as good a job.' And she did. I lay on the bed, my legs over the edge, and she pumped my cock. I had a view of her tits past my dick, which were still dripping in her spooge. And after not long, even though she was gentle, subtle, and tried to tease as much as possible, I spewed my cum first, right on top of her load! Needless to say, I have seen here several times since then! Shemale Memories I must admit that I went kinda far with "artistic license" on a few of my personal stories. i really was a skinny, pretty lil ladyboy whore when I was, um1...young3 My little titties looked very big on my skinny little body too. It's my fondest memory. I was beautiful. Yes, I did a lot of prostitution too. My step f-ther made it possible by using estrogen cream on me because he wanted a fuck toy. He was a sick, selfish fuck. He taught me to suck dick, he trained my ass pussy and I continued training my ass and using the estrogen on my own. I did a few neighbor men and they gave me money and gifts like weed, liquor, jewlry. The neighborhood boys didn't have much to offer except for weed and cool knives and stuff but I would do them free sometimes. Everyone kept it secret because they weren't "faggots" but they kept coming back for more of me. ;) Yes there was a club where they'd let me in to service the old pervs who wanted a cute little titty boy. They got most of the money though so I had to beg my clients for extra money and gifts. I went to their private homes when their wives and k!ds weren't home, I did some private parties and they made me do really gross disgusting things. I was so foolish putting myself in danger because any one of them could have strangled me and dumped me somewhere but I was careful to get doctors, lawyers, engineers, all educated professional men. Yes I did have an old army foot locker that I painted blue where I kept my dr*gs, money, liquor and other gifts. My br0thers fucked me too. To the mean bastard that left those hurtful comments, YES, inc3stt is a lot more common than most people want to admit. Br0thers fuck br0thers, par3nts do their k!ds, br0thers and s!sters and s!sters with s!sters and back in the early days of the Internet entire f4mil!es were posting sex pics of themselves. I'm old and ugly now so I can only look back and enjoy my memories of when I was a gorgeous teenager. My body betrayed me by turning me mannish and ugly shortly after I turned 19 or 20. Yeah, my stepd*d was a sick fuck but he knew what I needed and wanted and he gave it to me. I'll always remember the times with my big br0ther and little br0ther. Johnny fucked my ass and made me feel just like a girl. They also treated me like a total pig whore too. I made my little br0 cum his first time. His very first ejaculation was in my mouth. OMG I SO enjoyed being their whore. M0m finally divorced step dud and he committed suicide. Uncontested divorce and she took everything he had!! I liked the danger and excitement of sneaking around doing the neighborhood men and the affluent clients that drove me to their homes. They'd usually drop me at a bus stop or a fast food place and give me cab fare. I was a sexy gurl with tits when I was a young boy and men WANTED me. It made me feel important and powerful but now all I have are my memories. I had my first orgasm with my big br0's dick up my ass. I still remember the weird feeling of pressure tingling, kind of like an electric spasm building and then I let out a loud OH-UNNNGH!!! and my tiny little penis clit gushed a big load of watery girl juice, then two seconds later another small one. That hasn't happened for many years but big br0 made me lick it up off the hardwood floor. It tasted much different than real "male" cum because there was no sperm in it. My attendance in high school was poor at best but it was simple and boring anyway so I just got a GED. My REAL fav subjects were fucking and sucking. :)) Yes I did a few jocks too but NEVER more than one at a time! Big br0 warned me all about what assholes those steroid popping apes were and I followed his advice. My big br0 had legal guns and he knew karate too and people were afraid of him. "Alpha" males went very Beta when he showed up but they tried to save face by saying things like, "He's fucken CRAZY!" and, "He always has a gun on him!" There were rumors that he might have k!lled someone too but that was all just to soothe their egos. My big br0thr was a BAAAD muthafucka! and I was a sexy little fuck machine. Shemale Date I want to talk about the filthiest and most erotic experience I have ever had…and it just so happens it was my first and only time with a shemale! I have always been a horny guy, masturbating a lot and sex but always with/over girls. However I first played with my ass when I was about 18 and I remember the feeling when I managed to get a but plug all the way inside me. Even though this was fun I could never enjoy it fully. I got into shemales through porn, I love anal play and the older and more sexual I got I realised there was a fantasy I had, to be fucked by a cock but it had to be a pretty lady boy doing it! I travelled europe a year ago and the first stop was amsterdam. After walking around the RLD and smoking drinking and generally being high and horny, I found Blooedstraat which is a LB area. I was instantly aroused as I saw the selection of shemales holding their dicks and giving me the eye so I came back later for another look (about 3am) whilst i was away i was thinking if i really wanted to do it and i so, i knew it would have to be special because it was going to be a one off secret. the shemale i chose was from brazil and called RC. she was gorgeous, curvaceous and had incredible eyes. she told me she had an 8 inch cock and i entered the door… I tolg regina it was my first time and that i wanted it to be pefect. i said i wanted to be treayed like a bitch, made to suck her cock and fucked. immediately she pushed my head doen to her cock and made me suck it . it was hard aready and so big, i am an average 6inches but her cock was big, thick and nice looking! i tried to suck the best i could as i was really enjoying being treated like her bitch. this was helped by the fact her cock was bigger than mine and that i had never put anything as big into my ass before she bent me over and lubed up my ass, all the while talking dirty to me about how she was going to push her thick shaft inside me. she loosened me up surprisingly quick with 1,2 then 3 fingers, telling me not to worry and that she knew what she was doing. i loved being the one to bend over with my ass in the air and no control. she was so gorgeous damn! i felt completeley at her mercy. she gripped my buttocks and forced her dick in as i groaned. she got into a rhythm and pushed deeper and deeper in side me, spanking my ass and telling me i was her little bitch in her soft, portugese accent. after about 10 minutes of this i pushed her back and asked her of i could rider her. she smiled and lay vback with her dick in her hand. i masturbated a little as we kissed and i sucked on her big breasts. i licked her brown skin and then slowly lowered myself onto her. it was incredible, i found myself riding her harder and harder, groping her tits and moaning like i have never moaned before. i realise my ass was really being fucked hard for the first time and i lo ved it. i kept riding her hard until she told me to slow down. my ticht virgin ass was making her come. i leant in and reminded her that she was the first person to ever enter me and she grinned and kissed me. we fucked like ths for a long time, i was aware my time was up but she was enjoying it and so was i. after she came again we went into spoons position. she was fingering me still, really hard with 3 fingers and i sucked her small balls and licked her beautifull asshole. i felt ike suck a whore, a distgusting filthy whore and it was my dirty secret. my ass got sore and i asked if i could return the favour. she oulled her legs up by her head and allowed me to lick her ass furiously until i was hard enough. we fucked and then i pounded her big ass doggystyle until i came. i wanted to fuck her hard because she had done the same to me all in all i was in her room for over an hour, when it was to be a 30min session. i walked out feeling amazing, my ass was so sore but i couldnt believe i had done it and enjoyed it! now i think about it more and more, find myself sneaking off to wank to shemale poen and am considering another trip back to the dam to indulge my fantasies. Sexy Tranny It’s been 3 years since I got my first experience. I mean sexual intercourse with someone who determined my further life. I still remember my first time with a shemale. She was a tall slim sexy legged blonde that once came into the office of our company. I knew she was an assistant of one of our VIP clients. I thought her boss would send her to extend thanks for one deal we helped them to work out. That was juts a matter of courtesy and good manners. As I got up from my chair to welcome her, she shut the door, approached me close and pushed me back down on my chair. After that’s he started opening her cloak. She had nothing on underneath her cloak except one thing that amazed me so much that I even opened my mouth with astonishment. There was a big giant like cock with fat head! I knew her before but I had no idea she was a shemale! Motherfucker! I would never admit a mere thought she would turn out to be a tranny! She looked like a real woman, with soft white skin and with strawberry lips! Before I realized thing turning out, she straddled my laps, unbuttoned my shirt and pushed her hard cock between our bellies. After rubbing her shaft against me and sucking my tongue, she lifted up, took my cock and put it into her ass… She sat down on my shaft, impaling her arse hard, and began riding my penis back and forth. I saw some porn and I knew what it looked like, but never guessed I have sex with… shemale. She left me no choice; she was swift to handle matters. However, despite she had a thing down there, her entire body was saying she was a woman. Her ass was really big; I think this bitch was taking hormonal agent permanently. Moreover, there was a dragon like tattoo over her coccyx. It turned me on very much! Her dripping ass was totally wet, I could feel her arse juices pouring down my cock. I could feel her dick and the precum on my stomach while her tits pushed into my chest. What a feeling, boobs rubbing my chest and a cock slapping my belly! I loved it – that was very amazing and exciting to see and to feel…. She continued riding and pumping my shaft until she melted and went limp. I wanted to change position, and then I got up, and bent her over my desk. I rammed my cock in her ass and grabbed her ass buttocks. Her cock was hanging and dangling as I fucked her ass. It looked very fanny. Her one hand was under her chest on the desk while another one was stroking her shaft. I fucked her furiously, with all my rage. She stroked her cock as I pumped my shaft in and out of her ass. I couldn’t last very long and couldn’t control it. So I squirted my cum into her ass while she asking for more. When I pulled out her wide was wide open, like a huge black cave gaping for more meat inside. She pushed her anal muscles and y sperm seeped out running down her thigh. Ass cream pie! She fell onto the desk and I fell back into my chair. We rested for a minute and she then asked me to suck her off… I bent down and took her long shemale rod in my mouth. Sucking a cock for the first time was a great experience for me. Unforgettable experience. I was very horny; I don’t think it was pervert. I knew she would cum in my mouth and wondered how it would feel to taste her cum. I sucked and licked her cock caressing and nursing her balls. She was clean shaved down there, not a single hair. I squeezed her cock, running my teeth gently over her cock head and making it get fatter and harder. She began shivering and cum started shooting into my mouth. This cum of hers filled my mouth running down my throat. I actually liked this and drank every drop of her sweet shemale sperm! This was indeed the best gift that I ever got in my life. I appreciated this kind of gratitude. It was a whale of time and good experience Shadowjack Nightboi Submissiv Guy Story Funboi Night By ShadowJack “Are you really a funboi?” asked the harried-looking man in the brown suit. It sounded like a casual question, but the way he arched his eyebrow gave it an unspoken significance. Special Agent Dirk Van Horne pretended to be offended by the question. He didn’t know what the man meant, but he didn’t want to blow his cover before he’d even gotten into the club. “Funboi” was probably the staffing company that provided hired help for the club’s special events, he figured, so he played it off that way. “What? Of course I am!” He started checking his pockets. “I’ve got my card here somewhere…” “Okay, okay,” said the man, “relax, I didn’t mean anything. It’s just that I don’t remember seeing you before, and you don’t look much like the other funbois.” He proffered a clipboard with a form on it. “Sign on the line at the bottom, by the ‘X.’ Then sign the NDA underneath, and you can go on in.” As Dirk made an illegible scribble on the two forms, he wondered what the guy meant. What did the other funbois look like? He had noted that the guys in the line ahead of him had both seemed pretty obviously gay, both in the way they spoke and the way they moved, but he hadn’t thought that was significant. Who hired only gay guys? But the whole “funboi” question really had him wondering now. Dirk was a slender, average-looking guy in his early twenties, with medium-length dark-blonde hair. He was exceptionally good at blending in, wherever his undercover assignments took him. He had regular, nondescript features, and was as non-memorable as a guy could be. But he also had a knack for noticing the behaviors and body language of those around him, and imitating it perfectly. Had he known that being overtly gay was a typical quality for funbois, he’d have affected some gay mannerisms to blend in better. Paperwork done, the man opened the door behind him, and Dirk passed through it, giving the guy a fluttery little wave. At least he could leave the guy with the impression that he belonged here. And with that, he was in! When the man he was tailing had gone into this old-money, exclusive, members-only gentlemen’s club, Dirk had known he had to get in here somehow. This was almost certainly the secret meeting he’d been anticipating. He’d known there was no way he could talk his way into the front door of a place like this, so he’d gone around to the back, and seen several people filing into the employees entrance. He’d gone in right behind them, pretending he belonged there. Once inside, he’d been presented with two options. The line on the left was clearly long-time employees, who flashed their cards and proceeded into the inner chambers. The line on the right had two young men in it, who were signing forms and then being admitted without showing I.D.s. Dirk had chosen that line, which led to the whole “funboi” question. But it had worked; he’d gotten inside. Once he’d been let into the inner chamber, Dirk started looking for a side door he could slip through, but there was an attendant already stepping toward him. “Right through there,” said the attendant, pointing. “Pick a locker, put your clothes in it, and hit the showers. And hurry, we need to get you kitted up.” In the locker room were several young men undressing and heading for the showers. Dirk followed suit. This was good, he thought. He’d be kitted out with a serving uniform of some kind, and