Transsexual

Transformation_(0)

/ Categories: Bi-sexual, Fiction, Transsexual / Bi-sexual, Fiction, Transsexual / By

The story is clearly of a shemale/transexual nature please don’t read on if your into that. Chapter 1 Jazz stood naked in the middle of her bedroom floor, the thick grey carpet feeling lush beneath her feet. Looking back over her slim shoulder, she admired herself in the mirrored wall that, like the mirrored ceiling, was a feature of the room. Jazz took in her body and her eyes scanned herself critically. Starting at her feet she examined her smooth shapely legs. She thought her calves were a little muscular and made a mental note to try and do something about it. Her eye’s moved to her pert little bottom and she pushed it up and out, arching her back as she did so. “Hmn” she murmured thoughtfully as she swivelled her hips, checking herself …

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Kylee’s Sauna Fantasies

/ Categories: Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Fantasm, Toys, Transgendered, Transsexual, Transvestite, Young / Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Fantasm, Toys, Transgendered, Transsexual, Transvestite, Young / By

Last Saturday I went over to a friend’s house to eat and he had his sister, Kylee, over for dinner. For some reason it seemed like they didn’t like each other very much. As the food was set out to eat they argued over who was going to sit where; she wanted to sit next to me, but my friend was the man of the house and he won the debate. Rosa sat across from me. She sat down slow and winked at me while doing so. We were having a roast with broccoli and baby carrots. That night Kylee was wearing a thin blue silk dress that rode up half her thigh when she sat down. Constantly I was in an internal conflict; trying to get a peek under that flimsy dress and trying …

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Life on the Ranch Ch 2 – Later that Night

/ Categories: Anal, Authoritarian, BDSM, Cruelty, Cum Swallowing, Discipline, Domination/submission, Erotica, Female Domination, Hardcore, Humiliation, Non-consensual sex, Oral Sex, Rape, Reluctance, Science-Fiction, Spanking, Teen, Transgendered, Transsexual / Anal, Authoritarian, BDSM, Cruelty, Cum Swallowing, Discipline, Domination/submission, Erotica, Female Domination, Hardcore, Humiliation, Non-consensual sex, Oral Sex, Rape, Reluctance, Science-Fiction, Spanking, Teen, Transgendered, Transsexual / By

“You’re not going to tell her about what we just did, right?” She said as she lifted an eyebrow. All I could do is nod. “That’s a good boy, now hurry up n’ get your things and sneak out the back. I’ll distract Steph,” she commanded. I nodded as I rushed to grab my things I looked up at her. “Please don’t say anything to Steph about what happened with the others.” “Don’t worry about that, now get going!” I ran off to the back entrance and snuck around the stables. I waited as I heard Amanda approach Steph. “I finished my chores so I decided to start sweeping out the stables.” “Now that’s what I call dedication, I wish I had three more just like you instead of those other morons. Speaking of the …

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THE PRIMA DONNA

/ Categories: Ass to mouth, Authoritarian, Bi-sexual, Blowjob, Body modification, Consensual Sex, Cosplay, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Older Female / Males, Oral Sex, Prostitution, Threesome, Transsexual, True Story, Voyeurism / Ass to mouth, Authoritarian, Bi-sexual, Blowjob, Body modification, Consensual Sex, Cosplay, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Older Female / Males, Oral Sex, Prostitution, Threesome, Transsexual, True Story, Voyeurism / By

Her PA has asked me if I can organise a suitable man for her pleasure. He told me she expects a younger man, ten or fifteen years younger, good looking, a taut masculine body. And he stressed the man must be well hung with no inhibitions or hang ups.” “Does Friday afternoon in the Hyatt penthouse work for you? Her agent offered ten-percent over our normal fee, plus a performance bonus.” “How can I earn the performance bonus, what do they expect for them to pay it?” “Roger, for a very experienced gigolo, or male prostitute, you can be very naive at times.” “You mean ..?” “Yes, I think so.” I was reminded of a few prima donnas I had encountered in my work as a gigolo, often they had grand off-stage personalities and were …

