Shemales Porn Stories


I was 18 high and d***k when i stumbled onto a tranny hooker neighborhood and i stupidly picked up a sexy girl not realizing she had a huge 9in uncut cock and was almost twice my age!! I'm 18 thin great body lots of girlfriends and this night changed it all!!!!!

i went back to her place and we got naked and started smoking and parting and listning to house music and thats when i realized that i wasn't the top in this situation!!i was gonna bottom !!!! she dressed me up and shaved my ass and legs and head, put a wig and fishnets and a skirt that was really 2 short and black t... Continue»
Posted by LosAngelesSissy33 2 days ago  |  Categories: Hardcore, Shemales, Taboo  |  
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First Time With A Guy And First Time As A Gurl

worked summers in a factory by my house when I was in college. Nice, clean summer job. Charlie, the Chief Engineer was my boss. He played Div. 2 college football and still was in great shape. Thick arms and legs, big hands, broad shoulders. He was going a little bald, but otherwise...anyway. I wasn't into guys, so I didn't notice those little 'things'...signals, whatever. I had a somewhat steady girlfriend, but she went abroad that summer.
Being 19 I was, it seemed, always thinking about sex. Loved jacking off to the 'Men's Magazine; I found in the guys locker room. I especially found the Fre... Continue»
Posted by keripinkpanty 2 days ago  |  Categories: First Time, Shemales  |  
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Tranny orgy

You can live with someone and never really know them.
I was running a car wash in West Palm beach and every day I would take lunch at a cafe down the Blvd. The food was good, and cheap and I had the hots for Debbie, this built to the hilt redhead chick working there. She wasn't any great beauty but she had a body to die for. 36 DD tits. big hips and thick legs. Just my type. After a couple weeks I got the nerve to invite her to TGI Fridays for some drinks.
After a few, she started talking about her past. She was on parole from Ohio for cocaine trafficking. I found that interesting because a ... Continue»
Posted by kwhagie 2 days ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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My t-girl experience

so I FINALLY got with this t-girl named Chrissy, turns out my gay friend from school Martin calls me up, he's like, ya wanna go to this special club with me? oh yah! :) so I meet him there & he's def'ly dressed as queer bate! lol I wore a skirt & a cute sleeveless top cause it's still hot as f*ck here even in october, Martin's in white shorts & a pink golf shirt. he flashes me his undies outside the club, he's wearin like, the tiniest thong - ever! plus he's already hard. so I'm like, you want some relief on that before we go in? he goes, hell no, I'm not shootin my wad unless I'm sitting ... Continue»
Posted by surfsup18 3 days ago  |  Categories: Shemales  |  
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A Wife's Revenge

"What the hell is this!"

Michael Landers turned slowly toward his wife. She had been changing the sheets
on their bed when she came across an unexpected surprise. When the couple
finally stood face to face, Michael noticed his wife of three years staring
back, her left arm pointing straight at him with a purple bra dangling off her
index finger.

"Well, um, it looks like a bra," Michael answered.

"Ya think? Gee Michael, I never would have guessed if it hadn't been for you.
What I really want to know is who it belongs to and what it was doing underneath
your pillow."

"Wha... Continue»
Posted by lana100 3 days ago  |  Categories: Shemales  |  
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The College Fantasy Part 3 (Futanari)

I was on my back in the bed. My head was at the edge and she stood over me stroking her massive fleshy cock. I was transfixed by her luscious tits and the warm tingling was intensifying. Her words, "open up my little cum slut," echoed through my mind and I could only resist a moment. She slapped my face and as I opened my mouth in pain she filled it with her massive futa dick. "Thats a good cum slut, take your time and enjoy my cock." She spoke slowly as I imagined the smile on her face.

I could see nothing except the space between her legs. He cock was long and fat at best I could ge... Continue»
Posted by fictiong 3 days ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Confessions of a cross dressing slut

Following up on my previous post.
Just to recap......

I had just had my first experience of sex as a cross dresser. My first kiss, first time my ass had been tongued, first time of sucking cock and first time fuck.
I had the taste for cock now, taste for cum. I loved it!!

I was now in the taxi home with all sorts running through my great last night was, how much i turned him on, how much i was turned on, what to do well as knowing this flirting taxi driver would love to fuck my ass.
We exchanged small talk and he flirted a little, passing compliment after com... Continue»
Posted by mileslong34 4 days ago  |  Categories: Gay Male, Shemales  |  
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I had decided it was time, finally, to try the experiences I had dreamed
of my whole life. I had been a secret crossdresser since I was a c***d,
and had hidden this side of me from my wife and c***dren. The last few
years of my marriage had been empty, staying together mainly for the
k**s and a kind of inertia. But now, they had grown up, married and
left the area. I knew I would only see them infrequently. With their
departure, my wife and I quickly came to the realization that we were
better suited to live apart, and the divorce had been quick and
am... Continue»
Posted by klammer 4 days ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  1

My Story

My Strange story

Sylvia Wechsel

Prologue - Unemployed

I'm staring for the n-th time at the computer monitor. The browser is
open in the "Work with us" page of Biogen Technologies, a private company
which describes itself as working in "cutting edge genetic therapy

There are a few offers of job positions and most are technical
(biologist, biochemist or bioengineer places). I positively do not
qualify for these, but at the bottom of the page there is a phrase: "we
are a equal-opportunity gender company." It is clearly directed to the
te... Continue»
Posted by klammer 4 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Fran Avatar