probably be sent out into the club to serve drinks. Rich people never even noticed uniformed serving staff. He’d be as good as invisible. After he’d showered, he was surprised to find he was being herded through another door, away from his locker. Were they going to provide underwear as well as a uniform? He found himself standing nervously in a cubicle, naked, while a woman measured his head and asked him his shoe size. This was getting weirder and weirder! She picked up what appeared to be a plastic helmet from a rack of them, and started fitting it onto his head. It was just the back half of a helmet, but he could see there was a smooth, featureless plastic faceplate that went with it. It was weird-looking, like a costume from some bizarre sci-fi show. Had he just been cast as an extra for some B-movie? He looked at the row of helmets, and noticed that they didn’t seem to have eyeholes, just a large hole at the bottom of the faceplate. Perhaps the helmets had a one-way visor, he thought, that looked blank on the outside but allowed the wearer to see out. When the woman prepared to attach the face-plate, Dirk raised a hand uncertainly. “Wait,” he said. “What is this?” “It’s your helmet,” she snapped, unhappy at being delayed. “You’re a funboi, right?” “Of course,” said Dirk, “but…” “Then you get a helmet,” she said, bringing it up to his face. “Open wide!” Dirk barely had time to open his mouth before the piece was being fitted to his face. He had to open wider, because there was a thick tube that inserted itself into his mouth. It didn’t go in far, just past his teeth, and he found he couldn’t close his mouth once it was in place. Other than that, it was comfortable, soft foam embracing his head all around. His mouth was open to the outside, so he could breathe easily, but for some reason he couldn’t see a thing through the plastic faceplate. He tried to complain about this, but with his mouth held open he couldn’t articulate his question. The woman, meanwhile, was using a power drill to bolt the faceplate to the back half of the helmet, sealing him tightly inside. While Dirk fumbled at the outside of the helmet, trying to figure out how it worked, the woman called one of her co-workers over to assist her. A few moments later, there were two buzzing razors raking at his chest, seemingly shaving away his body hair. “I swear,” complained the woman, “you funbois know you’re coming here, but you can’t be bothered to shave yourself first! Please don’t tell me you haven’t enemized yourself, either!” Now Dirk was beginning to realize he’d gotten himself into a situation. When he tried to protest, the two women shushed him and kept shaving him. When he tried to push them away, they told him to hold still. When he persisted, one of them got a judo hold on his hand, and twisted it behind him, putting him into a half-nelson. “There’s no time for cold feet, Funboi,” said the woman. “You’re half an hour late, we’re short-staffed as it is, and we’ve got to get you out on the floor as quickly as possible. Just relax!” Before he knew what was happening, both his arms were folded behind him, comfortably ensconced inside a foam-lined plastic box. With four quick applications of the power drill, the box was sealed, and no amount of squirming on his part could get his arms out of it. The shaving continued. They shaved him smooth all the way to his ankles, spending an embarrassingly long time between his legs, getting every little pubic hair. They even bent him over and shaved his butt-crack. The really embarrassing part was the erection that resulted, but they ignored it, intent on getting their task finished. After the shaving, the woman led Dirk back into the shower room for a series of enemas. Dirk was outraged at this violation. The first time the nozzle went into his anus and shot him full of warm water, he yelled and danced around, but couldn’t escape it. When his bowels erupted, he had no choice but to squat down and let it out, an indescribably humiliating experience. Had he been able to speak, Dirk would have stopped this whole charade and announced that he was a government agent working a case undercover, but with the faceplate holding his mouth open like that, he couldn’t articulate words. Unable to see, speak, or use his arms, Dirk was helpless as the woman pushed him around and inserted the nozzle into his bottom-hole again and again. The pressure was so high when she turned it on that it filled his bowels in seconds, and he immediately had to squat and expel the warm water before he burst. She violated him this way over and over again, asserting her dominance over him and demonstrating his helplessness. He was beginning to suspect, at this point, what being a “Funboi” might be all about. He was helpless, sightless, naked and shaved. There was only one reason he could think of that would make it important for him to be so thoroughly enemized. He had just tricked his way into becoming a sex toy. He felt a lump of ice forming in the pit of his stomach as the realization slowly sank in. Dirk wasn’t gay. Oh, he’d thought about it, sure, but not seriously. He’d only dated girls in high school and college. He hadn’t had the time to date in the recent months of training and field work with the Agency, but despite his occasionally bisexual fantasies, he’d had no reason to doubt his sexuality. But if this situation went the way it looked like it was going, his sexuality was about to be tested to its limits! In spite of himself, Dirk’s outrage began to leak away, replaced by resignation. His attempts to fight weakened, the hopelessness of his situation becoming more and more clear. He stumbled blindly and spun around trying to evade the nozzle, but the woman was skilled at her job, and it always found his hole easily and filled him up again. After nearly a dozen enemas, Dirk was no longer resisting. Surrendering to the inevitable seemed to be his only option. He was shocked to discover that there was an instinct within him that was ready to embrace his surrender. He had never felt this way before, but deep down inside he was feeling a strange tingle of excitement at the prospect of being used for sex. The feeling frightened him, and he did his best to crush it, but it persisted. Once he had ceased fighting the inevitable, his preparation proceeded. He was dried off, led to another room, and fitted with a pair of boots. They were some kind of latex, tight-fitting yet comfortable, and came all the way up to mid-thigh on him. When he tried to stand up in them, he learned that they were women’s-style boots, with five-inch stiletto heels. He could barely stand, let alone walk, but the woman made him walk anyway. She handed him off to a man, who spoke to him in soothing tones like he was a skittish colt. The man snapped a leash onto a ring on the front of the helmet’s neck-piece, and began pulling Dirk along. Dirk could barely even walk in those heels, and was in danger of falling every moment. He protested with wordless groans, and driven by frustration, he tried once more to assert himself. He tried to kick the man, but never connected. The man just chuckled, and continued to pull the leash steadily in the direction he wanted Dirk to go. Dirk had no choice but to follow or fall down. Naked, shaved smooth, unable to see or speak, with his arms secured neatly behind his back, wobbling and stumbling on the unfamiliar heels, Dirk was led at the end of the leash into the crowded main room of the club. He could hear the hubbub of voices, and could tell by the acoustics that it was a very large room, and fairly crowded. He could smell cigar smoke, liquor, furniture polish and leather. He was led slowly down a set of wide, shallow stairs, which he navigated with great difficulty in his heels, and into the midst of the crowd. There, with what sounded like a cocktail party going on all around him, the man unclipped his leash and left him. Dirk could hear a dozen conversations going on, but he was too panicked to follow any of them. Both men and women seemed to be present, though there were decidedly more men. Rising above the conversational murmur he could hear the anguished cries of the other funbois, and he could only imagine what tortures they were being subjected to. Someone brushed past him, the cuffs and tails of their expensive suit brushing against his bare flank. He couldn’t repress a shiver. He felt appallingly naked and vulnerable standing there. Unless he’d read this situation wrong, he was there to be used by anybody who cared to. Any one of the rich gentlemen around him might just bend him over and violate him, and there’d be nothing he could do about it. His panic rose once more, threatening to overwhelm him. But then, once again, that strange tingle of excitement asserted itself in his loins, accompanied by the urge to simply surrender to the situation. That part of him was somehow thrilled to be naked and helpless among the clothed club members, utterly at their mercy. It was such an alien feeling that it frightened him. For more than a minute he was ignored, standing there among the crowd, internally struggling with himself. Then, without warning, he felt a soft hand close around his defenseless penis. He jumped, and a yelp escaped his wide-open mouth. “Mmmmhh, what have we here?” purred a sultry female voice. The hand began to tickle and stroke his soft dick, and frightened as he was, it was undeniably pleasurable. “Oooh, come on now, little funboi!” said the voice, close to his ear. The woman moved gently against him, and he could feel the fabric of her dress brush his naked hip and thigh. “Where’s the fun? You need to be in the proper mood, and I do adore a challenge…” She teased his cock more persistently, her delicate fingers fluttering lightly behind his tight balls, touching him in ways and in places no one ever had. In spite of his fear, the woman’s ministrations began to have their intended effect. He felt his cock starting to stiffen slowly in her hands, a tingle of arousal igniting in his loins. It felt wrong, so wrong for him to be getting aroused in this situation! He tried to resist, to think about his mission, or baseball, or anything other than the fact that he was naked in a room full of clothed people, and a woman was playing with his cock. It was no use. He was helpless, and there was nothing he could do but stand there while she had her way with him. Soon his cock was completely hard, sticking out at a forty-five degree upward angle. The woman continued to casually stroke it, and Dirk couldn’t control it at all. It swelled and quivered under her touch, begging for more. Dirk was acutely aware that he was surrounded by people, people wearing clothes. He shouldn’t be standing here with an erection! Blushing under his helmet, he tried to step away from her, tried to twist his body to remove his excited organ from her grasp, but she only chuckled and moved with him. There was no escape, and it felt so good that he found himself just wanting it to continue despite the humiliation. As he was squirming and trying to evade those teasing fingers, a large, male hand grasped his left buttock and squeezed. “Hmmm, firm,” murmured a deep voice from right behind him. Dirk yelped and tried to jerk away, but he could no more escape that hand than he could the one on his cock. A moment later there was another hand on his other cheek, squeezing it appraisingly. “Yes, quite nice,” said a second male voice. “I believe they just brought this one out, so if you’d like to fuck it, it should be fresh.” “Knock yourselves out, boys,” said the woman, giving Dirk’s hard cock a final squeeze. “He was a bit skittish at first, but I think he’s in the groove now.” With that, she was gone, and the two men took control of Dirk. One of them closed his hand firmly around Dirk’s erection and began to pull. It quickly became painful, and Dirk had no choice but to walk forward in the direction he was being pulled. The man used his cock as a handle, leading him through the crowd. When he pulled it to the left or the right, Dirk had to follow. The agent was already mortified at being so helplessly erect, and being pulled along by his cock like this was an added embarrassment. He could barely keep his balance in the high-heeled boots, and he couldn’t see where he was being led, so he shuffled and wobbled awkwardly, barely able to keep up. Finally, he felt something soft pressing against his shins, stopping him, and he fell forward as the hand continued to pull on his cock. He found himself kneeling on a soft couch or chair, but he lost his balance and fell forward. He landed with his chest resting on the top of the upholstered backrest. The hand tugged his cock further forward, and he shuffled on his knees until the man was satisfied with his position. Another pair of hands grasped his hips and pulled back, forcing him to thrust his butt out behind him. He remembered what one of the men had said about fucking him while he was “fresh,” and he began to tremble. Hands grasped his bottom-cheeks and spread them wide. “Yup, it’s fresh,” said the voice behind him. “Wanna hand me that bottle of lube?” Dirk knew what was coming, and he was helpless to prevent it. If he tried to squirm out of it now, it would only piss off the two men, and they would have no trouble pinning him down and taking him anyway. The agent had never had a cock in his bottom before, and he was afraid it was going to hurt. He wasn’t wrong. He yelped as a thick, lubricated finger plunged abruptly into his tight anus, going in deep and then probing around inside him. Inside his helmet, his eyes were wide, the violation triggering an involuntary tightening of the already-tight ring. The finger withdrew just as quickly, but went right back in with a fresh coating of lube. Then two fingers thrust into him, and he grunted as his hole was stretched wider. “This one’s particularly tight,” commented a voice from behind him. “Good,” said the other. “I like ‘em tight.” The two fingers twisted and poked painfully inside him, then withdrew. There was a breathless pause, and then Dirk felt the blunt head of a man’s cock between his cheeks, moving and pressing inward, seeking the tiny puckered opening. Dirk held his breath as the organ found its target and began to press hard against it. This was it! He was about to be skewered by a man’s cock! It was starting to go in! It was… The taut ring of Dirk’s anus gave way suddenly, and the thick cockhead forced its way through. Dirk cried out at the pain of the entry, his body bucking involuntarily. The man behind him quickly grasped his hips and held him in place as he continued to force his cock deeper into the virginal orifice. “Whoah, whoah there, boy!” said the man, a smile in his voice. “You’d think he’d never had a cock in his ass before.” He kept pushing, his shaft sinking deeper and deeper into Dirk’s helpless rectum. Dirk whined and quivered, the agony almost unbearable. It was even worse than he’d imagined! How did gay guys endure this? The cock inside him was relentless, driving deeper until he was afraid it would rupture something. When at last it did stop going in, the pain didn’t ease. There was a brief moment when he thought the man was going to show him a bit of mercy and hold still, but instead he began to withdraw his cock. Dirk groaned and shuddered as a whole new sensation flooded his senses, a strange sucking pulling at his guts, but the agony of his stretched anus seemed to ease off a little. The invader only withdrew a short distance, then plunged back in again, even deeper this time, and Dirk yowled as it penetrated deep into his guts. The sensation was overwhelming, almost overshadowing the