Shemales Porn Stories
Page 7

First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by surferboy_ibiza 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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The degradation and the extasy part 1

I started the same as anyone else dressing up in private, i soon moved on to make up and wigs and within a few months i was just so turned on i joined a swinging site it was for guys and tv/cds and it was fab!
I got message after message telling me i was beautiful and how much they wanted me how id made there cocks hard etc, I loved the attention i wasnt going to meet i always said and they would beg but i never did.
After a week i got an email unlike any other " you are just a filthy fucking whore" was all it said i looked at the profile and went weak at the knees his profile picture was on... Continue»
Posted by jtrapperj 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  
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CD Experimenting with bear

I've been wanting to try cross dressing for a while now.
I've been hooking up with this bearish guy I met on grindr, and after one of our later fucks he told me he wanted me to dress up for him. I was shy in accepting at first, but I knew I wanted it. I got some clothes for the next time I'd be seeing him. I'm pretty average in terms of body, but I have a nice ass, so I got these red and white striped leggings to show it off.The bends in the lines once it gets to my ass really show off how tight and perky it is. His house is close to mine, and I walk there once it's dark.
I've got a... Continue»
Posted by bottom1418 1 month ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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A walk after work

It had been a long week, all I wanted to do was go home but the main road was blocked and I ended up heading off the beaten track. As the car sped through the countryside I noticed a car similar to yours parked up ahead, I slowed and as I drew near I realised it was yours. I pulled up and got out- as you werent anywhere nearby I assumed you must have headed down the path towards the river, it was a warm evening I thought, so maybe I'm not in so much of a rush after all. The thought of catching up with you was already stirring my dick.
It didn't take long to find you lying on your front engro... Continue»
Posted by dozer136 1 month ago  |  Categories: Shemales  |  
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My New Need

Hello Doctor, I hope you're doing well. I’ve got good news. My doctor submitted her approval for the first SRS (sexual reassignment surgery). Since I'm not responding very well to HRT I'll be castrated so that my breasts will hopefully respond. I'm thinking of trying to have it done online. I think I would be able to get a lot of people to watch and pay $100. to watch.

I know that this is kind of long but I’ve been writing it for a few days now, and it is as much for me to kind of work things out in my head. I hope you don’t mind me using you as a listener.

I was just going to tell you... Continue»
Posted by subjaye 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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Boi CD Hooker

There I stood, by the gas station waiting for my next "client" to come along. "Client" makes it sound so professional. Shit, I was waiting for
some horny old man to come by and pay me for my ass. I admit I looked good. All 5 ft of me, long black hair, smooth tanned skin, wearing
tight torn daisy dukes with a hole in the ass for easy access and a bra covered by a leather jacket. No underwear, of course. That just gets in the
way. I'd had three "clients" tonight. I'm sure i could have another soon. Who were these clients? Whoever would pay my fee. What do they look
like, I don't usually reme... Continue»
Posted by TiniToni69 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  
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When will normality return...

Having been caught and transformed into my wife's house keeper, the initial excitement wore off. We now slept in separate rooms and I was continually being told what to do. My wife often came home late from work and whilst serving her supper I was convinced I could occasionally smell another man. Part of me didn't care as I was living out my dream of being a full time transvestite. Less than a week had gone by and my breast development was coming on well. I was close to out growing my bra and suspected I would be going up a size soon. I was ordered to remain dressed each day and to never wear ... Continue»
Posted by LaceTops4U 1 month ago  |  Categories: Anal, Fetish, Shemales  |  
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The shame of being caught

I have dressed as a girl since I was young boy, I have early memories of my mother having caught me dressed taking me to see a c***d psychologist, I distinctly remember him telling me mother I would grow out of it! Well I never did. However I did have a normal up bringing, got married and carried on dressing throughout my life with increasing secrecy. After a successful career in IT, I was in it at the right time I retired early. Our c***dren have grown up and left home and with my wife and I only in the house life has been quiet. After retirement the opportunities to dress have multiplied co... Continue»
Posted by LaceTops4U 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
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Born to Be a Girl: M***rs' Choice

DISCLAIMER: This story is solely a work of fiction. Any similarities between people living or dead is purely coincidental. No a****ls were harmed in the writing of this story.

Are you familiar with those stories where the f***r raises his daughter as his son, because he is desperate for at least the appearance of a male heir? This is one of those stories, only, it isn't.

My m***r had already raised a son, birth to adulthood, when she became pregnant with me. She was determined to have a girl, come hell or high water. My m***r, by the way, essentially ruled our household. When I was b... Continue»
Posted by seityn 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Mistress sissy slut


Waking up, sometimes, can be rather difficult to do, especially when you know that you were d**gged the night before. Or, at least you HOPE it was only the night before. And this time, it was far worse than the first times. So many things have changed about me from the first time I was d**gged, unwittingly and unwillingly, though as I look back, I can’t really say that I am upset about the outcome of each of these times. Well, I have to admit that I was, kind of, pissed off the first time, as I never really expected something like that. But that was quite some time ago and now, well, I gues... Continue»
Posted by Latexslav3 2 months ago  |  Categories: Shemales  |  
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Emma's sissy fantasy

sissyqueerpooh, 36
United States
1 minute ago
slave4fetishgoddess
I hope you like this....

I like both men and women, I love a woman's beauty and grace and love to worship them, but I need cock the bigger the better, I be been fucked in the ass before but have never had anyone cum inside of me, which I would just love!

