Shemales Porn Stories
Page 113

Cheri

My name is Cheri, I live my life in lace and satin. I have always loved the way those materials feel against my soft skin. I have shoulder length red hair and bright green eyes. My friends used to call me Charles but about 12 years ago i had this epiphany that i felt out of place as a man and one night while I was out at a club with some friends, I realized that being a woman felt... I don't know, right,
to me I guess. It's been a long road but I'm so much happier now.

The first time anyone ever found out I had a dick after that was about 10 years ago. I went to a new doctor for some ant... Continue»
Posted by LadyShi 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1474  |  
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Confessions of a Smoking TV Tart. Part 2.

Gosh! Where to start? 'I've got so many fantasies, but they ALL involve me being used as a cock-sucking, cigarette smoking spunk slut!' As my thoughts trawled through so many kinky scenarios, my cock pulsed ever harder above my face. My tightly bound dick getting ever more solid in it's binding. Master pushed the dildo slightly deeper into my wanton hole, and I could feel it was ribbed, and growing thicker. "Tell me about your first outdoor meeting." he asked gently, easing the dildo in a slow fucking motion. The discomfort of my position was beginning to be overwhelmed by gentle pleasure. 'My... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 271  |  
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My First Girly Cock

It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind.

This passion started a couple of years ago, while I was surfing on the Internet looking for hot stuff. Immediately I felt something. That first time, when ... Continue»
Posted by jimpgr 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 3769  |  
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made to be his gurl

After waiting tables for a good 6 months, I had finally got myself clear and could maybe get myself back to California. But I wanted to get there with some money in hand, so to save the air fair I thought it would be fun to share an the ride with someone or ones. I put an ad on Craig’s list for a ride share.

I got about 4 responses and thought I had better meet with um to see if I could deal with a 4 day trip. The second guy that rumbled up was a long haul trucker, with a sl**per cab. He told me that he’s just got back from a slow go thru Texas and was about to go back same way and c... Continue»
Posted by bucketface 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2170  |  
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Caught by a neighbour in my s****rs clothes.

It was 10 o'clock on a Friday in late June of 1997. My parents were away visiting relatives for a few weeks. My s****r Kate had gone out partying with her friends for the night and wouldn’t be back till Saturday morning. Which left me all alone in the house.

For as long as I could remember I always loved dressing up in my s****r's clothes. When I was lucky enough to have a whole night with them out of the house, I usually went all out in my s****r's room. ??
I had been shaving what little body hair I had for years. I used to lie and tell anyone who noticed that a lot of swimmers and athlet... Continue»
Posted by kara_zor_el 3 years ago  |  Categories: Shemales  |  Views: 3770  |  
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Paying the rent in a special way!

When the rent is due, it must be paid, one way or another, usually the conventional way,which is cah or a personal check. Yet when neither is available at the time, well, other ways can be found! my landlord came over the other day, as he always does once a moth, to collect the rent, which i always pay on time and with a check, yet this time, short of cash and could not find my checkbook, i tried to explain to him that i would pay itthe following day, but he was adamant that i pay it right there and then! Well, i asked if he was thirsty, he said sure, he came in, we both had a cold one, and i ... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2010  |  
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Caught dressed

I had been dressing for a while when I got married. I had enjoyed my time dressing and especially when I would go out of town.

One trip I took I got hjome and was called to go help a friend right away. I left with out unpacking my bags. I really didn't think about what I had in my bags when I left the house. When I came home I went into the house and I found a note that said I will be home soon I have a surprize for you.

I went into the bedroom and remembered what I had in my bags. My clothes and under them were my sexy clothes. I had panties, hoses, garters, crotchless hoses, heels and... Continue»
Posted by pamcd 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1760  |  
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hedonstic crossdressing, part 4

I awoke farily early and feeling a bit disoriented, it to me a moment to realize just where I was. Reality came flooding back as I looked about the dimly lit room, felt the satin on my body from the slip I wore the night before. I was in Vince's bed...this wasn't a dream. I'd really lost my virginity, had sucked cock, had been fucked, hard up my ass a couple of times.
My slip had dried cum on it to prove it, from me in the front, Vince's in the back mixed with my own "pussy" stains!