sharper pain of his outraged anus. “Noisy little fucker,” said the man behind him under his breath. “It’s nice,” said the other voice. “I like when they make a bit of noise when I fuck them.” Now the man began to saw his cock back and forth inside Dirk’s violated rectum, thrusting and withdrawing steadily, paying no more attention to the helpless funboi’s cries. Dirk was groaning and yelling mindlessly, barely aware that the sounds were coming from his own throat. His shattered awareness had no room for anything but the hard, thick male cock plundering the depths of his bowels. Gradually, as the fucking continued, the sharp, excruciating pain of his violently stretched anus began to ease. Within a few minutes it was nearly gone, leaving only the deeper, duller pain of his violation. It was excruciating in its own way, overwhelming all of his senses, yet somehow, he began to realize, there was a strange twinge of pleasure mixed with the pain. Moments after he became aware of it, however, the man who was fucking him suddenly sped up his pace. He began pounding Dirk’s ass hard, the rough fabric of his trousers thumping against the young agent’s bare buttocks. Dirk wailed as the pain swamped his senses once more, the massive cock inside him bludgeoning his bowels without mercy. He tried to pull away, but the man had a firm grip on his hips, and was pulling him into each brutal thrust. The pounding seemed to go on for an eternity, but was likely only a few minutes. It ended when the man groaned in blissful pleasure, flooding the depths of Dirk’s bowels with his hot semen. Dirk barely had time to process the fact that it was over, and that he now had another man’s cum inside him, when the spent cock was removed and immediately replaced with another one. The second man wasted no time burying his turgid shaft deep inside the helpless agent’s body, going all the way in and then holding himself there, basking in the velvety heat of the funboi’s tender rectum. Dirk could feel the man’s cock throbbing inside him, another invader eager to pound him back into incoherence. The man waited fully half a minute before he began a series of long, slow strokes. Dirk could feel every inch of the man’s thick, veiny cock as it withdrew until only the fat mushroom of its head remained inside, then drove once more into the very core of his body. He couldn’t help groaning loudly with every thrust. That elusive, tentative twinge of pleasure once again blended with the pain of the fucking. Gradually, it became more prominent, though Dirk couldn’t say how or where it came from. Even as the man fucking him increased the pace, it remained. His stretched anus seemed to have adjusted to having a cock plowing through it, but his plundered bowels roared with overpowering, indescribable sensation. The fact that there was now some pleasure mixed with the pain and all the other sensations involved made it no less overwhelming. Soon the second man began to hammer his cock into Dirk’s bottom like the first one had. Dirk wailed uncontrollably, and it went on for three or four minutes before that man, too, pumped a load of semen into him. When the softening cock withdrew from his butt, Dirk collapsed onto the couch, curling up on his side. He was panting and whimpering, and his bottom ached from the double fucking. He could hear the two men who’d just used him talking to a deferential servant of some sort, who offered them hot, damp towels to clean up with. They ordered drinks afterward, then strolled away chatting. Dirk wasn’t allowed to rest for long. Soon he heard a slightly-accented male voice from just beside him. “Here’s one that’s not being used,” said the voice. Then hands were roughly pulling him up onto his knees again. He didn’t try to resist. Being unable to see or use his hands, there was little point. He was helpless, and these people could do as they pleased with him. He was pushed and pulled until he was once more kneeling on the couch with his butt thrust out behind him and his chest resting on the upholstered backrest. He heard a second male voice from behind him asking someone to pass them the lubricant, and he tried to brace himself for another fucking. But before that got under way, he heard a zipper being pulled down right in front of his face. Dirk had already figured out why his plastic helmet had a large, cock-sized hole in the front that led right into his open mouth, and why it included a short tube that held his jaws open. He wasn’t surprised when he found a semi-hard cock sliding through the hole into his mouth. He had never sucked a cock in his life, but he knew he had no choice now. He felt hands on the helmet, holding him in place, and the cockhead rested on his tongue. He attempted to suck it as he’d always imagined it would be done, but he couldn’t close his lips around it, so actually achieving suction just didn’t seem possible. How was he supposed to do anything with it if he couldn’t suck? Reluctantly, awkwardly, he caressed it with his tongue, discovering that it had a musky, salty flavor to it that made him cringe. It felt like an alien thing in his mouth, a repugnant invader he didn’t want to deal with. It wasn’t even hard, he thought, so maybe if he ignored it its owner would lose interest. Just then, he felt his bottom-cheeks being spread apart, and a fat, blunt cockhead pressing against his anus. Oh god, he thought, here we go again! He felt his body tensing in expectation of another traumatic violation. He yelped in pain when it forced it way through his nervously clenched orifice, and then it was inside him, another cock filling and stretching his tight anal passage. He whined as it drove deeper, and it didn’t stop until it was all the way in, cashmere suit pants pressing against his bare buttocks. Dirk was gasping, the sensation of being so completely harpooned by that long, thick cock making him feel short of breath, but the cock in his mouth-hole was making it harder to suck in air. It had already swelled considerably, he realized. It was blocking most of his air-hole with its girth, as well as filling his mouth, and it was still hardening. As it got bigger and harder, it also became more aggressive, sliding back and forth across his tongue and pushing against the back of his throat. The cock in his ass began to slide in and out, slowly, and as it did Dirk’s anus unclenched, surrendering to the inevitable. To his surprise, the pain diminished, becoming something bearable, and that elusive element of pleasure returned, stronger than ever. As the cock in his ass finally hit its stride with a strong in-and-out rhythm, the one in his mouth began trying to jam its way down his throat. It had become fully hard now, and instead of just smooshing its soft head against the back of his throat, it was now firm enough to force the issue. Dirk gagged as it pushed its way into his esophagus, but its owner didn’t care. Dirk was just an anonymous naked body, a flesh toy to be used. Tears overflowed his eyes and ran down his cheeks, and desperate choking sounds issued from his mouth-hole. His distress was ignored, and the man using his mouth just tightened his grip on the helmet and began fucking his throat with long, deep strokes. Dirk couldn’t help gagging every time the cock pushed its way down his throat. Fortunately it didn’t stay there long, withdrawing back into his mouth and allowing him to suck a little air into his lungs before it plunged back in. it was a harrowing assault, and he had no choice but to accept it and deal with it as best he could. At the same time, his other assailant was fucking his bottom-hole with increasing vigor, and there was nothing he could do about that, either. He was utterly helpless as two anonymous cocks used his body for their own pleasure. Suddenly the urge to surrender, that frightening desire that he had been subconsciously repressing since this ordeal began, swept over him like a warm wave, and this time he couldn’t stop it. With no other choices left to him, he could no longer summon the willpower to resist. He let go of his fear and anxiety and sank into a state of utter submission. Everything changed. The cock plunging in and out of his ass was no longer an agonizing violation. It still hurt, in a way, but now he wanted it, wanted more of it. The cock in his throat was no longer invasive, it felt like it was supposed to be there. He gagged less now, and as it went on, the gagging stopped almost entirely. His throat had become no more than an orifice to be fucked, a cock receptacle. His arousal rose rapidly, his cock stiffening. Dirk had never experienced anything like this before. He had never been this aroused in his life, and yet nobody was even touching his swollen cock. He didn’t know what to make of it, but he didn’t want to have to think. He simply embraced his submission, accepting whatever they wanted to do to him. The cock in his bottom accelerated suddenly, then abruptly stopped, pulsing and warm inside him, and he knew it was spurting jism into him. The cock in his throat continued pumping, using his face like a pussy until finally it, too, shot a load into him and withdrew. The two men who had just used him stepped away, already having forgotten him. Dirk remained as he was, working on trying to swallow the thick, gooey cum in his throat, listening to the conversations around him and waiting for someone else to stick their cocks into him. He didn’t have to wait long. He felt a hand on his plastic helmet, and then a long, thick cock slid into his mouth-hole. This one was already hard, with a strong musky flavor, and it went straight down his throat without a pause. It plunged deep, and he couldn’t help gagging, but he accepted the cock without resistance. As it casually fucked his mouth, he soon overcame the gagging once more, giving himself over to the sensation of being throat-fucked. It wasn’t long before the cock withdrew, and Dirk heard its owner walk around the couch to step up behind him. A moment later there was a cock, likely the same cock, stretching his anus and plunging up into him from behind. It fucked him for a long while, taking it slow, like its owner was distracted, or perhaps just not in any hurry. Eventually it, too, filled his rectum with cum. Next, someone helped him up off of the couch and led him to a different part of the room. He was gently but insistently pushed to his knees, and after a few moments he found another soft cock in his mouth. As he worked it with his tongue, gradually inciting it to hardness, he heard its owner talking casually with someone standing nearby. Their conversation contained words that triggered his professional interest, and pulled him out of his mindless state of total submission. He began listening as he worked his tongue around the cock in his mouth. The two men were negotiating an illegal arms deal! Dirk paid attention to the details even as the cock in his mouth stiffened and began pushing its way down his throat. By the time the cock was squirting semen into his mouth, he had overheard the trade location and time, which he committed to memory despite the distraction. Ladyboy Date With Guy It was the worst day in my life. My girlfriend Ally and I had been quarreling and rowing for several weeks, we were on the verge of breaking up. I just wanted her to be happy. I lived my life for her. I guess I stood no chance to make her smile at me again. We broke up. Ally said everything was changing and her feelings for me had changed too. She didn’t love me anymore. I couldn’t get it. I’d been worshipping her for five years. We’d been together since I was 18. We were meant for each other. She was my first girl. I was dreaming of our love to last forever. But… Nothing lasts forever. It wasn’t fair! I was in despair. I could have never thought such things could happen to me. I wasn’t really into drinking. I’d been drinking socially, just a glass of wine or a bottle of beer. That night was an exception. I wanted to get wasted. I wanted to lose the reality maybe just for a while. Steve, my best friend, knew about Ally, so it was he who offered me to go to a pub and drink some. I agreed, of course. It was 10.30pm. We decided to drop in some pub. Neither Steve nor I had ever been in that part of the city before, so it was sort of a labyrinthine rout for us. -Hey man, we’re lost! – I told Steve. -Bullshit. We’re not. We’re just looking for a pub, that’s all, man. I just couldn’t believe that. Hardly had I decided to go somewhere to get drunk as we got lost in that damn city! -Here it is! – Steve exclaimed. He pointed at the sigh that read “Trance”. He looked at me inquiringly. It was more like a dance club than a pub. I told Steve about it. -I don’t know if we should go there at all…. – I added. -C’mon, there’re bars in clubs too. So, what’s the hell is the difference? You wanna get drunk, so you shouldn’t care where to do it! Besides, there must be dozens of hot chicks in there. Maybe we’ll get some to please us, you know! I’m sure we’ll find girls who’ll be ready to get some nasty…. I thought about Ally again. It hurt me to think it was all over. Well, who knows what might happen when you get a bit drunk, I thought. Anyways, it wasn’t that bad if I fucked some babe. I would be revenged on her. We parked the car and headed for the club. When I went out of the car I realized I was damn right about the place. It was a real dance club. We got in. Man, the place was…. Loud music, dancing people, hilarious atmosphere… There were many women there. Many single women. They were dancing with other girls. -OK, let’s empty the bar! – I told Steve, taking him by the shoulders. – It’s high time we forgot about our sorrowful life and about that bitch Ally. He gave me a slap on the back, and then on my butt. It was just a joke, don’t worry. There were lots of people in the bar, but we managed to find two empty seats. Lady Boy Sex I’m a transgender woman from the so-called Pearl of The Orient, the Philippines Islands. Maybe you heard that in my country there are many transgender people like me and that LGBT scene is a bit more “tolerated” compared to my sisters living in western countries. Then, here is a bit of the Asian transgender women lifestyle and so on. Rc is my name, and I’m proud to show the world that I’m a transgender woman. No one can take that away from me. I was born to live as a transgender woman so I will die as a transgender woman never in my mind that I will change my beliefs this is me. I wish to share with you my story as growing as a transgender woman in a country like the Philippines, where the Catholic religion and it’s traditions are very conservative, making people not so accepting trans women as me. I was born a boy, but I always felt a woman inside. In order to become the person I always felt to be. Chick With A Dick I went shopping and met a check out “girl” that was very attractive. She had long blonde hair, a deep voice, was very tall and was wearing a low cut blouse that showed off the cleavage of her ample breast. I asked when she got off and if she had plans for the evening. She said she was off in an hour and didn’t have plans so I asked if she would like to have dinner, and she accepted. I picked her up when she got out of work and we went to a local sports bar for dinner and drinks. We had several drinks and hit it off as we talked and when we left I asked if she would like to stop by my place for another drink and she accepted. I mixed us a drink and we were sitting on the couch talking and I leaned over and started kissing her. She was a great kisser and I reached down to feel her breast with no objection from her. I undid her blouse and reached back and undid her bra and moved