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Massage therapy

/ Categories: Anal, Fantasy, Transsexual / Anal, Fantasy, Transsexual / By

Every Friday evening I used to go to my local Asian massage parlor. It was nothing derogatory just relaxation and a good rub down after a weeks work. One particular Friday that all changed. When I arrived at the parlor I was greeted by the female owner, a sweet old lady with a kind smile. She explained that I had been double booked and apologized profusely. I told it was OK and not to worry about it. I was being polite, I really wanted a rub down as my back was full of knots. The old lady must have sensed my disappointment as she told me to wait and disappeared in the back. Moments later she returned all smiles. She told me of another parlor, she had rang ahead for me and given my name …

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Suzy Unleashed Chapter 7

/ Categories: Blowjob, Fantasm, Slavery, Transgendered, Transsexual, Transvestite / Blowjob, Fantasm, Slavery, Transgendered, Transsexual, Transvestite / By

I woke up on Monday morning to the feel of Kathy stroking my erection through my sheer panties. “Mmmmmm,” I purred, “that feels nice. You haven’t done that to me in a long time.” “I know,” she smiled. She kissed me softly on my lips and explained, “I woke up so excited, and when I saw your cute little hardon, I just couldn’t resist. Do you like it?” “Oh, yeah,” I sighed. “Does it make you want to fuck?” “Oh, God, yes,” I groaned. She kissed me again. “Do you want to fuck until you cum? Would you like that?” “I’d love that!” I answered excitedly. Again her lips found mine, and this time her tongue slid into my mouth. I moaned softly and she said, “Oh, my, you really are horny, aren’t you?” “God, …

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Suzy Unleashed Chapter 6

/ Categories: Blowjob, Domination/submission, Fiction, Transsexual, Transvestite / Blowjob, Domination/submission, Fiction, Transsexual, Transvestite / By

I woke up on Sunday with Kathy’s words from the night before echoing endlessly in my head. It was now beginning to sink in that I was actually going to spend an entire week as a slut, sucking whatever cocks Kathy and Ron told me to. As I thought about my situation, it dawned on me that I wasn’t sure which part was the most disturbing—that they were going to use me that way or that I wasn’t repulsed by the idea. “How can I be letting them do this to me?” I wondered. “How can I be willing to go down on whoever they say? It’s so humiliating and disgusting!” I closed my eyes and pictured what I knew was going to happen to me, with cock after cock spewing into my mouth. As …

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The Retirees Club (12)

/ Categories: Anal, Fantasm, Transsexual / Anal, Fantasm, Transsexual / By

Andie stood up and we wrapped our arms around each other. “Let’s go to bed,” I whispered. Her reply was a soft moan and we both turned to go, with her grabbing her purse. When we arrived, I asked her, “I would love to please you, my darling. I gently pushed her back on the bed, then began to run my hands up and down her legs. Reaching for her pants buckle and zipper, I opened them and reached for the waist of her pants. I didn’t know what to expect, since she said she hadn’t had any surgical changes. Whatever she had, I was determined to make her feel like the sexy feminine creature that she was. She lifted her hips so I could pull her pants down. Making sure I had pants and …

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A Special friend.

/ Categories: Fiction, Transsexual / Fiction, Transsexual / By

I met Charlene in my freshman year of college, about eight years ago. Back then she wasn’t what I would consider very attractive. She was kind of tall and had very little curves to her body. Her hair was straight and un-styled; she had a flat chest, wore black rimmed glasses and had very oily skin. To add insult to injury she was the biggest geek I had ever met. But she was also the nicest person I had ever known and if I hadn’t been shallow back then I could had easily dated her . So I found myself defending her constantly throughout college. I even got my nose broken one time, protecting her from the jerks on the football team when they were pushing her around at a local bar. After we graduated …

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Life on the Ranch pt. 3

/ Categories: Anal, Authoritarian, Blowjob, Coercion, Cruelty, Domination/submission, Female Domination, Fiction, Hardcore, Humiliation, Oral Sex, Reluctance, Spanking, Transgendered, Transsexual, Transvestite, Violence / Anal, Authoritarian, Blowjob, Coercion, Cruelty, Domination/submission, Female Domination, Fiction, Hardcore, Humiliation, Oral Sex, Reluctance, Spanking, Transgendered, Transsexual, Transvestite, Violence / By

Bzzzz! Bzzzz! Bzzzzzz! Bzzzz! Bzzzzz! Bzzzzzz! Uhhhhh, I’m so exhausted. I can barely find the strength to shut my alarm off. 4 AM came quickly, my body aches from all the strain of being Amanda’s fucktoy. I force myself up. Ahhhh, my ass hurts like never before. I shudder at the memory of last night replays in my mind. What more does Amanda have plan for me? How much more can I take? Will she ever stop? Doubtful… She’s never going to stop… How can someone so beautiful be so cruel? My eyes start to water as I begin to realize this is my life from now on… I’m a slave to Amanda’s desires. As I get dress, I remember having the strangest dream…Similar to a lot of other dreams I’ve had. I was in …

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Surprise………Surprise!