I slipped out of bed and headed into Vince's master bath. I clicked on the light and sat down o... Continue»
Posted by elainetgrl 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1117  |  
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Training of stacy

Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions.

To make the action flow more freely and the stories light-hearted, I have taken a socially naïve approach and have not included the usual protections that intelligent people would choose such as condoms, birth control and out safeguards against sexually transmitted diseases. Such risky behavior as those exhibited by the characters of this story... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1363  |  
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My life changed by science (part 1)

For some reason i just loved science lessons at school, it had something mysterious! This lesson was as always mysterious because in the corner of the classroom stood a weird machine with several touchscreens on them and in the machine they installed a chair to sit on. As always with that kind of weird stuff it atracted me.This time i wondered what the machine could do.

The teacher came in the class room and every one sat down at their desks. as always the teacher had to ask me seperatly to sit down at my desk.

As i was walking to it i asked the teacher what the machine could do. Normal... Continue»
Posted by 34carolanne 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1226  |  
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Hedonistic Crossdressing, Part 3

The best way to describe Vince, probaly is that he was a socially functioning pervert. I had no idea just how varied, and intense, his sense of erotica was, but I was going to find out as time went on. Perhaps the worst thing is (or best perhaps, depending on your point of view), is that I became quite the little "apprentice", you might say.

I'd been his "guest" for only a few hours, and I'd experienced more than I'd ever dreamed. I've dressed, I've sucked my first ever cock, been fucked hard up the ass, taken cum, been made to cum like a girl, been made to take ass to mouth, w... Continue»
Posted by elainetgrl 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1408  |  
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I am such a slut.........15

Please read my other stories as they tell you of my journey and the woman that i am becoming ~Dani

I am such a slut......15

I was in the adult theatre, my head still buzzing and my heart still throbbing from what had just happened. In a darkened room off by itself, my new inner self had emerged, my harbored fantasy had been fulfilled and my body had been used. A large strong black man with a massive cock had fucked my asspussy, had pounded me, shooting his warm seed deep inside of me. He had controlled me, had taken me and made me his, so completely used me that when he had pulled himsel... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2720  |  
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My journey into Hedonsitc crossdressing, Part 2

My mind was spinning. I'd spend the last 10 minutes or so sucking my first cock. Now, I'm being told to prepare myself for taking my first cock inside me. Do I want to get fucked? The reality of what was happening was almost too much to handle. Vince had guided me back into the bedroom, spun me around and helped me out of my dress. I slipped off my briefs (finally!) and my cock had been oozing precum.

I was highly intimidated now...standing completely nude, in front of Vince, who was also nude. Vince seemed to sense this and began telling me that he looked at me as very f... Continue»
Posted by elainetgrl 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 742  |  
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My journey into hedonistic crossdresing, Part 1

Part 1 deals with events that had transpired which lead to my first sexual encounter with a man, and ultimately, my first relationship as Elaine. Almost impossible to believe, and the thought of Vince, even today, still makes me yearn for those wondeful days! The ending is where you'll find the sex part, if you need to jump ahead!

At 6 months shy of my 19th birthday, I had just discovered that I wasn't the only "whack job" on the planet! Before the internet and broader social acceptance, it was pretty hard to be a crossdresser, transvestite, drag queen, etc...especially being fr... Continue»
Posted by elainetgrl 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 612  |  
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playing iwht th juicy pussy!

