Transvestite

The Cinema_(0)

/ Categories: Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Fantasy, Gay, Group Sex, Hardcore, Oral Sex, Transvestite / Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Fantasy, Gay, Group Sex, Hardcore, Oral Sex, Transvestite / By

As I stood in the sun next to my car at the back of the cinema, drawing slowly on the cigarette in my sexy black pvc skirt and tight top that showed my curves I knew what awaited me inside, but I wonder if the people walking past knew what I was upto. I had spent the last two hours becoming the sexy lady they saw standing in that car park all hints as to my male self were gone, hidden, I was now a woman, and the adult cinema was I hoped full of sexy horny guys just waiting for a girl like me. As I walk slowly from the car park to the entrance, a group of 3 guys are checking me out as they walk towards me, I love the attention my …

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Growing Up Chapter 5

/ Categories: Anal, Diary, Teen, Transvestite / Anal, Diary, Teen, Transvestite / By

Chapter 5 I go back into my little world, keep my head down, graduate High School early and I’m off to college at 17. It’s a small Liberal Arts College several hours away from the home I’m dying to get out of. I just keep on with my earlier routine of getting good grades and having few friends. Who knows? Maybe I’ll just be celibate from now on. I live in a dorm and go by my real name, Kevin. My room mate studies a lot, as do I, but he goes home every weekend and I have the room to myself. My sex life consists of masturbating while thinking about the coeds and sorority girls in my classes. There are some really cute ones of course but not a whole lot of variety. They …

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Night Shift Sissy – Chapters 1-4

/ Categories: Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Fiction, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite / Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Fiction, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite / By

Night Shift Sissy Disclaimer: This is a work of fiction and fantasy. Any resemblance to real persons, places, or events are coincidental. This story is not intended to be an accurate reflection of any particular lifestyle. I could never understand why my coworkers always balked at working nights. Every shift I took, I got more done in a few hours than I ever did while trying to concentrate with the distractions of the full office going about their own business. It also allowed me to indulge the fetishes that I did my best to keep secret. I would leave the house dressed in my sluttiest outfits and make up, my cock locked up in the smallest chastity device I could find, and enjoy wandering through the twenty-story office building, the echoes of my stilettos clicking …

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TWO JOCKS FOR OUR SEXUAL PLEASURE

/ Categories: Asian, Bi-sexual, Blowjob, Boy, Consensual Sex, Diary, Erotica, Exhibitionism, Female / Girl, Group Sex, Male / Females, Male / Older Female, Male/Teen Female, Males / Females, Older Female / Males, Older Male / Female, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women, Young / Asian, Bi-sexual, Blowjob, Boy, Consensual Sex, Diary, Erotica, Exhibitionism, Female / Girl, Group Sex, Male / Females, Male / Older Female, Male/Teen Female, Males / Females, Older Female / Males, Older Male / Female, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women, Young / By

We also had to email some up to date pics, we sent two up to date pics, one of us front on, naked holding hands, my man flaunting a boner, me in heels, then a second pic, me with my back to the camera, flaunting my big ass. “We made a list of of some of our preferences, five in all, and they all came to fruition, two young bi men to share, two bi women a little younger than us to share and some other very exciting combinations.” My first preference with Roger’s full approval was two men for us, two jocks, early twenties, one jock for me, cunnilingus, to tongue fuck me, one jock for my man, to give him fellatio, a blow job, while we watch each other. My second preference, again …

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Suzy Unleashed Chapter 3

/ Categories: Fiction, Interracial, Slavery, Transsexual, Transvestite / Fiction, Interracial, Slavery, Transsexual, Transvestite / By

I woke up on Sunday morning to the sensation of Kathy’s fingers running up and down my panty-covered dick. When I looked at her she grinned and purred, “You have such a nice clit, Suzy! I love it!” “You do?” I asked in surprise. “Oh, yes,” she smiled. “It’s such a nice big clit! No wonder you’re always so horny!” “Big?” I gulped. “Yesterday you said it was pathetic!” “No, darling, I said my husband’s dick is pathetic and it is. Why his dick isn’t any bigger than your clit! Of course, what qualifies as a big clit would still be a tiny, ridiculous little dick. On a man, this would be laughable. On a cunt like you, it’s perfect!” I blushed as she continued to rub my erection. “Are you horny, Suzy?” she asked. …