/ Categories: Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Fantasy, Transsexual / Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Fantasy, Transsexual / By

Paul walked towards a bar near to his hotel. He knew that Canal Street was the gay area of the city but he also knew that it was also the most lively area for pubs and clubs. And Paul was happy and confident with his sexuality so he didn’t see it as a problem. Almost immediately after entering the bar and taking a seat near the corner of the bar area a very pretty and extremely busty young lady in a black v neck T shirt practically bounced up to him with a beaming smile. “What can I get for you?” She grinned. “Oh hi, a pint of………………….!” Paul scanned the beer pumps. “Yes, a pint of Carslberg please!” He smiled. “Sure thing!” Said the girl and grabbing a pint beer glass started to fill …

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She Swings Her Own Bat

/ Categories: Asian, Blowjob, Consensual Sex, Cum Swallowing, Transgendered, Transsexual, True Story / Asian, Blowjob, Consensual Sex, Cum Swallowing, Transgendered, Transsexual, True Story / By

She Swings Her Own Bat My life revolved around baseball for over twenty years. As a kid growing up in western Indiana I couldn’t wait for the spring thaw so I could get outside and play with my friends. I would spend hours working on my swing mechanics, fielding techniques, and just passing the ball with my older brothers. In my early teens the religious training I had been doing for years started to pay off as I became a stand out player in high school and earned a full scholarship to college. I found the transition to collegiate baseball a little difficult at first but by the end of my freshman year I was starting to get my mojo back. Over the course of my college career the team really began to gel with …

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Toronto Subway Deepthroat

/ Categories: Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Extreme, Female / Girl, Hardcore, Humiliation, Oral Sex, Romance, Transgendered, Transsexual, Transvestite, True Story, Young / Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Extreme, Female / Girl, Hardcore, Humiliation, Oral Sex, Romance, Transgendered, Transsexual, Transvestite, True Story, Young / By

It was a hot Toronto summer Sunday evening when I was headed back home from spending an evening downtown with my friends. As 23-year-old junior college students we were enjoying the much-needed break from our semester exams. I was about six subway stops past the Bloor-Yonge line in an empty cart, I was seated near the doors having a perfect view of the empty seats opposite of me. The humidity was getting to me so I decided to unbutton three of the top buttons of my silk white shirt. My black, lacey bra was almost visible but given the cart was empty I couldn’t give a damn. Just as the subway came to a halt at the Greenwood stop I decided to touch up and reapply a bit of my luscious light peach lipstick to …

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Anal Pleasure – Chapter 1

/ Categories: Anal, Pegging, Toys, Transsexual, True Story / Anal, Pegging, Toys, Transsexual, True Story / By

My journey into the delights of anal sex began a decade ago. I fantasised about my then wife and I having a threesome with another woman. My wife just thought I wanted to fuck someone else. She couldn’t understand I wanted to see HER with another woman. I even bought a strapon dildo for her to use but she wasn’t interested at all. The toy got filed in a drawer. Sometime later we were making out on the bed when she said she had to go to the toilet. Several minutes later she came back naked wearing the strap-on. “Strip” she demanded. Then I got in the doggy position and had my first anal experience. I am not embarrassed to say I enjoyed it. She did it once more. I loved being pegged. She was …

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Southern Hospitality Ch.03

/ Categories: Anal, Blowjob, Consensual Sex, Cum Swallowing, Fiction, Older Female / Males, Oral Sex, Romance, Transgendered, Transsexual, Written by women / Anal, Blowjob, Consensual Sex, Cum Swallowing, Fiction, Older Female / Males, Oral Sex, Romance, Transgendered, Transsexual, Written by women / By

Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned t-shirt and some blue jeans, combined with a pair of trainers that he had at least taken the time to clean. But.. He bit his lip in consternation. It just didn’t feel right. He wanted to be as dressed up as he could possibly be, he wanted to look like a prince for her, it was the least she deserved after all for all that she was doing to teach him about himself. He let out a delicate little sigh and shook his head, he could make himself look …

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My first time with a tranny

/ Categories: Bi-sexual, Black, Blowjob, Cum Swallowing, First Time, Interracial, Oral Sex, Transsexual, True Story / Bi-sexual, Black, Blowjob, Cum Swallowing, First Time, Interracial, Oral Sex, Transsexual, True Story / By

My first time with a tranny It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn’t make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and some men. I finally got a hit. She was an older white tranny who loved BBC. Her message said: “I’d love for you to fuck me with your big black cock. I’ll be your little white slut, Daddy.” Then she attached a …

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Surprise Second Time with Sensuous Savannah

/ Categories: Anal, Consensual Sex, Cum Swallowing, Interracial, Transgendered, Transsexual, True Story / Anal, Consensual Sex, Cum Swallowing, Interracial, Transgendered, Transsexual, True Story / By

I had all but given up on ever seeing Savannah again and had been seeing a girl but one day, out of the blue, I got an email from Savannah. I was excited as I started to read it, thinking about her and again wanting to be with her. The email started out simple but then she went in to trying to explain why she hadn’t contacted me earlier. She said that she thought I was mad at her for not being safe when she took off the condom and putting her cock back in me. At the time it did worry me but I got over it realizing it was okay. She then suggested that I should come by some time if I was still interested telling me she’d be working the next weekend. …

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Anal Pleasures – Chapter 2

/ Categories: Anal, Asian, Bondage and restriction, Pegging, Threesome, Transsexual, True Story / Anal, Asian, Bondage and restriction, Pegging, Threesome, Transsexual, True Story / By

After my initiation into anal sex I wanted more. I was seeing on old friend (female) and enjoying her. Of course I didn’t mention my new friends to her. I had booked “P” again, this time with her friend “M”. “P” had told me to always book for the next day so she wouldn’t masturbate and be ready for me. She and “M” arrived, this time early. I don’t know if they were keen but I sure was. “P” had found a way around hotel security. I guess she was well versed. I opened the door in shorts and a T-shirt. “P” introduced me to “M” and we sat down and had a drink. “M” went and had a shower while “P” explained all the nasty things they were going to do to me. I …

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Sugar Momma

/ Categories: Bi-sexual, Consensual Sex, Erotica, Fiction, Gothic, Mature, Plumper, Romance, Teen, Transgendered, Transsexual, Written by women / Bi-sexual, Consensual Sex, Erotica, Fiction, Gothic, Mature, Plumper, Romance, Teen, Transgendered, Transsexual, Written by women / By

Julia sat, a little pit of anxiety settling in her as she waited on her sofa, looking at her book but not really reading it, too far gone in her own thoughts to take in in the words written on the page. She glanced instead to her side, out the window. Past her own reflection the view it offered was to most, simply breathtaking, but it, as with most things for her, had steadily lost its charm over time. She owned the prestigious penthouse suite of a luxurious high-rise and the view at night, out over the smaller blocks and bustling streets below was nothing short of stunning, watching the lights move, the tiny shuffling ant-like figures of people as they went about their lives, it made her feel as rich as, well, she was. …

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She’s got an Experienced Eye

/ Categories: Anal, Boy, Cheating, Cum Swallowing, Domination/submission, Interracial, Latina, Transsexual, True Story / Anal, Boy, Cheating, Cum Swallowing, Domination/submission, Interracial, Latina, Transsexual, True Story / By

My girlfriend and I just recently celebrated one year together, and things have been going very well between us. Despite only just turning 18 and approaching the end of high school together, we really felt like we were figuring out love and sex beyond our years. I agreed every time during these conversations, but a part of me knew something within me was changing. I didn’t want to break up, not at all- this change was much more subtle. Recently, I have been spending almost every single night that I am away from my girlfriend dressing up in her clothes and fucking myself with a dildo I bought without her knowing, all on camera for older men I met online. It started as an innocent and casual interest in submissiveness, as well as finding myself …

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