down to lick and suck her breast. As I did so she reached down and rubbed my penis through my pants. She undid my belt and pants and reached in to touch me so I did the same and reached down into her panties. When I reached into her panties I found a hard cock bigger than my own. I have always been strait but this didn’t feel like a gay thing she was a woman with a dick! We didn’t even say anything about it, I just started rubbing “her “ cock as she did the same to me. I said I think we should move to the bedroom and we did. She undressed and everything about her was a sexy woman beautiful breast nice ass a sexy shape the perfect woman except for her dick! I undressed and we lay down on the bed. We kissed and caressed each other’s penis. I moved down and lick and sucked her breast and then moved down to giver “her” oral sex. I licked the head of her penis and then took it into my mouth and started sucking and running my tongue about the head. The taste of the juices really excited me. She was shaven clean and I squeezed and pulled her balls as I sucked and moved my mouth up and down her cock. She had on perfume and smelled great. I took her cock deep in mouth and tried to deep throat her dick. Before long she started pushing my head down and letting out feminine moans. Then she erupted cum into my mouth, I loved it and swallowed as much as I could. I rolled off and she started masturbating me. She pulled and squeezed my cock and rubbed the head while squeezing and pulling my balls. I came and she caught it in her hand and reached down and rubbed my cum on my ass hole and slid her finger in my ass. She told me to roll over on my hands and knees and moved behind me and fingered my ass rubbing my cum into it to make it slippery. She moved behind me and said I think it’s time for you to be fucked by a girl. She pushed her hard dick in to my ass and stated pumping in and out and reached around and pulled my dick and balls as she fucked me in the ass. It didn’t hurt it felt great. I think we both came again at about the same time because I could feel the warm wet cum run out off my ass as I came again. She got up and went in the bathroom and washed up and came in to put on her clothes. I called her over and had her stand in front of me while I sucked her dick and rubbed her breast until she cam in my mouth again. She called a cab and went home. I went to the store to see her again but she had quit the next day and no one knew how to get in touch with her. I don’t want to be with a guy but I would love to be with “her” again anytime. Femboy A femboy is a boy, under the age of 30 years. However, this boy will often present himself in a very feminine style. This behavior may be exhibited part of the time, or all of the time. Femboys are not to be confused with ladyboys, who are a type of Asian male to female transsexual. Femboys are also different from cross-dressers. Despite being feminine, femboys do not necessarily wear clothing designed for females, but this is very common. The fact that one is a femboy says nothing about one's sexuality. Femboys may be straight, gay, bisexual, pansexual, asexual, or of any other sexuality. Fucked By A Shemale You know, things, I’m gonna tell you about started when I was a teen. I was like every teen guy, I loved web porn, looked at porn on the internet, surfing porn sites through the web space and masturbated a lot. I loved and now love to watch lesbian porn: it was so hot watching girls having sex. Soon after that I got used to watching and enjoying anal sex, watching the girl having numerous orgasms while she has a huge cock right in her ass. Once I was hardly caught by my dad, but I managed to close the browser in time! Then, later that week, while surfing the web looking for something hardcore, I stumbled across some porn I had never seen before. It was shemale porn. I became fascinated with shemales. From now, every time I got a chance to watch porn I would go straight to the shemale sites and masturbate again and again. Couldn’t say why but for me it was so hard turn on! I loved watching shemales, I loved watching their balls and cocks hang up and down while getting rammed! For some reason they just turned me on so much. Oh, by the way! You do have to know my name! My names David, I’m 20 and single, I live in New York. I’m not fat but muscular guy, because I work out every morning in a gym. I like my body, it’s well built! Then I go to work, in the end of the day I come home and have dinner, but sometimes I go to the bar down the street and have a few drinks for a couple of hours. About a week ago I noticed a new girl at the gym working out by herself and I couldn’t take my eyes from her. She was gorgeous, big boobs and sun tanned skin, 42 inches round ass, nice flat belly… She had long blond hair, green eyes. I had been watching her work out everyday for a week. Then, on Friday, after work, I went to the bar and I was sitting there having some drink. I was enjoying my beer when all of sudden I felt a tap on my shoulder, and girls’ voice: “Excuse me! Can I sit here and have a drink with you?” she asked. I was a bit in shock! This girl wanted to have drink with me! It was something I wouldn’t’ miss! And getting over anxiety I finally managed to say “Yes, I would love that” I bought us both drinks and we made small talk. I found out her name was Selena and that she had just moved here from New Orlean. After a few drinks she said: “All week at the gym I have seen you staring at me.” After a moment of silence I managed to say something: “I’m sorry for staring at you, you’re just so beautiful” “Thank you, you are very handsome too” she replied we had about 4 more drinks and late in at night we left the bar. I offered to walk her home and she accepted. When we got to her apartment, which turned out to be a block away from my hood, I was surprised that we lived so close together. I started advancing trying to give a hug and I got more than that. She looked at me in the eyes and gave me a long hard kiss grabbing my ass. She then took me by the hand and led me upstairs to her apartment. As soon as she opened the door she started kissing me and we started making out. Selena shut the door and we moved to the couch. On there she took my shirt off and undid my pants, and then she removed my boxers. She started licking my chest and biting my nipples. This girl moved her hand down to my erect cock and started jacking me off. She stopped and took her shirt and bra off but didn’t remove her skirt. Selena started licking my dick and took up sucking it. It was one of the best blowjobs I had ever had. She gave me the dirtiest look of hers and then got up walking away and commanded me to follow her. I followed her right to her bed and she told me to lie on my back. Then she sucked my dick a bit more and then she inserted a finger into my asshole. I was startled at first and shocked, but the pleasure took over… I was really enjoying it. I grabbed her skirt and she said “No, you’ll be laughing at me, or run away” “No, honey! Just give it to me! I want you; you’re the most amazing cutie in the world” Selena turned so that her back was facing me and her skirt dropped to the floor and I saw her ass in a tight red thong. Then her underwear was dropped and she slowly turned around. When she turned around my eyes opened wide and my jaw dropped. “You see, I knew it. You think I’m a freak and you don’t want to fuck me anymore” she said crying. I was silent and didn’t say a word. After a awhile I just got up, grabbed her cock and started rubbing it. I threw her on the bed, got between her legs, and started sucking it. It was about 6 inches long, mine was about 9 or more. I just smiled when she shot her load right down my throat. She turned over on her hand and knees in dog style; I put a bit of lube on her asshole and positioned my cock. I pushed in harder and I felt her loosen up a bit as I penetrated inside half way. “Put your fucking cock all the way in and fuck me hard” she roared. With that I slid my cock all the way in and started pumping her hard and fast. I turned her over on her back and she jacked her cock off while I was fucking her… I was so horny just watching her jerk off while I was fucking this slut! “I’m cumming, Oh, God, fucking cumming!” I blew load after load right in her ass… I pulled my semi hard cock out and she began to suck it. She then laid me on my back and lubed up her cock and my ass hole. I realized what she meant. By positioning herself to enter my virgin ass hole she then shoved it right and started fucking me as hard as she could. I instantly got hard again and started jacking myself off. Soon I blew my load again but this time on my stomach when Selena yelled: “Fucking cumming, I’m gonna cum! Oh, yeas” and with that she blew her load right up my ass and pulled out her cock… she ordered me to suck it … I didn’t refuse and obeyed, it tasted great as I sucked it long. We went to the bathroom to take a shower and I washed her off. Selena then washed me off too and dropped the soap as if by chance and asked me to pick it up. I bent over to pick it up. When I did I felt something poking at my ass and sure it was her shoving her dick in my but again. She started humping me like she hadn’t had sex for ages. In a mater of minutes she blew her load in my ass once again. She pulled her dick out and we washed up. Then we went back to her bed. I still had a hard on from the shower coz I didn’t release. So Selena decided to help me by sucking my cock. After hard deepthroat and some handjob skills I shot my load in her mouth. After that, in the end of all sessions, we cuddled up in bed naked and went to sleep. The next morning we woke up and we didn’t go the gym and we both stayed at hers pleading illness. We stayed home and fucked all day… Bisexual I have been bisexual all of my life but after two failed marriages and still wanting a beautiful ladyboy in my life, I decided to make a "beautiful change". So I married a beautiful, pre-op transexual and I could not be happier. I met her four years ago at a friend's house and as soon as I saw her I fell in love. Not only is she beautiful but very sweet, kind and sexy. We married about two years ago and she has changed my life completely. We do everything together and I mean everything but the best part is that there are no secrets. We are very honest with each other and we can talk about anything. I have always had a tiny dick, only three inches when hard, but she has a ten-inch hooded cock that is seven inches in diameter. So when we have sex, my ladyboy wife, fucks me instead of the other way around. I love the feeling of her big cock stretching my ass and filling me with her warm fresh cum. We are okay with this role reversal because whenever we need a change we bring in a third person. Best Sex With A Shemale So, I come home from watching Monday Night Football with some guys at the local pub. I turn on the TV and some infomercial for an exercise machine comes on. The model working the machine has a great body and seeing her workout is really working me up. My cock even gets a bit hard. Feeling a bit on the adventurous side, I open the phonebook and look for an escort service that has shemales. I find one. Just talking to the dispatcher and describing what I want makes my cock hard again. The hour I have to wait for her to arrive is excruciating. I’m so horny that I decide to prep myself by jerking off to some shemale porn. Finally, she arrives. The doorbell rings and I open the door. In comes Brandi. She’s about 5’8″, blonde, has C cup tits and is wearing a skimpy red dress. We sit down on the couch and before I can offer her a drink she passionately french kisses me. Our tongues rubbing together, I reach up and cup her breast in my hand. I start rubbing her nipple, which is becoming harder by the second. The kissing becomes more passionate. Now she’s sucking my earlobes, which is making my cock rock hard. I reach up her skimpy dress and start carressing her already hard cock. I stroke her slowly at first until she begs for it faster. As I speed up, I feel a trickle of precum drip onto my hand. The precum lubes up my hand and the head of Brandi’s cock. Up and down I stroke her. Each time I stroke up my hand rubs the head of her cock. “Slow down, baby, I’m gonna cum,” Brandi moans into my ear. I comply. Brandi voraciously pulls down my jeans and boxers to expose my already throbbing cock. First Brandi slides the tip into her mouth, then she goes deeper and deeper until her bottom lip is resting against my balls. Each time she goes up she tickles the head of cock with her tongue. Then down and I can feel the back of her throat with the head of my cock. Brandi adds her hand, stroking me up and down each time she devours my cock.Brandi licks her index finger from her free hand to lube it up. She gently works it up my butthole. Finally, she reaches my prostate and with the tip of her finger starts rubbing it furiously. My cock is getting harder and harder and she takes it out of her mouth and starts stroking it fast. As she pounds my cock faster I can see the head turning purple and the shaft red as my cock fills with even more blood. Now she’s half jerking me, rubbing the head hard each time she comes up. I makes me squirm and I can feel it building. “Oh shit, Brandi, I’m gonna cum,” I whisper and just as her hand comes down off the head of my cock, I explode all over her face. I’m barely able to catch my breath when Brandi says, “it’s my turn.” She pulls me toward her while I lay on my back. I drape my legs over her shoulders and I can feel the pressure of the head of her cock pushing against my tight ass. “You’re so tight, this won’t take long,” she groans as she pushes herself all the way into my butt hole. As Brandi’s cock glide in and out of my ass I tighten my sphincter. Tightly I squeeze her tool and the bigger I can feel it grow. Brandi is banging me like there’s no tomorrow. Her breaths are getting shorter and her moans louder and I can tell she’s on the verge. “Oh god, baby, I can’t hold it much longer, I’m gonna cum.” Brandi barely finishes her sentence when she pulls out and climbs up to my head so I can lick her ass. Brandi furiously strokes her cock as I tongue her tight little cornhole. I manage to slip my tongue inside of her. The inside of her colon tastes amazing. The mustiness tastes even better than it smells and I try to gobble up whatever I can find in there. “Oh fuck, here it comes.” Just as her throbing cock starts pulsating and spitting cum I push my tongue deep into her butt. I can feel the clenching of her sphincter against my tongue each time Brandi spurts. On the second or third spurt she lets loose a small fart directly into my mouth. Brandi’s cum sprays all over my couch. Instinctively, Brandi gets up and heads to the bathroom to wash off her cock. She emerges fully clothed and now I know our time is up. Brandi deep french kisses me before slipping out my door. I’ll certainly call her again Affair With Lady Boy As I walked out of the divorce court I was one pissed off individual, I got to keep the house and car but lost everything else including $800 a month in spousal support. I didn’t want to go home to an empty house so I decided to visit the Mall and see a movie hoping that would take the anger away. I selected “Toy Story 3” entered and took seat at the back of the theater. As I sat there watching and laughing at what was going on a young lady sat down a couple of seats down the aisle, I looked at her and noticed that she was about 4’7” tall and slim but very nice looking. After a few minutes she got up and moved beside me and sat back down. She leaned over and said her name