HAVING TO SPEND THE NIGHT WITH MY SHEMALE FRIEND, WELL TURNED INTO MORE THAN I HAD EVER EXPECTED! AS WE FINISHED MAKING LOVE, SUCKING OUR COCKS AND ASS FUCKING AND CUMMING OUR JISS ABSOLUTELY EVERYWHERE, I DECIDED I WANTED A COLD COCKE, AS DID MY LOVER, SO I PUT MY ROBE ON, WENT OUR OF HER ROOM , AND MY WAT DOWNSATIRS, I HEARD MOANING AND A SLIPPERY SOUND COMIN FROM HER 19 YEAR OLD s****r'S BEDROOM, WHI IS A STRAIGHT GIRL, YET ABSOLUTELY STUNNING, LONG BLOND HAIR, ABOUT 34B TITS AND A GREAT ASS, TO WHICH I WOULD FING OUT MORE IN A MOMENT. I PEEKED INTO HER ROOM, SHE WAS SPREAD LEGS ON HER BED,... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 1406  |  
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Stacy

I had known Stacy for about three years, but I had never known about her little secret. That day when it was revealed changed everything for me, and for Stacy too. We were the greatest of friends, spending almost all our time together. We had come as close to each other as lovers but as two women, neither one of us ever made a move.

My tale begins during the heart of beach season. It was a beautiful sunny day. I had suggested to Stacy that we take a trip to the beach and enjoy some sun and sea. But Stacy told me she didn’t own a bathing suit. The perfect excuse for shopping. I could have k... Continue»
Posted by LadyShi 3 years ago  |  Categories: Shemales, Taboo  |  Views: 3103  |  
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The Visitors...

If you saw a SpaceShip land nearby, and the doors opened, and a ramp lit up invitingly at your feet; would you step inside? Satisfy your curiosity and go in to meet the Visitors? Crazy question; i know...

but this is exactly what happened to me just 3 days ago.. if you are ever going to hear my tale.. let alone believe it.. then you must accept the whole of it.. and not some random parts of it to be true.. for everything that i experienced upon that fantastic, and futuristic vessel; i would come to scrutinize and mull over in my mind.. Everything that happened; every... Continue»
Posted by shemale27 3 years ago  |  Categories: Shemales  |  Views: 901

More Dirty Sex with Tania. Part Two Looking for Pr

Part Two. On the hunt for Sex in the Red-Light Area

Luckily most of the guests at the Premier Inn had now checked in so when we both went down through the reception area it was again deserted except for the receptionist who only acknowledged the door key being placed on the counter. There were a couple of people in the car park but most were only interested in heading for the Beefeater restaurant. One young couple did take a second glance, the guy’s eyes nearly pooping out his head. It’s not often that you see two trannies, dressed as whores walking across a car park in rural Gloucestersh... Continue»
Posted by joannacd1 3 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 771  |  
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More Dirty Sex with Tania. Part One Hotel Sex

More Sex with Tania


Part One. Hotel Sex

It took quite some planning, after our last meet in the lay-by, but at long last we had both been able to get away at the same time. We, well actually Tania, had arranged our meet to be at the Premier Inn at Witcombe, just south of Cheltenham and just of the A46. Tania was arriving just after lunch and myself at about 3ish. We agreed it that way so it gave Tania time to dress and get ready, however it did mean that I would have to arrive dressed as Joanna. I have a lot of confidence when dressed, as Joanna but most of my forays have been either a... Continue»
Posted by joannacd1 3 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 1522  |  
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my black fetish

It all started when the boys in class started calling me sissy...so what if I liked panties and nylons and bras who cared....when mum and dad were at work...I would wear mum’s heels and tights and her double D bra...I was tiny and had long blond curly hair and just the beginning of an o so large dick......and I would put on lipstick and rougue and mascara and smoke a cigarette and stcik pens covered in vsaseline up my arse....and then walk around with that funny little tool and then jack off and cum all the way to the ceiling..
One day I decieded to walk around and go to the local market and ... Continue»
Posted by mia1 3 years ago  |  Categories: Shemales  |  Views: 535  |  
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