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The Lawyer’s Package

/ Categories: Anal, BDSM, Bondage and restriction, Discipline, Fiction, Male / Females, Toys, Transvestite / Anal, BDSM, Bondage and restriction, Discipline, Fiction, Male / Females, Toys, Transvestite / By

Allow me to introduce myself and relay a most unique experience I have had in my life. My name is Elizabeth Moore but I commonly go by Liz. Having worked at a small law firm for about ten years, I have risen to the position of the Office Manager. While the position carries many significant responsibilities, there are times I regard it as nothing more than babysitter for the dozen or so lawyers, and equal number of paralegals, the numerous office assistances. The firm has four partners covering a variety of specialties with each having a stable of young attorneys that work with them. As the Office Manager, it is critical for me to get to know everyone on the staff, to insure they have everything necessary to perform their jobs and oversee the billing …

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Kalynns Ass part two_(0)

/ Categories: Transvestite, True Story / Transvestite, True Story / By

My mom had come from her trip. I helped her with her bags, she was telling me all about it, how much fun it had been. I was happy for her, I didn’t know how to tell her that Mr. Walker had taken my virgin ass. I wanted to I knew she probably wouldn’t be mad at me or Mr. Walker, but I held back. The phone rang, Mom answered it, “Hi James, we had fun as usual”. She got quite, and was just answering with “yes” and “good”. After about fifteen minutes she got off the phone and walked into the living room. Looking at she said “Kalynn is there something you want to tell me?” I was very nervous, but with Mom I could always say what was on my mind, so I …

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Summer vacation changed whole life pt1

/ Categories: Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / By

Hi I am maxi ( before incident max ) I am going to tell you how an incident changed my whole life . My biological parents died when I was 3 years old , I have a sister she is 2 years older to me . so from then we were raised by my aunt she is not married .my sister and aunt both loved me a lot . During my childhood my aunt used dress me as a girl very often she even used take me out as girl for girls parties. even I liked being dressed as girl, but when I grew older I stopped dressing as girl . I was a straight guy and was attracted for girls and I even had few girl friends . But at times I used think …

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My Hidden Secrets

/ Categories: Anal, Asian, Ass to mouth, Blowjob, Cum Swallowing, Fiction, Hardcore, Slavery, Transsexual, Transvestite / Anal, Asian, Ass to mouth, Blowjob, Cum Swallowing, Fiction, Hardcore, Slavery, Transsexual, Transvestite / By

This is like my third story so like I have said in my last ones, it isn’t all that great. It’s been a while since I made a story, I apologize for that, been kinda busy and whatnot. This story is completely fictional. Just to let people know, I really don’t want any hate comments or anything, if you don’t like this type of story, then why read it in the first place? I do want advice on how to make it better though, the more the better, thanks =) _________________________________________________________________________________ All my life I grew up wanting to be a girl, but wanting to be a guy too, it was kinda hard for me to explain… As a kid growing up to a teenager I had a lot of sexual fantasies, about everything, I …

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The Bet_(1)

/ Categories: Blowjob, Fiction, Transvestite / Blowjob, Fiction, Transvestite / By

My friend Cristina and I were just sitting around watching porn. It’s something we do for fun now and then. Believe it or not, it has never led to anything. A scene came on where a guy was put in a wig and satin nightgown and fucked by a beautiful blond dominatrix with a strap on. We laughed at what an ugly girl he made and somehow it came up that I had a girlish look to me. She said that I would look much more like a girl in the wig and nightgown than the guy from the movie. I just smiled. Later that day out of nowhere, she told me that she’d like to test that theory. She wondered if I’d let her dress me up. Though about it for a moment and …

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Jessy

/ Categories: Coercion, Fiction, Transvestite / Coercion, Fiction, Transvestite / By