Damn, that hurts! And it stinks too! No escaping either of it. The pain
and the smell don't seem to be affecting my cock though, my meat is
rock hard. So's my master's, buried deep within me. He's enjoying this.
Probably more than I am - and I'm about on cloud nine! With every touch
of that electrolysis wand I keep going further onto that cloud. My
reaction and the fact that it's him who's holding that damn thing is
what's keeping him hard inside me even with his moving around for any
friction. Just the thought of it all. The thought o... Continue»
Posted by klammer 4 days ago  |  Categories: BDSM, First Time, Shemales  |  
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Gloryholes and hot cum

I was young when I first started to think about what it would feel like to have another mans hot cock in my mouth. I used to fuck around with this guy all the time at his parents house. They would be sl**ping upstairs meanwhile we were 69ing on the queen cot down stairs. I would sl**p on the floor and I laid in wait for a quick tug of my shirt, just to raise up and stuff this thick monster in my throat......soon it turned into me fucking him up his ass. Which felt amazing sinking my hot thick cock deep into his waiting ass was pure bliss for me and even though i never not had luck with th... Continue»
Posted by chuckdawg802 7 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Doing Time

Keno Reese finished his lunch of a chicken patty, one slice of white bread, baked beans, apple sauce, and two-percent milk surrounded by the other three hundred plus inmates at the prison. He walked his tray up to the front and hurried to his cell to sneak a quick call on his contraband cell phone. The former d**g dealer asked his mom to put a few dollars on his books via Green Dot. She agreed to send him fifty right then. He waited on the phone as she completed the purchase online. Then, the five-foot-ten-inch, slim light-skinned biracial brotha walked out of his cell and onto the yard.

Ke... Continue»
Posted by faggyboi 7 days ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Going to the Gym

“I’m headed to the gym, baby,” the six-foot-three-inch two-hundred-sixty-pound Black man said to his wife of seven years.
“Ok,” she replied barely looking up at her beefy, brown-skinned husband. “I’ll be at the hairdresser by the time you get back.”
“Alright. See you later,” Darius Woodham smiled.

The former Division One linebacker started his black metallic 2012 Ford Expedition and backed out of the driveway. At the end of the street, he stopped at the intersection and pulled out his phone. He sent a message to the person he was heading to see.

Three months prior, Darius was watching ... Continue»
Posted by faggyboi 8 days ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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My first time as a Crossdresser

Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch dildo.....although i still struggled.
I felt so hot. So right.

I had been chatting with other CDs and m... Continue»
Posted by mileslong34 8 days ago  |  Categories: Anal, First Time, Shemales  |  
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Rent due

I was desperate. It was the fourth time in the past six months I was late with rent. When I told my landlord he just looked at me. He told me he would give me one more week to come up with the money if I sucked his cock. I quickly refused and he just laughed. “Fine”, he said. “Rent in full by this evening or the eviction notice will be on your door in the morning.”
I gave in immediately, really had no choice. I started to get on my knees and he laughed again. “Oh no, Princess” he chuckled, “I want you all dressed up and pretty.” I blushed. When he had come to do some repairs a few weeks earli... Continue»
Posted by keripinkpanty 8 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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The shemale and the studio part 2

We had been doing some group photgraphs of a f****y. I moved to the desk to write out an invoice! George was still very old fashioned about some things! As I dated the invoice I suddenly realised that i had been working for George for a year now! Later when we were alone I told him. He looked surprised. He nearly said something to me but changed his mind! Something was happening to George and I suspected his partner Robin was behind it all.
He suddenly asked me if I would be free later on, there was something he needed to discuss with me> I said yes of course I was free!
Things went very qu... Continue»
Posted by dasilva1672 10 days ago  |  Categories: Gay Male, Shemales  |  
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In honour of an ex-girlfriend of mine (yes, I know, but I do ocasionally like women as well, if they have a nice curvy arse and a penchant for Lycra and Tights) I slipped into my jodphurs and tights mask. A lot of men I've been with love this look when I'm wriggling on their nose.

I'm reminded of an old flame of mine who I had an affair with years ago. It was probably her that got me into jods. Roberta was seeing a friend of mine when we hooked up. She had a Drew Barrymore look about her and a curvy arse which always looked hot whenever she wore jods, cycling shorts or those stirruped ski p... Continue»
Posted by leotardlust 10 days ago  |  Categories: Anal, Fetish, Shemales  |  

Owned sissy girl of dom couple Part 1

I met the mature dominant couple that I now call Mummy & Daddy on the internet. I am a 52 year old sissy who loves to be dominated, feminised and made to be a humiliated mincing sissy slut.
Their ad said they were looking for a full-time live-in mature sissy plaything. After we made contact they invited me to their house. I was instructed to bring any sissy clothes with me and to refrain from orgasm for two weeks prior to my arrival - a daunting task to say the least...
They answered the door together - he was a tall very masculine mature man in a suit, his trousers had a large bulge at the... Continue»
Posted by andrina62 10 days ago  |  Categories: Anal, Mature, Shemales  |  
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My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a tranny

I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the tranny porn was the best. The idea of having a beautiful woman fuck me was very very exiting for me.
... Continue»
Posted by Pepmeister 10 days ago  |  Categories: Anal, First Time, Shemales  |  
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hey guys and gurls...this is a story i wrote after a proper camsession i had with my former onlinedaddy...i think some of you might knew him...c2cmaster...he had his own slutstable with a blog where he posted plenty recordings he mad while viewing his sluts on webcam...i found this in the depth of my harddrive and thought i should share with you...enjoy!!! This pic was originally shot before daddy popped online!

First of all I have to say that fully dressed long sessions with daddy are very rare. So anytime we planed... Continue»
Posted by TVgirlyJenny 11 days ago  |  Categories: Shemales  |  
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