Shemales Porn Stories
Page 72

Euphoria

It's a Friday night. I'm at the hotel, it's 9pm and I'm half an hour late... The usual. My make-up's done, not to heavy yet, and I've got on a basic outfit that won't draw too much attention as I pass through reception. But I got my bag packed and the attention will come later. A quick scan of the room - have I got everything? I always forget something - but I think I'm good to go.

Ten minutes later and I'm in my boyfriend's car, heading for his place. I'm not ready yet and he knows it, so he's driving fast. Later I'm in his spare room, adding layer upon layer of make-up, fixing my long blo... Continue»
Posted by chemicalgurl 1 year ago  |  Categories: Shemales, Taboo, Voyeur  |  
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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 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A First Time Out

I'd always fantasized about going out to a bar or a club, dressed as a woman, and after a few drinks managed to find the courage to do so. By the end of the bottle of wine I was dressed up and ready to go, suspenders, stockings, a corset on so tight it was hard to breathe underneath a loose, knee length skirt and close fitting top. My make up was done, a touch up of lipstick after the long black wig had been smoothed down and the last of the wine polished off.

I'm always told I look gorgeous when I dress up, but I'd never been out before. Before it had just been for other people in private,... Continue»
Posted by amylee-jones 7 months ago  |  Categories: First Time, Shemales  |  
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Devina is caught

Devina is caught
‘Oh my GOD what that hell are you doing’ screamed my wife…

It was I suppose a very good question, I was sitting at my pc looking at a picture of a man dressed as a women, with his hands tied behind his back while sucking another mans cock. To make matters worse I was dressed in a short blue mini skirt and white blouse, black stockings and patent black 4 in heels and to cap it all off my wife’s black trench coat. Very much the slutty look.

But let me explain a bit. Ever since I cam remember I have had a fetish to wear women’s clothes, especially raincoats & Macs. As I g... Continue»
Posted by Devinatv 1 year ago  |  Categories: BDSM, Shemales  |  
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My First Time with Brian.

Heya there boys and girls! My name's Nicole and i'm a pre-op transexual from the UK, by chance I came across this website about a month ago and despite noticing that most of the user's seem to be madly perverted (lol) the rest seem civil enough to the point where I thought, "why not share my stories?" Who knows? You might just get a kick out of them. ; ) x

Back when I was 17 I had been cross dressing for just over a year, I was never tall (5'5 if you must know) and didn't have a masculine frame to boot (I guess I was always meant to be a girl - clearly haha) ANYWAYS one weekend when I was o... Continue»
Posted by NicoleB90 9 months ago  |  Categories: Anal, First Time, Shemales  |  
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Woke up in a fuck

This is a small story so dont get pissed off k?

Wednesday 2:00 AM
I woke up not realizing where I am and looked around.
I saw panties,boxers,bras,and about 5 guys fucking sl**ping girls (3 girls) i saw that my shirt and bra was off but my skirt remained untouched.
somehow i was atracted to them fucking so i watched and jacked off. About 5 minutes later i came over a guys sl**ping face. then i thought,"Why not try it out?" So i slipped on a rubber and got some lube and carefully slipped in and fucked him. It wasnt long b4 he woke up as soon as i took my rubber off and came on his face ag... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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One experience with two blak men!


Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and sometimes I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Gang banged in bondage by shemale co-workers

I had just got home when my cellphone started to ring. When I anwered I heard my boss on the other end of the line. And she told me to come to her house for some "Fun" in a very ¨seducing voice.
After I took the buss there and walked up her driveway I kept wondering if my great looking boss and her sexy secretary was gonna tie me up again. The first time had been a real suprise but I had still enjoyed it in the end.
When I knocked at the door her secretary opened it and beckoned me in.
When I came into the living I came to the conclussion that I would be tied up again. There was bondage equ... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  
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The Hotel Part 1

I knew when this started it would be like nothing I had ever done before. I drove up to the hotel early friday morning. I was checking in for seven days.
Seven Days of non stop pounding of my asshole, Strapons, Crossdressing, f***ed fem, huge dildos, and giant buttplugs are just a few of my fetishes, and I expected every fantasy to be fulfilled this week.
As I pulled up under the awning of the front enterance I was met by a woman in a French Maid uniform. I introduced myself, and said I was checking in fo rthe week. She smiled, as she opened my car door, helped me out of the car, took my ba... Continue»
Posted by NJStraponLover 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Tammy's Fantasy Field Trip