I was in my attic looking for lamp that I had stored for my sister.  It was getting hot so I decided to open a couple of dormer windows to let some air flow.  When I opened the last of the thee windows which was on the back of the house I could hear music coming from my neighbors back yard.  I knew that they had just left for a 2 week trip to Europe and only their 19 year old son, Jessy, was home so I was a bit surprised to see a sexy young lady laying on her stomach sunning by the pool in a pink thong.   I used my camera and snapped a few pics,  I zoomed in and was able to get some pretty good ones.  She raised up on …

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The Sex Book

/ Categories: Bi-sexual, Fiction, Pegging, Role-playing, Transvestite / Bi-sexual, Fiction, Pegging, Role-playing, Transvestite / By

It all started on my birthday, the year I turned thirty. My wife Anna and I had been going through a bit of a slowdown in our sex life recently. Nothing too extreme… after five years of marriage, and with our first child, Christine, barely old enough to finally be sleeping through the night, I imagine we weren’t any worse off than any number of couples in similar situations. But the lack of sex, at least relative to the frequency with which we used to have it, was certainly one more source of stress for both of us. That situation, and Anna’s desire to do something special for me on my birthday, was what prompted her to buy us the book. It was one of those ‘bring spice back into your relationship’ deals, filled with …

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MY NEW OLDER LOVER AND HER FRIENDS

/ Categories: Ass to mouth, Bi-sexual, Blowjob, Boy, Cuckold, Erotica, Exhibitionism, Girls / Female, Group Sex, Lesbian, Male / Females, Older Female / Males, Oral Sex, Teen, Transvestite, True Story, Voyeurism / Ass to mouth, Bi-sexual, Blowjob, Boy, Cuckold, Erotica, Exhibitionism, Girls / Female, Group Sex, Lesbian, Male / Females, Older Female / Males, Oral Sex, Teen, Transvestite, True Story, Voyeurism / By

We made love on our second date, fucking long into the night. Quickly realising Charlene was far more sexually sophisticated than me. Fucking me in positions and situations that were completely new to me. The mirrors in the room she used for sex were a new level of sexual sophistication for me, mirrors on four walls and the ceiling. Looking at Charlene’s big ass while she was fucking me while on top of me was a huge new turn on for me. The first time Charlene gave me fellatio, a head job, she reinforced just how sexually sophisticated she was, talking to me as she teased and edged me to an incredible orgasm. When Charlene asked me to worship her big ass for the first time, I realised just how sexually naive I was. Her …

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Working ‘Girl’_(0)

/ Categories: Blowjob, Boy, Fantasy, Gay, Prostitution, Transvestite, Young / Blowjob, Boy, Fantasy, Gay, Prostitution, Transvestite, Young / By

Brian sat impatiently on the park bench, fidgeting in anticipation and excitement. He quickly checked his phone for the time yet again, seeing it was just after 1AM. It was the perfect time for meeting a customer. He reached over to run his fingers along the signature red bracelet over his left wrist, which let men in the area know he was ‘working’. His ears perked up when he heard some noises off in the distance, a gentle rustling in the bushes. Brian smiled slightly, knowing someone else must be doing just what he was about to do now. He thought about that video game he wanted, the one all the other kids at school were talking about. But at 14, he was too young to have a job, and too old to convince his …

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Horny Holiday

/ Categories: Fiction, Teen Male / Teen Male, Transvestite / Fiction, Teen Male / Teen Male, Transvestite / By

Mac & his ‘girlfriend’ Lewis had gone on holiday with Mac’s elderly parents to a static caravan near the sea. Both the mid-20’s lads had taken items to dress in, but had found it difficult over the couple of days that they’d been there to have some special time together. Mac’s parents did retire to bed early on the third night, leaving the two frustratedly playing each other up in the lounge area. After an hour or so, Mac got up, & with a sly wink whispered “I’m gonna turn in too, don’t sneak into my room looking for affection all dressed up either” and went into his bedroom. Lewis went to his room, starting to get horny at the naughtiness that was possibly going to play out – if he’d read Mac’s signals correctly! …