was Kay and how was I enjoying the movie. I told her that it was alright and that my name was Mike, then I felt her hand on my leg which caused me to start getting an erection, as she rubbed my leg her hand brushed my crotch, I knew she felt my hard-on. She once again leaned over and told me that I had a nice one, would I mind if she took it out and held it for awhile, I unzipped my pants and her hand disappeared inside gripping my cock and pulling it free. As she began running her hand up and down she asked how big I was, I told her it measured 8” would she like some. There was no reply but instead she leaned over and took my cock in her mouth and a very talented mouth it was, and began sucking, I heard her gag as she attempted to deep throat him, but when she found out she was unable to take all of my cock, she concentrated on just the head and the part of the shaft she was able to suck. I will say one thing she, was good, she had me humping her mouth enjoying the pleasure she was giving. I told her that I was ready to cum and that’s when she really began sucking; she was after the juice that would be flowing from my cock. When the first shot left my cock I held her head in place making her swallow as fast as she could. She kept sucking even as he was going soft making sure she had every drop of cum that was still in the shaft in her mouth and down her throat. She rose up but still held my dick in her small hand moving it back and forth. I reached around her shoulders and slipped my hand down her blouse and started playing with her nipples and breasts. She snuggled closer to me and leaned her head on my chest still hoping to get me to rise up once more. We both noticed that the credits were rolling on the screen so she placed my dick back in my pants and I removed my hand from her tits. I asked her if she would like to join me for dinner, and she said she would very much enjoy doing that. As we exited the theater and headed for the car I got a real good look at her in the light, she was absolutely stunning, she was wearing a skirt, blouse, and 3” heels which made her look taller. We went to my favorite restaurant and had an enjoyable meal while telling each other our woes. She lived alone and worked in an office as a secretary taking calls and answering questions while her boss was away. I looked at her and said that this being Friday night and you don’t have any work tomorrow how would you like to come home with me, and we will spend tomorrow traveling around. She looked me in the eyes and told me she would love to, but I needed to know that she is not like other girls and based on that if I still wanted her to come with me then its OK. I asked her what she meant. She came right out and told me that I could fuck her in the ass and she would suck my dick as long as I wanted but that’s all I could do. I paid the bill and grabbed her hand and we left, once we were in the car I leaned over and gave her a kiss which she returned and I drove home; as I was driving she was playing with my cock through my pants so I reached down and unzipped and let her take him out for some fresh air. That didn’t last long; she leaned over and started sucking on the head getting him harder and harder, just as I was about to lose my load she stopped and said, to be continued. When we arrived at the house I parked the car got out with my dick waving in the wind and went inside; once inside I pulled her to me and waged war with my tongue in her mouth as we kissed. I was unbuttoning her blouse so I could get at her tits, once there I was massaging both of them and pinching the nipples, this brought a moan from her, so I started down south when she called a halt and reminded me of what she had said earlier in the evening, fuck her in the ass or she would suck me off, but no straight fucking. Kay saying this put a damper on my desire for the moment so I told her that my daughter is about her size, why don’t she go back there and see if she can find something to wear and get out of your clothes. I showed her the room and left to mix us a couple of drinks, when she came back out she was wearing a silk dressing gown and her heels. Seeing her dressed the way she was only excited me again and she came over and undid my belt and trousers letting them fall to the floor then went after my shorts pulling them off too. Here I stood naked when she made me sit down on the couch spread my legs and then she squatted between them and took my dick in her hands. As she was jacking my cock she opened her dressing gown and placed my dick between her tits and began jacking him off by rubbing him between those perfectly beautiful tits; she would dip her head and lick the head of my cock as it was on the up stroke, she knew that what she was doing was driving me up the wall, so after a few minutes of this she stopped got up and said where is the bedroom. I got up and with my arm around her and with her hand on my cock escorted her to my room. I turned on the night light and she said no lights as we lay on the bed, then things really got heated. I was lying on my back and she was slobbering all over my cock, then stood removed her panties and straddled me guiding my dick to the entrance of her ass. I was surprised at how easily I moved smoothly inside; every inch she took she would moan and tell me how I was filling her up. It was hard for me to understand how such a small girl could take all 8” up her butt, but she did. As she began wiggling around and bouncing up and down she would moan and telling me to fill her up with cum, I want every drop up my ass, OH God you feel so good!!! Fuck me, damn it Fuck me!! I held her hips and started fucking and pounding my dick in her ass and she would scream: Harder!! God Damn it harder!!! As we fucked she would squeeze her ass cheeks together adding that much more pleasure to the act. I told her to get ready I was going to flood her ass with more cum then she could fathom, and then I unloaded, when cum hit the walls of her ass channel she would moan that much louder; OH God!!! Your cum is so hot, don’t stop now, keep it coming. When I finished she would not release my cock but held on as it soften, then she rose up enough to let it fall out and remained in that position till all the cum was expelled from her asshole and on my cock and balls. She swung around and proceeded to lick every morsel of cum off my cock and balls then lay down beside me. We lay there cuddling till we fell asleep. The next morning I awoke to the smell of coffee and got up heading for the kitchen, once there Kay poured a cup and asked what I wanted for breakfast. I said I wanted her and picked her up and carried her back to the bedroom, I threw her on the bed and tore her panties off, she started crying and when I looked I understood why, she had a dick. It was cute and small like she was, I picked it up in my hand and felt how smooth it was, then surprise, surprise I took it in my mouth and sucked on it till it got hard, well as hard as it was going to get, and I moved up beside her and proceeded to jack her off. I kissed away the tears and asked her why she never told me before I had to find out the way I did; she told me that when ever she went on a date and told the guy she was with that she was a “Ladyboy” he would beat her up while calling her all kind of nasty names, so she decided that she would not tell the person she was with that she had a cock. I rose up and got between her legs lifting them and placing them on my shoulders, this opened her up and I sank my dick in as deep as I could go; then I began fucking her just like she were a real girl, I reached and grabbed her dick and began jacking her off while I fucked her ass. This brought more moans and groans from her each time I moved in and out of her ass; that’s when she told me to rub the head of her dick which I did and that brought out greater moans when she yelled: God Damn it Mike I’m Cumming!!! That’s when I really began pounding her ass because I too was Cumming and I unloaded in her ass with hot cum and listened to her yell what a bastard I was. When I had drained my cock in Kay’s ass I noticed that she had shot her load up on her stomach and tits; I let her legs drop and bent forward and tasted her juices as my dick softened in her ass. As I removed my dick I lay beside her and damn if she wasn’t crying again, I asked what was wrong? She looked at me and said; Mike when you bent down and licked cum from my stomach I never felt so happy in my life as I did watching you licking up my juices; Mike if you don’t watch it I could fall head over heels in love with you, and I’m sure you don’t want that, or do you? I kissed her and said, what makes you think I couldn’t change my life style for a girl like you, that’s correct I called you a girl, I will consider your little dick as your “little man in the boat”, which you will find on any real girl. We hugged and sucked face while I reach south and began playing again, except this time I included her balls and asshole in my play time. When I stuck my finger up her ass and hit her prostrate gland she arched her back and came all over her stomach and yelled: You are a Bastard Mike!!! When she relaxed and her breathing returned to normal she looked at me and said; God Damn that was good, no it was great, now let me take care of you. I held her down preventing her from getting up and going south on me, I just wanted to lay next to her and cuddle, she accepted this and we lay in each others arms until it was time to fix lunch. After lunch I told her to get dressed, we were going to go retrieve her belongings and she was moving in with me. After getting her things I decided to visit the Mall and do some shopping, we visited one shop that had nothing but exotic clothing so I told her to shop till she dropped. The things she bought would make a dead mans dick rise to the occasion. We had dinner at the Mall then drove straight home where we made mad passionate love up into the wee hours of the morning. The next morning as I sat at the kitchen table and as I watched Kay prepare breakfast I thought I might be the luckiest guy on the planet, here was a young Lady Boy wanting to enjoy life and here I was sitting here with a raging hard-on wanting to bend her over the table and feed her the meat at 6 AM. I called her over and took her in my arms and began playing with her asshole and hitting her prostrate gland which was getting hotter and hotter, even her little cock was raising up, so I turned her around bent over the table and drove my dick as far up her love canal as I could go. I started fucking her so hard that I was knocking dishes off on the floor and all she did was hold on and scream; “Daddy!! Fuck me harder!!” As we fucked she took her little hand and was jacking off while moaning her head off, I told her to get ready here it comes and I unloaded deep in her bowels, and she yelled; I’m Cumming too…………. When I pulled out and sat down she remained lying on the table top and panting till her breath returned to normal; after she got up she turned and kissed me while making a grab for my cock; then she bent over and got down so the head was level with her mouth and she planted a kiss and licked the last drop of cum lingering at the hole and said; “you, young fellow, are a very nasty boy, but I love you all the same”. Got up, cleaned up the mess we made and returned to fixing breakfast. I thought while I watched her run around the kitchen, that maybe this was my true calling, a lover of “Lady Boys”. All About Love Hi i am Rc and i lived as a normal girl with a simple life in Manila Philippines, I came from in Pangasinan my province which I have grown up. I moved to Manila at age of 16 I worked here and lived as independent, I’m a transgender woman who can pay my own bills, who can run my life as a transgender woman that’s what I become an independent transgender woman. When I was a little kid I know myself that I’m different to other kids, I played woman toys especially a Barbie doll. I love to watch a beauty pageant on TV and imitating them like a beauty queen. I started my transition when I was teens like 16, but on and off, I like a make-up and I like heels too. I love my hair to be tied even my hair still short. I started wearing girls dress too I love it one of my biggest dreams before. And started have crushes and start to admire boys. At the age of 16, I start to take a Micro pill cheapest oral pill. I also try to take estrogen and anti-androgen hormones, this is oral and injectable. After few years of taking I notice the development of my transitions using hormones. I am proud a transgender woman in the Philippines because I live peace in mind and love in my hearts, I am happy as well because I don’t have any problem to my family especially to my father. Additional about me, my love life is so lovely and it’s blooming that full of love, I’m in a relationship now to the man that I love. I found my boyfriend in an ONLINE DATING SITE, www.ladyboykisses.info thanks for the creator of this decent dating website. All About My Transition Experience Drugs, alcohol, cigarette smoking, gambling, shopping etcetera… These are bad habits. Ladyboys are more addictive and viral, once you get addicted to them, you won’t need to go into rehab because they are good for you. I’m a ladyboy myself and I know for a fact just how men get so addicted to us. Even men who initially disdain us start wanting more after they get to know us better. Ladyboys are not out of the norm per se but they are still considered to belong in the minority making them more “dangerous”. They say that things which are bad can feel so good and one perfect example for this dating a ladyboy. Men who like ladyboys tell me how plenty of joy dating ladyboys can bring. Transgenders give them so much inspiration, happiness and satisfaction. It goes without saying that men choose ladyboys as their girlfriends or lovers because they are sexually attracted to them, which is not a bad thing because it’s just like how straight women are sexually attracted to straight men. Men tell me all the time that they really enjoy making love with ladyboys and that they can’t get the same satisfaction with women which I guess is part of their addiction towards us. Sex is just a fragment of a fantastic relationship with ladyboys, it is just one of the many parts of the attraction but we can’t deny its importance in any kind of relationship. Next to sexual attraction is the acceptance that they give and receive from ladyboys, since they are “extraordinary”, they feel that ladyboys are the best ears, eyes and hearts to lean on because of the trust they have for ladyboys, unlike with genetic females who usually expect too much from them and want them to be someone else that the society dictates them to be. Challenge is part of something that makes men addicted to ladyboys. They love feeling the You and Me against the World kind of love story. They feel that the love which can withstand everything is the perfect love. Men can seem cold but in reality, most of them are very sensitive. I said in my earlier post that they are mostly logical but I tell you this “WHEN A MAN IS IN LOVE… HE IS DEFINITELY IN LOVE”. I always find it so touching when men share their best love stories to me. Women and ladyboys often tell you how crazy they are when they are in love with men but their craziness wouldn’t even amount into less than half of how CRAZY a man goes when his heart is true to someone. Men are willing to do everything with all their will and power just to brave all the obstacles once he is in love and here at www.ladyboykisses.info you might just find the right guy who can treat you as