My biggest fantasy that I have is for me to be a live in sissy slave for a dominant married couple. They would pick my up at a bar, d**g me and take me home, when I wake up I find that I am tied up in a dungeon naked and all of my body hair has been removed. I don't kn... Continue»
Posted by slave4fetishgoddess 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Sindy meets Nina

As I landed in Berlin, I still wasn't sure whether the invite was 100% genuine. I was
a relatively innocent occasional cross-dresser in my 40s, I couldn't believe someone
as sexy as Nina would want to meet me.

I'd been chatting with Nina for a number of months now after we'd happened upon each other
doing simultaneous cam shows on a well known camming website. She was about the same age as me with
slim features, brown hair, a fit body plus a devilish sense of humour which became immediately apparent
from the first naughty comments we exchanged, intimately detailing what we'd do to e... Continue»
Posted by SindyBlondeCD 2 months ago  |  Categories: First Time, Shemales  |  
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Playtime Stories Ch 12. BBC Gang Fuck at Club F-Bl


12.

Then, by chance one day my darkest fantasy came true. I got “used” by a large group of black men in the backroom of a club.
I was in town for work and decided I wanted to play one more time before flying out the next day. I’d had some visitors from c-list and the chat lines to my room several times over the week, but I wanted more.
I went from my nice hotel to a crappy motel and changed. Then I drove across town to an arcade that had been pretty fun a few years before. It was lame- nothing to play with but myself.
I decided to check out another place I had read a... Continue»
Posted by 6988slutty_rbckyy 2 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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Playtime Stories Ch 10 B- The Hall, the Couple

10B.

So, there I was in a dingy video booth with my new friend Carla and cum dripping out of my ass. I was foolishly concerned about a two hour meeting and a plane flight. I could totally fuck up the Saturday morning meeting and still make my flight and all would be well. I wasn’t going to miss out on a hot time here.
I used wiped off my crotch and thighs to mop up all the cum.
Though I needed a short break I knew I NEEDED more cock. Carla personally knew that I had cum one other time, because she made me cum in her mouth about an hour ago. She seemed to need a short time-o... Continue»
Posted by 6988slutty_rbckyy 2 months ago  |  Categories: Hardcore, Shemales, Voyeur  |  
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Playtime Stories Ch 10-A Theater to Group Booth

10-A

I returned entered the theater and saw the other couple that had come in was not all that attractive. He was better looking than she was and they were putting on a show of her oral sex skills on a dildo in front of the desperate crowd.
I felt hands search me and I looked around for the blonde T-gurl slut who had just expertly sucked me off. I saw a group of people in front and another to the left side of the theater. I walked down the walkway to the front of the theater to find a couple of hot 20-something gay-boys fucking in front of a crowd of middle aged men who were jacki... Continue»
Posted by 6988slutty_rbckyy 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Labors of Remy BelleSun: Introduction

The Labors of Remy BelleSun

For Heather95, I hope I do your characters justice (http://xhamster.com/user/heather95)

Remy BellaSun: The protagonist of our story. Remy is a shy, petite trap girl who is sexually inexperienced but years to learn more. Currently attending college as an engineering major. Remy likes video games and role-playing. She also works part time as a sexy maid at a love motel. Remy is about 5’ 2’’, with long black hair, a slim, shaved body. A-cup breasts, a heart-shaped ass, and a 5’’ cock. She usually dresses in a blue/white stripped shirt, jean shorts, and yellow sli... Continue»
Posted by YellowTowel 2 months ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  
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Playtime Stories Ch. 10- Theater Play pt 2 Gurl-Gu

10.

Having sucked and fucked my way through the first hour or so of my membership at The Grande Theater, I sat resting and enjoyed watching a fiery redhead porn princess get double penetrated and then impossibly huge loads of cum on her face.
My entire crotch was moist and slick with a nasty mix of lube, cum, and saliva and momentarily enjoyed a cool breeze through the theater. My cock was rigid and I knew I was ready for more.
I pulled up my black satin panties and re-zipped my vest, which I didn’t even realize anyone had opened. I partially covered up my black bra and st... Continue»
Posted by 6988slutty_rbckyy 2 months ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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My Step-Sissy

The Step-Sissy

I attached the brand-new leash on her thin, pale neck. The word "Slut" in fake diamonds adorned the front. My sissy was on all fours, wearing her favorite pink wig and a leopard body stocking. Her shapely little ass beautifully complementing the outfit. Between the cheeks and beneath the leopardskin, is the visible outline of a small dildo inside. Done up in full make-up, flat-chested, with her fake thick-rimmed glasses on. My nerdy sissy girl. She liked being walked around the house with her toy in her hole before we fuck. I gripped her leash and guided her towards the upsta... Continue»
Posted by nymphRiley 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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The Joys of Social Media

Carvel exited out of the app to check and email that had just come through from c***dhood friend. No sooner than he had done that, he got a message notification from KwikPing saying he had been deleted from the #BBC456 group. Carvel figured the rural Southern people still could not handle his style. He eventually moved on the chatting with a couple of guys on Konnekt that wanted to come through but could not because they were working, or with their girls, or they had no ride. Yet again, Carvel went to sl**p with no dick in his soft, pliable derriere.

Carvel awoke the next morning and, as us... Continue»
Posted by faggyboi 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Turned Into A Sissy Boi

It started innocently enough. I was spending another weekend with my girlfriend and we were in bed late one Saturday night. She had just cum and I was rapidly on my way there. I was on top pumping in and out of her. She snaked her hand back and started lightly brushing her fingertips around my butt-hole. I let out one moan, then another, and on the third one, I shot my load inside her. It was one of the best orgasms of my life!
“Oh, you liked when I played around with your backdoor, huh?” she said a moment later with a teasing smile.
“I sure did! It was great!” I responded. Lookin... Continue»
Posted by subjaye 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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