Tammy's Fantasy----a short story
A pretty cross dresser goes camping alone in the high country. Thinking he/she is all alone, she dons her favorite outfit which happens to be a lot like the one worn by Julie Andrews in the Sound of Music, only very much shorter and frillier. It is a perfect day as the sun is shining and there are some fat clouds drifting by to provide a short relief from the suns rays. She decides to walk out in the green meadow away from the trees where she is camped. As she nears a bubbling brook, she thinks she sees something move over by the bend in the creek that h... Continue»
Posted by cdtamara 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Trapped and Trained Sissy Ch. 18

Trapped and Trained Ch. 18
I don't remember much to how I got here from the previous night, mostly just flashes. I remember the limo pulling into the parking garage and seeing the redness behind my eyelids as we passed under the various lights before it crept to a stop in front of the elevator. Mitch climbed out, then Vivian stirred me awake and led me out, still wearing just my red latex leggings, gloves and black heels, dried cum sticking to my legs and pulling at my skin as I walked. Mitch quickly slung me over his shoulder and strode to the elevator, his hand resting on my ass as he walke... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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OHGirl & Velvet: Expecting Sex Addicts

OHGirl:

Warm spunk filled my mouth in large blasts as I swallowed down each sticky gulp quickly, making room for more, while I kept my lips tightly wrapped around my current sex partner’s throbbing shaft. I was rubbing his balls with one hand as I stroked his long, brown cock with the other and milked him for more warm nectar. I had no idea who he was, but he had been staring at me while I shopped for croissants that morning and I led him to an alley where I offered my services. He had paid me 80 Argentine pesos, which was equivalent to $12 US. That was all he had after purchasing his coff... Continue»
Posted by ohgirl1 1 year ago  |  Categories: Voyeur, Hardcore, Shemales  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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TRANSEVOLUTION


People think I'm complicated

I'm not complicated as much as I am free of discrimination and others opinion over the true identity of who I am. See regardless whether one agrees or not I am not male, nor am I female either. I exist in a truth that is outside sociological normality. Our society got stained with the residue from over thousands of years of misleading. ONE small faction of mankind tried and semi temporarily successfully created a definition that has tried to eliminate the true existence of ALL people. (temp because: it is statistically logical that over that time technology an... Continue»
Posted by TSKristy 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Trip to The Nashville Gloryholes

When I lived in Nashville, I never did totally “trannie” up, but I would just go"gay boy" with some white short shorts, maybe hot pink panties that show thru, some mascara, a little base and blush, flip flops with hot pink toe nails. I would visit every glory hole (when they were still there ). My shaved legs were tanned from the summer, the girls and guys were checking my ass out. Got a grin from the token sales lady and headed back. (the first one was the 5th Ave Bookstore everyone has a hard time finding). Saw a hot black guy in a booth, peeked in and pretended to not know how to operate th... Continue»
Posted by CuteGuy2Use 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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show me her cock

I hadn't done much partying .I was a mum all too young and a good one .But now theyve fled the nest and I am catching up on lost freedoms .
I am a single women we got on great except 10 years ago I lost them forever.A car crash.It took years too feel anything like horny.Id try sometimes really hard
spending good money on pumps pills and penis props .I was showing flesh to debt collectors and all in aid of getting turned on.
The only thing tat worked was a growing facsination with a new girl in opposite appartment.Why I felt hardend nipples and aclitoral buzzing as I had to... Continue»
Posted by looberry-Cunt 2 years ago  |  Categories: First Time, Shemales  |  
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first time public

My First Time In Crowded Place As Cross Dresser

about 2 months ago, i got up the courage to go to a crowded public place dressed for the first time
i put a post on craigslist saying where i was going and what i was wearing
then i drove to shopping center parking lot and dressed up in the car, make up, red lip stick, red finger and toe nail polish, blond wig, ear rings, necklace, rings, watch bracelets, thigh high stocking and gatrer belt, black 5" heels, black mid thigh dress
i drove to a closer parking spot and took a breath, put on sunglasses, grabbed my purse and stepped out into publ... Continue»
Posted by cdamanda 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  
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Deep sexual fantasy part 2

I Know it been since last year since wrote about my bring up, and in that time space I have done a lot more.

So remember i was saying that in part 2 I would talk about my fantasy....well to my luck it came through :).

On a cold winter Sunday, coming from a business meeting i made my way onto the Tram from Roosevelt island to Manhattan, trying to find my way to the A Train to get to 181st in Washington heights. Being new to New York i had a difficult time finding the A/C Train which i eventually found, which is at Columbus Circle.

Reaching to my friends house, lets call her Nancy (whic... Continue»
Posted by Caribbean_Freak20 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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