his cocaine, the one who will do everything just to get a hit of you. Keep dreaming girls and never lose faith… HE IS OUT THERE! Gay Date I've liked this guy for a while - let's call him Greg. At the beginning I was very uncomfortable with the idea of trying to communicate with him. I tried to make a move, but his response was cold—actually, a flat-out "No!" I was crushed, but a month went Gay Sex I want to talk about the filthiest and most erotic experience I have ever had…and it just so happens it was my first and only time with a shemale! I have always ben a horny guy, masturbating a lot and sex but always with/over girls. However I first played with my ass when I was about 18 and I remember the feeling when I managed to get a but plug all the way inside me. Even though this was fun I could never enjoy it fully. I got into shemales through porn, I love anal play and the older and more sexual I got I realised there was a fantasy I had, to be fucked by a cock but it had to be a pretty lady boy doing it! I travelled europe a year ago and the first stop was amsterdam. After walking around the RLD and smoking drinking and generally being high and horny, I found Blooedstraat which is a LB area. I was instantly aroused as I saw the selection of shemales holding their dicks and giving me the eye so I came back later for another look (about 3am) whilst i was away i was thinking if i really wanted to do it and i so, i knew it would have to be special because it was going to be a one off secret. the shemale i chose was from brazil and called Regina. she was gorgeous, curvaceous and had incredible eyes. she told me she had an 8 inch cock and i entered the door… I tolg regina it was my first time and that i wanted it to be pefect. i said i wanted to be treayed like a bitch, made to suck her cock and fucked. immediately she pushed my head doen to her cock and made me suck it . it was hard aready and so big, i am an average 6inches but her cock was big, thick and nice looking! i tried to suck the best i could as i was really enjoying being treated like her bitch. this was helped by the fact her cock was bigger than mine and that i had never put anything as big into my ass before she bent me over and lubed up my ass, all the while talking dirty to me about how she was going to push her thick shaft inside me. she loosened me up surprisingly quick with 1,2 then 3 fingers, telling me not to worry and that she knew what she was doing. i loved being the one to bend over with my ass in the air and no control. she was so gorgeous damn! i felt completeley at her mercy. she gripped my buttocks and forced her dick in as i groaned. she got into a rhythm and pushed deeper and deeper in side me, spanking my ass and telling me i was her little bitch in her soft, portugese accent. after about 10 minutes of this i pushed her back and asked her of i could rider her. she smiled and lay vback with her dick in her hand. i masturbated a little as we kissed and i sucked on her big breasts. i licked her brown skin and then slowly lowered myself onto her. it was incredible, i found myself riding her harder and harder, groping her tits and moaning like i have never moaned before. i realise my ass was really being fucked hard for the first time and i lo ved it. i kept riding her hard until she told me to slow down. my ticht virgin ass was making her come. i leant in and reminded her that she was the first person to ever enter me and she grinned and kissed me. we fucked like ths for a long time, i was aware my time was up but she was enjoying it and so was i. after she came again we went into spoons position. she was fingering me still, really hard with 3 fingers and i sucked her small balls and licked her beautifull asshole. i felt ike suck a whore, a distgusting filthy whore and it was my dirty secret. my ass got sore and i asked if i could return the favour. she oulled her legs up by her head and allowed me to lick her ass furiously until i was hard enough. we fucked and then i pounded her big ass doggystyle until i came. i wanted to fuck her hard because she had done the same to me all in all i was in her room for over an hour, when it was to be a 30min session. i walked out feeling amazing, my ass was so sore but i couldnt believe i had done it and enjoyed it! now i think about it more and more, find myself sneaking off to wank to shemale poen and am considering another trip back to the dam to indulge my fantasies. i would like to have 2 at once, maybe we will see one day! i hope you enjoyed my story, i just felt like i had to tell someone! Gay Sex Submission Thanks to the internet, I've had access to more porn than one person could ever need in a lifetime. It's good and bad because after awhile you become desensitized. Seeing typical porn already became dull, and I'm only 23! I started searching for new genres of adult entertainment. For once, I actually decided to look at some of the other categories on the streaming sites I'd visit. So many things came up under fetish. Some of it I don't get but to each their own. A BBW was mixed in with the fetish and as I had expected before hand, it wasn't my cup of tea. Several videos had girls dominating guys in leather or latex outfits. I liked how tight they were, showing off every curve of their body, leaving little to the imagination. Upon thought, I had never been dominated, it was always me taking control. The female domination videos were getting me hard for the most part, but at times they were a little extreme. Nobody was shocking my balls! 'What the hell,' I said aloud. 'Is that a guy? It has tits.' Curiosity got the best of me and I clicked the shemale video. What appeared to be a woman with long black hair and large breasts entered the room in only black rubber panties and thigh high boots. She shook her ass in the face of a guy that was sitting on the couch, moving it within an inch of his face. He turned her around and started rubbing the panties. Slowly a bulge grew and it was obvious through the thin material. 'That looks like a fuckin chick. Jesus. Amanda Hart?' I opened a new tab and looked up more videos of her and I was mesmerized. She was usually in control and feeding her cock to an eager male, though there were a couple of her with another shemale. My cock was throbbing at the site of a woman with a dick. 'Amanda is a girl, she just has a dick. Still has tits and the look of a woman. That's not too weird I guess.' I moved the cursor back to my original tab, looking at more fetish videos and saw one involving a crossdresser. 'That's kind of similar but no tits. Maybe I won't even like it' The crossdresser, clearly wearing a red wig, was sitting on a bed with a cigarette dangling from her plump ruby lips. Her hands slid down the vinyl maid outfit until reaching the bottom. She grabbed onto it and lifted it up, revealing a hard cock. The crossdresser started stroking her cock, slow at first, then furiously until she shot a big load of sperm into her gloved palm. It glistened off her vinyl clad fingers. I watched intently as she lifted her fingers to her mouth and licked every bit of cum off of them. 'Shit. I'm hard as rock. She's very passable, looks like a girl but doesn't even have boobs. Is this gay?' Panic set in as my mind raced, thinking about whether or not I was into guys. I couldn't think of a single guy that I found attractive. It had never even crossed my mind. 'Okay, shit, I'll just look at some gay porn and see if that does anything.' After watching a minute of clearly gay males sucking each others dicks, I had my answer. My erection fleeted once the video was playing. Apparently, I just have a strange attraction to shemales and passable crossdressers. It was something new but I wasn't as freaked out about it. Upon research, a lot of guys are fascinated with shemales but have no interest in sex with other men. It was a relief. Over the course of a week, I looked all kinds of shemale porn, occasionally enjoying amateur crossdressers having sex. The more I watched it, the more I craved having sex with one. I'd never had a cock anywhere near me other than my own so it was something new, but I wanted to try something different. There were several shemale personals sites. I found it hard finding a shemale in my local area so I moved onto crossdressers. It seemed more likely that I'd be able to find one of them, and I was right. Within days there were several messages in my inbox. One was a bit of a travel so I wasn't sure if I wanted to do that. XDress49 was a bit too old for me. The one that really intrigued me was CdLtx. Considering that it would be my first time, you'd think I would have gone with a single person but I couldn't help but reply back to the couple with the user name CdLtx. They were both 25 and crossdressed regularly. Both Carrie and Ali were incredibly attractive, fairly tall with light brown hair that went past their shoulders. They looked similar but Ali's hair was curly and she had a couple tattoo's on her right arm. 'They look really hot. Let's see what they wrote.' I started reading their message aloud, 'My girlfriend and I have been flirting with the idea of having sex with another person. We were intrigued to find out that you had never been with a girly boy before and we would love it if we could be your first. You also mentioned you wanted to try to be the submissive one. That wouldn't be a problem because we tend to switch, though usually Carrie dominates me. We know where Henson is, we live within 10 minutes. We could come to your place if you would prefer, but it would probably be easier if you came here. To answer your last question, yes we do own several pieces of latex, along with leather and vinyl. It's okay if you aren't up for anal as long as you are contributing. Let us know when it would work out best for you, Ali.' I sat there looking at the screen, excited and a bit nervous. My weekend was free so I emailed them back and let them know. There wasn't anything going on for them after 4 pm on Saturday. It was set. When Saturday rolled around I was very anxious. This was something completely new for me. When I arrived at the apartment they were very nice and talked to me like a friend, probably trying to calm me down. It was hard to concentrate considering they were already dressed up for the occasion. Carrie had her hair pulled up tight and she wore a black leather corset with a tight little skirt. I loved her boots, they came up just past her knees. Ali had a vinyl cop outfit on, accompanied by wrist length latex gloves and knee high boots. 'Do you mind if I smoke?' Carrie asked politely. 'Not at all, I actually have a smoking fetish as well.' 'Really,' she smirked as Ali held the lighter to her cigarette, releasing thick smoke into the air. 'Do you like my police uniform,' Ali said as she stood next to me. I nodded my head and then the switch flipped. She grabbed my hair, tugging at it. 'Good, not that it matters what you think little boy. Get on your knees.' I knew it had to start sometime, but I expected a warning. There was little hesitation as I dropped to my knees. 'Good boy. Did you know that I have nothing on under my sexy little vinyl outfit? Nothing under there but my hard cock.' I stared up at her, noticing a bulge in the vinyl, which made me harder than I already was. Carrie spoke up, 'So the boy likes to watch girls smoking cigarettes? I want you to keep your eyes on me while I take deep drags on this, but don't you dare forget about Ali.' Ali looked at her in approval, then back to me with dismay, 'Lick my vinyl, right here where my cock is.' She pressed the outfit against her body so the bulge was even more noticeable. As my tongue swirled around it, it kept pushing out. My eyes stayed focus on Carrie as she exhaled smoke towards me, calling me a little slut. 'Time to lift up the vinyl little slut and take my cock. You like it?' 'Yes, it's nice and thick.' 'You want it in your mouth? You seem so fucking eager.' 'Yes, I'd love it in my mouth.' Without hesitation, she shoved her prick into my mouth, slamming the head into the side of my mouth. Her cock rammed at my cheeks as drool slid down my chin. I've never had one in my mouth and she wasn't being gentle. Regardless, I tried as hard as I could to keep up. Carrie walked over behind me, her boots echoing throughout the room. Her hand gripped the back of my head as she shoved me forward, choking on Ali. 'Yeah, keep it up slut boy. I love when they can take a good face fucking.' It was distracting, trying not to choke on her, but I still found myself extremely hard. 'Carrie, you look like your ready. I see how excited you are. Lift up that skirt for me. Mm, such a nice cock. I think it's time baby.' All of a sudden, my pants are being grabbed and ripped off. I don't think much of it until she takes my boxers off to, demanding I get on all fours. With Ali's prick in my mouth, I kept yelling out,' No anal! Said no anal!' The girls laughed as I tried to pull my head back. Ali grabbed me by the hair and pulled me forward, sliding every inch down my throat. 'I guess I'll be nice and spit on his ass since he is an anal virgin. Looks like he is enjoying that blowjob he's giving, don't you think Ali?' Ali laughed, 'He is fuckin loving it. Come on baby, put it in him. Fuck his ass hole.' Spit hit my ass crack and dribbled down to my hole. She slid a finger inside of me, pushing saliva in, which made me jump forward. This isn't what was expected and I was freaking out. I'd never had anything up there and I certainly wasn't expecting this to happen. I cried out as Carries cock pushed it's way inside of me. It didn't go easily but with a few hard pushes, she was able to thrust deep into my rectum. Tears rolled down my face. The pain was excruciating. 'Mm, this boy has such a tight ass, Ali. I'm going to fill it up too.' 'Lucky boy, he is going to get cream in his ass and mouth. Keep sucking boy, you know you love it.' Other than the painful entrance, I found myself somewhat enjoying the feel of her dick sliding in and out of me. I said I wanted to be dominated and they weren't lying when they said they would do it. I had a cock sliding in and out of both ends and my cock was hard as hell, ready to erupt. 'Be a good boy and maybe Ali will give you her golden treat.' I wasn't sure what that was but the surprises so far weren't completely terrible so I stopped fighting as much. Ali pulled out of my mouth, gripped her prick with her gloved hand, slapping it on my tongue. To prove I was willing, I didn't make her force me, I willingly took the cock into my mouth. It slid down my throat slowly, poking at the back of my throat, making me gag for a moment. She removed her prick and started jerking so I opened my mouth wide, waiting in anticipation for my first cumshot. 'Give him a big load baby. Shoot it in his dirty mouth. I'm getting real close to filling his ass up. This little bitch is going to be full of cum.' Carrie continued to ram me viciously. Thank god, my ass was starting to get used to it because she wasn't letting up. Her balls were smacking into me with each thrust as she slapped my ass, digging her nails into me. 'Hey slut boy, you want our cream? You want that cum in your mouth and virgin ass?' I was so turned on that I really wanted it and replied, 'Yes, please. Give it to me.' Carrie slowed down a bit, thrusting less, but even harder as Ali moaned loudly. I opened my mouth as wide as I could, closing my eyes. Warm splashes hit my face, dripping from my nose while other shots went into my mouth and on my lips. The taste was better than I had imagined it would be. I licked Ali's cum covered cock clean. 