Shemales Porn Stories
Page 79

SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur

I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.

For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a beautiful girl standing at road side. I found myself alone at the road surrounded by a bevy of... Continue»
Posted by fukkerguy 2 years ago  |  Categories: Shemales  |  
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Natalie strikes again!

I was out running some errands on this sunny Southern California Saturday afternoon when Natalie called me. It was great to hear from her since I hadn’t seen her in a few weeks. She asked if I was busy this weekend and even though I had plans, I told her that I was free. I’d basically drop anything I was doing if it meant spending time with her.

If you haven’t read an of my other stories, Natalie was my carpool buddy, then my lover, and now we’re just in kind of a friends with benefits situation. I still say she’s my perfect lover but there’s no way it was going to become a fu... Continue»
Posted by ocmike 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa.

We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns me on - especially shemale cock. Somethings are better left secret.

I arrived at the hotel th... Continue»
Posted by seizetheday 3 years ago  |  Categories: First Time, Shemales  |  
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3 Sissies at Lake House have Fun

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 1 year ago  |  Categories: Hardcore, Shemales  |  
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Gloryhole Gurl Part 1

Making of a Gloryhole Gurl! Part 1
By Kristy

Just Like in any marriage after fifteen years ours was getting pretty routine. Every three months I could have sex, in the missionary position, with her wearing flannel Pj’s. Even in the summer she would wear long pants type pajamas and when I would buy her something sexy she would just say it’s not my type and never even try it on! It was only six months after our marriage that she told me she doesn’t like to have oral sex!
Well like any red-bl**ded male I started hitting to gentleman’s clubs around town. The sight of t... Continue»
Posted by kristygurl 5 years ago  |  Categories: Shemales  |  
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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 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Fresh Pussy and a Shemale cock!

We all meet people who turn us on, and make our cocks hard or pussies wet, and i was lucky enough to meet a hot straight girl at a party awhile ago. we really hit it off, and i asked her if she wanted sex, and she said yes, but only a hard cock... I had to tell her that i was a shemale with a 7 inch thick cock and would love to fuck her and eat her sweet pussy. She did not seem shocked, but said show me, so we went upstairs to the host's bedroom, and i pulled out my cock and bam, she did not waste any time, getting on her knees and began to suck my cock. I quickly got naked as did she, she had... Continue»
Posted by cumsquirter 4 years ago  |  Categories: Shemales  |  
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Becoming Emily - Part VI

I was awoken the next morning by an annoyingly high pitched beeping sound. My first instinct was to reach over and slap the alarm clock but when I did the beeping tone didn’t cease. After a quick peek out of my window I saw that a moving truck was backing up to the Davis house next door. It had been empty for the last 6 months and I had mixed feelings about the idea of having a new neighbor. In a huff I collapsed back into bed but not 5 minutes passed when my phone rang.

“Hello?” my one was a mixture of sl**piness and annoyance.

“Emily? Hey It’s Lilly. Did I wake you?” hearing her voice ... Continue»
Posted by taboo_daddy 3 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Jesse's Dream Job

Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about the qualifications for the position and they were looking for a guy with his build. It was even listed first in the qualifications and typing was considered a ‘bonus’ ability. Go figure.

When he had arrived the receptionist called his potential employer on the phone and told him that Ms. Angel w... Continue»
Posted by SCARFACE12 4 years ago  |  Categories: Shemales  |  
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Old Black Carl (part 4)

Old Black Carl (Part 4)

There was no getting around it, now. Carl had total control over me with those photos, and I knew it. So many things could go wrong. Carl told me to clean the house before the football game started. He sat in his recliner and watched as I performed chores. It was hard to concentrate because, not only was I scared about the pictures, but Carl’s enormous cum load kept dribbling down my leg. It felt like there must have been a quart in there. After I had finished, Carl told me to shower, and to work on my makeup. He said it was going to be VERY important that I did it w... Continue»
Posted by cocksucker4bbc 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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my first tranny pt. 2

it hurt so bad but felt so damn good. I told her just to stay still so I can get use to it. get use to having a cock in my ass. that was a totally new feeling. it was something I always wanted to try. now I was.

she slowly started to move back & forth. not really pulling out, just enough to make me feel better about it. she was stroking my cock, which was rock hard. I could feel her balls on my ass. deep down i was freaking out. this is really happening. I knew that coming here I was going to fuck some ass. not get my ass fucked.

eventually, I got use to her cock in my ass & she was pu... Continue»
Posted by radec_24 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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My first and only..