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DNA Chapter 4

/ Categories: Fantasy, Pregnant, Transgendered, Transsexual, Transvestite / Fantasy, Pregnant, Transgendered, Transsexual, Transvestite / By

Anne worked way into the afternoon, finally she leaned back and stretched her stiff back. On the screen lay the plans for a simple addition to the DNA viruses running around, that should make the transmission much more difficult, but not impossible. She had to stop the problem now before it spread. Jim wandered into the kitchen, “Finished?” he asked. “Yep, this should stop you, Julie and Paul, passing this on to anyone, if you have any more ‘accidents’. How are Julie and Paul?” “Julie is handling it quite well, but Paul, I don’t know. He is very withdrawn. Perhaps you should talk to him.” “Tonight, today I have to prepare and test this.” She gestured at the screen. “Julie needs to get some more clothes, You live near the institute, don’t you.” “Yeah, you …

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Sister’s Surprise, Chapter 3

/ Categories: Blowjob, Consensual Sex, Female solo, Fiction, Incest, Male Solo, Masturbation, Romance, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite, Voyeurism, Young / Blowjob, Consensual Sex, Female solo, Fiction, Incest, Male Solo, Masturbation, Romance, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite, Voyeurism, Young / By

Sister’s Surprise, Chapter 3 It was not a restful sleep. Haunting questions of my own sexuality plagued my dreams. In one such consuming dream, I was Michael again, bigger, stronger, more masculine than I had ever been before, or could imagine myself being. With this physique, I easily brought woman after woman to my bed. Each succumb to my sexual prowess, each removing their clothes as they fall backwards on an oversized bed, then spreading their toned legs to invite my powerful cock inside of their womanhood. Each one thoroughly defiled, filled with my potent cum, before moving on to the next. And as my latest sexual conquest, a dark haired teenage girl no older than myself, lay on the bed before me, her slight, petit body became aroused. Her pink nipples hardened beneath my …

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Mixed Signals

/ Categories: Anal, Blowjob, Cum Swallowing, Domination/submission, Transvestite, True Story / Anal, Blowjob, Cum Swallowing, Domination/submission, Transvestite, True Story / By

Mixed Signals – by I Am Tina To You (c) 2011 Some secrets should be kept to yourself. Some secrets are better explored with others. My secret fascination with being treated like a girl by men and dressing like a girl for men straddles that fine line at times. It is something that’s been with me since I was a young boy, and I am in my mid 30’s now. I have let very few men into that world, out of fear of being outed or hurt, and always do my due diligence when committing to be with a man in that situation. I can’t explain myself very well, other than I know I really enjoy it, and it’s painfully evident how much I enjoy it by the way I treat a man if I …

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Teenage boy blackmailed

/ Categories: Fantasy, Girls domination, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite / Fantasy, Girls domination, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite / By

Chris was your average teenage boy. He liked girls, sports, and hanging out with his buddies. Chris was a bit short, around 5’6”, and weighed no more than 130 lbs. He had a nice, flat stomach and lanky arms from soccer, with longer brown hair and nothing but peach fuzz on his face. Despite younger features and a hairless body, Chris had developed nice legs and a bubble butt from all the soccer. His cock was a little below average, only about 5 inches long. Being an only child and a hormonally raging teenage boy, he loved porn. One night, he stumbled across some shemale porn, and man did it turn him on. He was hooked, the only thing that turned him on now was these beautiful women with cocks bigger than his. His attractions …

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AuntSammy

/ Categories: Anal, Blowjob, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / Anal, Blowjob, Cum Swallowing, Transgendered, Transsexual, Transvestite, True Story / By

i was about 13 years old. i went to jr.high like everyone else but things for me were a bit different. I had a10’inch Cock and when i was little, i was always embarest about it because when i was young(About 6 years old, it was like 7’inches at the time) i would always get an erection and all the kids would make jokes about it. this is a true story. My dad passed away when i was 5 so it was just me and my mom. My mom, considered to other guys, was extremly hot. She was about 5’10 and weighed 130 pounds. she had Blonde hair and Blue eyes and had C-cup breasts. i even admited she was hot but of course i wasent into my own mom. she once worked as a …

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