'Mm, so much cum baby. Fuck, I'm ready. Here it come slut boy.' I was still taking in the moment from the blowjob cumshot when Carrie released a big load of her sperm inside of me. Her thrusts slowed down rapidly as she made sure every last drop was released. 'Well, Carrie, do u think he was good enough for my golden surprise?' Carrie smiled as she pulled her half hard cock from my anus, 'I think he's earned it.' 'Close your eyes bitch and open wide.' It was unclear to me what was coming until right before the stream hit me. My mind put the pieces together but it was too late. The hot stream of piss was splashing across my face and dripping down into my mouth. It was shockingly enjoyable. I would have never thought I'd enjoy something as strange as that but it felt so good. 'Good boy,' Ali said as she shook the last droplets into my mouth. Apparently, I enjoy a lot more things than I thought I would. This opened up my eyes in a whole new way. Perhaps there were other kinky things out there that I had dismissed, but may actually love. Maybe these girls were my gateway to another world. 'Can we do this again,' I pleaded, erect and wanting more. They looked at each other for a moment, then Ali spoke up, 'Can you continue to be obedient? Are you going to keep an open mind? Because you seemed to be more open to kinkier sex than we thought.' 'After this, I think I'd be willing to try anything.' Half Man Half Women Carla lay back on the white sheets and said ‘I want you to lick me down there first’ I was a bit shocked to be honest. I mean every guy imagines what it must be like to suck a cock at some point in their lives (and I just had for the first time, it was lovely), but anus licking had never entered my mind and I was hesitant. Carla noticed my reticence and sat upright again. ‘Let me show you’ she said ‘ turn round and bend over’. I did as she asked and turned and bent forward so my ass was facing her and my hands were resting on my knees. ‘Back up a bit’ she said, so I did. I felt her nails on my ass first as her fingers began to spread my cheeks. And then her tongue made one long pass from bottom to top. I gasped. I don’t think I’d ever felt such exquisite pleasure, it felt wonderful. And then she was probing her tongue directly on my anus and had I not been supporting myself with hands on knees I’m sure I would have fallen over. How could it be possible to live as long as I had and not know such pleasure existed? My cock was twitching with every probe of her tongue and I was sure I was going to come in the condom she had rolled onto me. I didn’t want that to happen so I stood up straight and turned to face her. She was smiling that smile again, as much to say ‘that surprised you huh?’ I sank to my knees again and we kissed passionately. ‘I’ve never felt anything so sensual in my life’ I managed to say. ‘I know’ she replied ‘And now it’s your turn’. She lay back again and I noticed her cock was soft and lying to one side. It looked so cute! She raised her legs and I held her below each knee as I bent forward. I did it exactly as she had done to me, one long lick along the length of her crack and then back to her asshole with the tip of my tongue. I felt her squirm and heard her moan from somewhere north as I began to warm to my task. Her fingers were in my hair and I realized I was so happy to be doing this, knowing the pleasure it gave. I began to alternate between long licks and probes and at some stage I noticed that her cock was erect again, so I began to lick it too, especially that bit just below the helmet. ‘I want you to fuck me right now’ I heard her almost scream as if from a great distance. I realized she had been talking to me but I had been too engrossed to hear. ‘Right now Frank, d’ya hear me?’ I stopped licking and grinned as I rose from my knees and leaned forward for a kiss. ‘Boy you learn fast’ she said ‘but I want to feel your cock inside me’ She raised her legs again, higher this time so that her leopardskin shoes were resting on my shoulders and I could feel the silky smoothness of her stockings against my nipples. I was balancing with my arms straight and the balls of my feet on the floor. I felt her hand on my cock guiding it towards her as she whispered ‘Gently now Frank’ So I pushed gently forward and felt tip of my cock sink into her. Boy it was tight, tighter than any pussy I’d ever known and hot too. I hesitated a moment as I felt her anal muscles tighten and relax around my cock tip and then I pushed forward again and it sank all the way to the hilt. This seemed like more familiar territory for me and I began to move with an age-old rhythm. This was to be the best fuck I’d ever had. Her hands were everywhere, cupping my balls, probing my ass, stroking my nipples with wet fingers. Now and then I leaned forward to kiss and Carla urged me on, whispering directly into my ear and sticking her tongue in there too. I came like a nuclear explosion. Great long heaving spasms I thought would never end. I felt drained but deliriously happy. I was still hard and still inside her as she took my head in her hands and kissed me deeply. I felt another twitch or two and then I was really done. ‘Now its my turn’ she said and smiled. ‘I don’t think so’ was my first thought, I mean cock sucking and ass licking were two things I’d not experienced or even given much thought to until that evening, but being fucked? By a real cock? I told Carla I didn’t think I could handle it. ‘No hurry sweetheart’, she said ‘Lets get into bed’. I went to the dresser and retrieved our drinks and when I turned back Carla had removed her shoes and her bra and was lying wearing just her stockings with the white duvet folded back. We’d been in such a frenzy and hurry I hadn’t noticed how beautiful her breasts were. They were perfect actually, not so big they flopped about, but firm and proud looking with the sort of coin sized nipples I’d always liked on women. I put the glasses on the bedside table and slid in beside her. We pulled the duvet over and just lay there holding each other nice and cozy. She was so pretty I found myself forgetting she was anything but pure female and then when I did remember I found myself getting excited and my cock began to grow again. It was all very confusing really. So we just fooled about for a while, kissing, me kissing her nipples, she kissing mine, holding each others cocks and it all felt lovely. Then she said quite firmly ‘Time has come Frank, I want to fuck you but I promise you’ll like it, just turn over and spread your legs a little’. So I did just that. I could feel Carla behind me and she began fingering my asshole. She must have spit on her hands as I could feel it was wet back there, very nice actually. And then there were no fingers and I felt the distinct shape of the knob of her cock pushing gently against my anus. Carla leaned over me and said into my ear ‘Just relax babe’. And then she pushed it in further and it felt nice, no pain at all, just a lovely feeling of being ‘occupied’ back there! ‘Hows that feel babe?’ she asked and I just grunted in reply. She began to move back and forth ever so gently and I relaxed even more. I found myself looking forward to the thrusts and began to move my ass back to meet her cock as we got a rhythm going. Carla was lying on my back now and I could feel her nipples brush against me as she whispered encouragements in my ear. And then she pulled out and said ‘Time to turn over babe, I want to see your face when I come inside you!’ I turned over and raised my legs in the air. I felt both vulnerable and extremely excited and noticed that my cock was rock hard again. Carla looked gorgeous as she knelt in front of me holding her erect cock in one hand. And then I felt it again, the tip of her cock at my opening and the gentle push as she entered me. When she began fucking me it was deeper than before and I realized I was loving this too, what a night for ‘firsts’! She began to fuck me harder and her breathing became jagged. I wet both my thumbs and started caressing her nipples. She gasped and then she was coming inside me, I could feel each spasm and twitch of her cock. It was a fantastic feeling and before she collapsed on to my chest she gave my cock a little tug and thats all it took to send my over the edge and come too. We just lay there like that with her still inside me until eventually I gave a little squeeze and she popped out. We were both exhausted. After a while she asked what time it was and when I asked why she said she had to meet some friends downstairs in the bar. ‘you’ll love Suki, she’s from Thailand, and Jemma’s black and from Brazil’ she said ‘Maybe we’ll all get together here later for a party huh?’ Is She Really A Girl There was a guy, he was very horny and all his life he kept trying to find girls for fuck. Sometimes he was about to succeed but things turned wrong in the last moment. But most times all his attempts collapsed, he was not as charming as Johnny Depp, but he was rather handsome and good looking son of a bitch. So, once in the night he decided to go out to a bar to pick someone up for a good fuck. When he entered the bar and he looked around, he saw the most beautiful woman he had ever seen in hi entire life. She had long smooth legs and nice boobs; she was black haired stunning brunette with bright eyes and tight ass. Without further ado or any hesitation our hero approached her and settled besides hoping she would notice him in several minutes. A few minutes had passed and the woman noticed him staring at her she asked: - “Can I help you?” she smiled openly and his reply was: - “Well, I just couldn’t help noticing you are sitting here alone, and I think that a beautiful creature of God like you should have some company! By the way, my name is John!” and he stretched his hands for a handshake. She gazed on him for a few seconds, then smiled and replied: - “Nice to meet you, John! I’m Eva” and they shook hands. - “Nice to meet you too Eva! I was wondering what you are doing here alone when you could have any guy you wanted?” asked John. - “Perhaps the same as you are…” she smiled at him. - “Then may be you clue me in what I‘m doing here? “He asked again. - “Listen, why don’t we cut this short talk and get out of here. Somewhere more private?” Eva said. - “Sure. Where do you mean we should go?” asked John. - “Let’s go back to my apartment. I’ll show you how to have a whale of time.” She said smiling. John nodded in excitement. He looked in her eyes: kidding? No, she meant serious… That was the moment he had been waiting for his whole night. He never told anyone he was still a virgin and he knew he was about to loose it. They had finally reached Eva’s apartment. John watched as she unlocked the door. Eva told him to come in. He entered. Behind him Eva locked the door. - “Mmm, what are you doing?” Asked John feeling a bit tense. - “Don’t worry about it. I locked the door because I don’t want anyone to come in and interrupt this nice moment of privacy… she said as she walked over to John - “Is there anyone to interrupt? He questioned: his eyes looked anxiously. But she didn’t reply. She grabbed him and started kissing sticking her tongue in his mouth. He kissed her as well and in a few minutes Eva threw him onto the bed that was standing in the middle of the vast room. She crawled on top of him. John felt himself getting hard. Eva started pulling his shirt off as she kissed him on the lips. Eva threw his shirt to the side and took up removing his pants kissing and licking his chest at the same time. Then she pulled both John’s pants and underwear off until his huge fat delicious 10 inches cock appeared. Eva moaned. She reached down his tasty cock and started sucking on it vehemently. John had never felt this feeling before and it felt so fucking good. In fact it was the best feeling he had ever felt in his life. John started moaning and groaning when he grabbed her head forcing his cock to go deeper and deeper into Eva’s throat. She started deepthroating him and he groaned even louder. John was getting really horny. Eva took the huge cock from her mouth and started playing on his balls with her nice tasty tongue. She got up and crawled on top of John’s body again. She slid her shirt off revealing a red bra. John started drooling watching her huge tits. Before she removed her bra John rose up fast and started kissing and nursing her sweet boobies. Eva moaned as he did it. While he was kissing her she unbuttoned her bra and took it off. She threw aside. John sat back and stared at the amazingly huge tits. The biggest tits he had ever seen. Eva grabbed John’s head and pushed his head into her tits forcing him to suck them. As he finished sucking her nipples he started sliding her pants off revealing a red thong. She slid out of them and threw aside back to her bar. “I love you.” John said as he continued sucking on her tits. At this moment Eva slid out of her thong and pressed her body up against him. Suddenly John felt something huge pressing up against his belly, just right the place where Eva’s pussy should be. He pushed Eva off of him and sat up staring at her. - “What the fuck was that”” John cried out Eva stood up and John saw that she didn’t have a pussy but instead she had a huge cock. It was right on his eyes level, a huge fat cock covered with fat veins! John couldn’t believe his eyes: he had almost lost his virginity to a shemale! - “What’s wrong, honey?” she asked - “I can’t do this. I mean you are a freak man!” Said John and he recoiled as she moved closer - “I’m not a guy. Not anymore. Just pretend I have a pussy. Everything gonna be all right! Said Eva. - “I don’t think so. John tried to move to the door but he forgot she had locked it. Eva grabbed him and threw him on the bed calming him down. - “Now relax. I’m gonna give you the best night in your life!” She said and placed her shaft right in his mouth! She grabbed his head and though he resisted made him suck on her cock. That night was the night when he had to lose his virginity to a real shemale! Gay Sex Hottest Teen Transgender She was a cheerleader in college and I was…well. Me. I lived one of those transgender stories where I was still stuck in the middle of my transition and I wasn’t a girl anymore, but I wasn’t the guy she needed. She had every single guy in the campus she wanted and I had..well. Me. I met her couple of times on the tennis courts. I loved to play it and so did she, but I thought that I was invisible to her. One day she played in the court next to mine and I enjoyed the sight of her ties flashing under that tiny skirt and her breasts bouncing with her every hit. I stopped my practice and went to have a cold shower. I guess she followed me because I could hear her right behind me. “Isn’t this a girls’ shower?” I turned to her and showed her my front that I wasn’t so proud of. “Yes, it is.” I said shortly. “Oh…that’s new, though I’ve heard some transgender stories about you” she replied and joined me under the shower. She didn’t even take her clothes off. She just came in fully dressed even taking her racket with her. We started making out immediately and I couldn’t believe it! I could finally feel her tits in my hands and her body against mine. She let me explore her entire body with my hands. As I reached her pussy I couldn’t bear it no longer so I ripped her wet panties off her, turned her around and pressed her against the shower wall. I bite her neck as I fingered her tight pussy from behind. I sank my teeth deep into her skin as I shoved three fingers in and out of her pussy. She moaned and moaned and said “Put it inside me!” That confused me a bit. She noticed my hesitation so she whispered “Racquet grip..” I took her racquet that she