I contacted her on a chat line, we arranged to meet she was working as a nurse in london and was from the Philipines. I met her at her flat rang the bell she opened the door wearing a red dressing gown, I could see the cuves of her body and her beautiful cleavage was showing. She had long black hair brown eyes and was stunning, she invited me in and asked me if i thought she was pretty, I said i think you are beautiful she drooped her dressing gown to the floor and was just wearing stockings. Her lovely tgirl cock hard as anything was staring at me, my dreams had come true. She whent to the ki... Continue»
Posted by yesyesyesplease 2 years ago  |  Categories: Shemales  |  
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Mysterious Feminisation

After a few months of my ‘relationship’ with Stefan I realised that I had irreversibly crossed over the border between being a straight guy who liked to experiment with cross-dressing into being… well, something else. I am not sure exactly when this realisation hit me. Was it when I was pulling on a pair of tight girly jeans that I would pair with high stilettos and found I was not thinking how I might look in the mirror and how the clothes felt to me, but how sexy my ass would look to him? Or was it when in my day job I could still feel his cum still swimming around in my stomach from the nig... Continue»
Posted by tricked-sissy 3 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 7 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Episode 16 - Becki in Chains

Crowded pub in Newcastle
A couple sat at table in the pub, when 2 gorgeous chicks walk in, stand hips touching at bar. Man cannot keep his eyes off their long legs and tight denim-clad bums, wife notices his gaze. "Stop drooling, they're much too young for you... wait a minute isn't that blonde Becki from your favourite porn site?
"How did you ...?"
"Easy, just click on your Most Visited page on Chrome; you really should be more careful on the Junior Porn Club site " she said raising her voice slightly.
Becki and Molly's ears pricked up, giggled and brought their drinks over.
"Can ... Continue»
Posted by dasx 5 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Michael's Prom Night (A Chrissie Conway Story

Micheal’s Prom Night (A Chrissie Conway Story)


Kelly and I are home for a few days and were staying at Kellys' mom’s house as usual. All week long all her b*****r Michael can ramble
on and on about is the senior prom coming up this Friday night. He and
Two of his buddies decided to pool their money and talked Kelly into renting them a Cadillac for prom.
When any two of them are together all then talk about is how they are
finally going to laid on Friday. They been waiting the entire school year for prom weekend because the popular myth is that even girls who don’t “... Continue»
Posted by chrissieCD 3 years ago  |  Categories: First Time, Shemales  |  
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Sweet transvestite

Sweet transvestites from transexual transilvania.......sweet transvestites..... I don't know about you but I love Rocky horror picture show and in particular I really love that song, why you ask? well for starters it has to do with the fact that I myself am a transvestite a crossdresser if you will and yes I am still one even though I have not dressed in a couple of years, see the thing about being a TV/CD is that you will always be a TV/CD. No matter how straight you try to act, how many times you purge that feeling will never go away and it will creep up on you again and again, and this is b... Continue»
Posted by alex_boycd 2 years ago  |  Categories: Gay Male, Masturbation, Shemales  |  
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Theater gangbang of cockslut Kitty


I drove to the old-and-rotten-unofficially-turned-adult-theater that I had been too before, parked and headed in. I walked in, went to the counter to pay and the clerk gave me a once over.

"Ladies are free on Friday nights," he said.

Did I really pull off the appearance of a girl? "Oh, I'm not really a girl," I said, not wanting to cheat the establishment out of revenue.

"Hot stuff, you are close enough for my tastes," he said with a dashing smile. "Have fun up there." He then winked at me.

He was a cute boy, maybe mid-twenties, tattoos, and hoop piercings in his ears that stretc... Continue»
Posted by CumLovingKitty 3 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Mature, Shemales  |  
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