dropped once I turned her to the wall, pressed it between my legs so that the grip looked like my hard dick and jammed it up her pussy. I needed a little help of my hands, but I was fucking the cheerleader under the shower with her own racquet. I realized that and came instantly. So did she. Several times. “This is so much better than what I’ve heard in those transgender stories” she said. “Same time next week? Perhaps we can even play tennis.” Gay Sex First Time With Shemale I`ve always had this fantasy about being with a shemale,i guess something about a chick wit a dick and tits always turned me on,i`ve always been curious about wat it`s like to be fucked by one.Well last weekend was a weekend i`m gonna remember for the rest of my life bc that was the weekend i decided to finally fulfill my fantasy and make it into a reality,i only shared this secrect with one friend of mine who is a lesbian and told me she wanted to help my fantasy come true.Jennifer goes to local lesbians clubs and said she met a gorgeous black shemale named Pamella who was looking for fwb only,she said Pamella had told her that she a top and love to fuck men hard in the ass but also liked to get fucked in the ass herself,Jennifer then told Pamella about me and told her my fantasy of wanting to be fucked in the ass by a shemale.She told Pamella that i was straight and only been with women all my life and never thought about being with a man but then told Pamella that i had fantasies about shemales,so Pamella agreed to hook up with me,if i was willing too,Jennifer gave Pamella my phone number and when Jennifer told me about Pamella,i instantly got hard but i knew i wanted Pamella`s cock in me.When Pamella called and asked about my shemale fantasy,i told her i been curious for years but never got the courage to fulfill my fantasy,then Pamella asked if i was ready to fulfill my fantasy and i said yes,she then invited me to her place and said to me this is not just a one night stand this is for the whole weekend,fri,sat and sun of just fucking,i agreed to that,i so desperatly wanted this,so i told her i`d be there in an hour or so.When i finally got to her apt.,i was nervous as hell,i actually thought about backing down but i was just in heat craving that shemale meat in me,so i knocked on her door,she opened her door i couldn`t believe how beautiful she was and how she looked more like a woman than a man,she invited me in,she sensed i was really nervous but then she looked at my crotch and said baby your hard you must be ready and i bet your ass is dripping wet,she grabbed me by da hand led me to her bedroom,she then threw me on her bed and started taking her clothes off,when she took her dress off and was in her bra and panties,i then realized how huge her cock was,i was in shock and started getting real nervous and said to myself there`s no way my ass can handle that huge cock,she took off her bra,then told me to take my clothes off,i did but nervously as i stared at her huge hard on,she then took her panties off and i about died when i saw how huge her black cock was,not only huge but thick as well.She noticed i was really nervous and then said to me relax baby i`ll be gentle on you but if you don`t wanna go through with this i`ll understand but i was only getting more aroused just by staring at her huge thick cock,she grabbed her cock and started stroking herself and moaned softly,i asked her how big is that cock and she said 13" baby of black she meat,that was it i could no longer stand the urge as i watched her stroke her i cock,i grabbed it started stroking on it,i couldn`t believe how huge it felt in my hand,i then put it on my lips and started licking that black shaft kissing her she meat head as she moaned,i then tried to suck on it but couldn`t,so i just started sucking the tip of her massive she meat.After my mouth relax i was able to only get 4" or so in my mouth as i sucked on it hard,she asked me to lay on my side and keep sucking her she meat,i then felt a finger go up my tight ass,i jumped a lil,she has big fingers as well,she then said baby you never fingered your ass before,i said no,she laughed and said my cock gonna enjoy popping your tight virgin ass,she then rammed another finger in my ass as i continued sucking her cock,she finger fucked me slowly,i wanted to cum,she then said baby i`m gonna shoved a third finger up your virgin ass and losen it up for my big massive cock,she did,i let out a lil moan as it felt good but hurted as well,she twisted her three fingers around stretching my ass,omg i was ready i wanted her cock in me,she finger fucked me i was close to cumming,i then told her i was ready,i wanted her she meat in me.She pulled all three fingers outta me and told me to lay on my back and spread my legs,i did as she said,she grabbed a condom put it on,grab some lube rubbed it on her massive she meat,she then rubbed some lube on my ass and rammed her fingers in me again to losen me up again,she poured more lube on my asshole,then she got on top of me,i felt the tip of her cock entering me,i screamed in pain as the tip of her cock opened up my tight ass,she knew what she was doing as she just let the tip in,letting my tight virgin ass get used to it but i wanted more than just the tip,i slide my tight ass down her she meat swallowing three more inches in me,she looked at me and smiled and slowly started fucking me,my ass was in pain but it felt good,slowly she picked up her pace and started fucking me hard,she had half of her cock in me,i was in heaven,i wrapped my legs around her waist and squeezed my ass her she meat,then all of a sudden she shoved all 13" in me,i yelled and was in tears,my ass felt like it was split in two,i just let her tear my ass up as she pounded my ass hard,i felt her balls slapping up against my ass cheeks so i knew she was balls deep,she was moaning as she just fucked me hard,i felt like passing out as her massive she meat was so deep in my tight virgin ass,then i came,cum gushed out from my cock,omg i never cummed this hard as Pamella kept fucking my ass hard,then she started yelling she was cumming and i begged her to cum in my mouth,i wanted to taste me cum,she pulled out,pulled the condom off her and i open my mouth wide,she stroked her cock hard and then she shot a huge load of shemale cum in my mouth,i swallowed it all and sucked her cock dry never letting a drip of cum hit the floor.She layed down,i started kissing her,she asked me if i was ok,i said yeah my ass hurts but feels good at the same time and she smiled and said this is just the begining of the weekend,your ass belongs to me all weekend long and i`m gonna fuck the hell outta you and she did,what a weekend and lucky me i`m seeing her next weekend and the weekend after that. Gay Sex Crossdresser I took her sweet ass from behind, making her cock hard again. Though we already had many crossdresser stories behind us, this night was special because she finally fulfilled my wish: she wore red night gown, looking more like a woman than any woman I’ve met. I almost tore it from her, wishing to take her firm ass at that very second, feeling her powerful legs with my hairy hand. She whispered me to take it easy and slowly pulled the shirt up, showing me her magnificent behind. It was like someone took two lumps of clay and made a perfect butt, bringing every curve and bend to perfection. My cock was as hard as a steel bar, eager to penetrate into her and give her simultaneous gasps of pleasure and pain, and to fill her inside with my warm jizz. Teasing me, she rubbed her ass against it, while taking her lace panties on. I wanted to push until I stretched the fabric so far that it would gave way and let me be inside her. Still teasing me, she let me touch her semi hard member, safely tucked between her legs, indicating that she’s ready to be fucked like a wild animal. Still stroking her cock with one hand, I balanced with the other and with one sudden jerk found myself inside her, while she started to moan from pleasure and anticipation of a good fuck. Different crossdresser stories filled my mind at that point: should I fuck her like that, or repeat the same pose as before, or perhaps pull her legs in the air and let torrents of my cum cover her face while she’s almost mad from satisfaction? Or something more traditional like missionary pose? She resolved my uncertainty with one strong push; she was impaling herself on my big dick, trying to get as much pleasure from it as possible. After a few minutes, I could feel her strong orgasm coming up, tension after tension, sending her cum in loads on the sheets. The moment I felt her relax, I came like a stallion, hosing everything around us with sperm, including the red evening gown. I frantically jerked my long cock, rubbing the swollen head against the red silk, getting more and more excited until I felt that my balls are finally empty That was one of our best nights . Gay Sex Dominant Shemale One night I was feeling really horny. I just came back from the gym and I wanted to release and relax. I then began my search for some fun on the personal ads section. I have always been into shemales especially verse aggressive ones. I found this one particular post about Asian bottoms. I was curious and I replied. After a few emails she finally sent me her picture and her location. She was stunning about 5'9 brown hair big tits and a curvy yet fit body and an apple bottom. She was very beautiful, fair skinned with latin features. She had an hour glass like body. Upon meeting she asked me how my day was. I said it was alright and she replied with "good, can we fuck now?". She sat down and spread her legs. She was wearing a black leather corset with matching black laces. She was wearing a pink thong that barely covers her bulge. I knew she was big. She knew she's bigger than me. By the time she spread her legs I was already rock hard. She took off my shirt and my sweats but kept my boxer-briefs on, I was hovering over her leg, pressing my hard dick against her stomach and my balls rubbing on her thigh. She was fondling my chest and was impressed at my body. She licked me all over caressing my chest and fondling my arms. It was very sensual as if we were getting to know each other by pressing against each other. It felt like heaven. She pulled down my boxer-briefs revealing my 7 inch cock. She said not "bad" and began sucking my dick. She was very good, combining her swirling tongue on the head of my dick and a slow sucking gentle motion which drove me wild. She was very rhythmic then she began sucking me faster, gripping my ass firmly driving my dick into her mouth. She started playing with my hole, wetting her fingers and using my pre cum as lube. She then turned me around and bent me over and started furiously licking my ass. She was very good, she started off licking around my hole. She licked it up and down slowly and did circular motions around the edges of my hole. She then started sticking her tongue in me. I was flinching at first but eventually I relaxed to the point where her tongue was inside me moving erratically. As I was bent over I saw her rock hard dick poking out of her thong. She was big, about 9 inches, long and thick. Thicker than mine. She then started to lower my ass towards her rock hard dick. She was grinding my ass and gliding it along her long shaft. I can tell that she was ready to fuck. She lead me to her bed room and told me to get on my knees and arch my back. She placed me in front of the mirror. She told me to relax as she hovered over me. She pressed her huge tits on my back and wrapped her arm around my neck. She was rubbing her huge dick in and around my ass, penetrating harder and harder with each gentle thrust. Finally she pushed me down and finally entered me. I could not help but let out a piercing sigh of pain and pleasure. She was very big probably the biggest I ever had. She was slow at first but finally I got use to it and she started pounding me faster. I can feel sharp pains after each forceful thrust but it felt so good. I was looking at the mirror watching this beautiful aggressive shemale with her tits bouncing everywhere and her eyes rolled up in pure bliss. She then flipped me on my back. She pulled out her cock and started stroking my dick. I could not help but stare and worship her beautiful figure. Secretly I have a thing for hung shemales, especially when that particular shemale is bigger than me. But she knew, she could tell on just how memorized I was watching her jerk her huge dick. She winked at me, pressed her dick against mine, leaned over pressing her tits against my chest and whispered "I'm bigger than you". She licked my ear and entered me against. She fucked me hard, almost lifting my entire lower back with each thrust. She was leaning back stroking my dick using her saliva as lube. The combination of her stroking my dick and her fucking me drove me insane. I said I was about to cum at which point she stopped jerking me off. Instead she leaned in and pressed her stomach against my dick as she was fucking me. She fucked me harder, pausing about a second in each thrust to penetrate me deep. At each thrust my cock would flinch, throbbing harder and harder until finally I came. I shot my load all over my chest, her tits, and my chin. She started kissing my chin, licking the cum off me as she continually kept fucking me. She kissed me swapping my cum and her saliva into my mouth. I saw in her face that she was about to cum as she fucked me faster and faster with shorter thrusts. She pulled out and sprayed her cum all over me moaning extremely loud. Her eyes were rolled back, her head and back arched, squeezing out all her cum with one hand and pulling her hair up with the other. I was covered and we started kissing passionately grinding our bodies together in all that cum. We then took a shower and fell asleep. I've liked this guy for a while - let's call him Greg. At the beginning I was very uncomfortable with the idea of trying to communicate with him. I summoned up a lot of courage to do it. I tried to make a move, but his response was cold—actually, a flat-out "No!" I was crushed, but a month went by and I got over it. I tried hanging out with him as a gay friend, but he wouldn't respond to most of my texts. I just assumed he was not interested in any sort of dating, gay relationships, romantic or friendly. Eventually I moved on and started to meet other gay guys and hanging out with them (not too many!). None of them really wanted anything serious, and neither caught my attention that much. I kept seeing them and learned to enjoy the moments. Then suddenly things changed completely. Greg came back on the scene and started giving me lots of attention. I don't really know how it happened but we started to see each other every day, started dating, talk on the phone, text, and go to parties together and finally had sex. We have endless walks along the neighbourhood, play basketball together, and go to the bar, party on the corner. Sometimes we found ourselves having discussions about society, men to men relationships, online gay dating and sexual experiences with gay men which lasted the whole night. And, our line of thought was so much in common! At this point, I am really confused and don't know where this relationship is going. Is he just comfortable with the friendship we have, or is he looking for more? I started to see it as a very good bromance, but nothing more. It was clear after some time I was having the makings of a good friendship, in which he wanted to take the lead. And I found that I was really 'ok' with that. To all of you out there who are going through the same situation I have this advice