Shemales Porn Stories
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Sissy gets first taste of latex, cock and spunk...

She imagined herself as a latex attired Dom with black thigh length boots, red corset, fishnets and a big black strap on cock who started by licking around her slaves balls and then behind them. She fantasised about curling her tongue into his dirty tight ass while she wanked him off, her tongue getting deeper and deeper.....Once his hole had opened and she had lubricated it with a generous drool of spit she slid first one and then two fingers to the knuckle in his tight ‘pussy’ and proceeded to finger fuck him. At first she went gently but then slowly started to pick up pace and vigour, addin... Continue»
Posted by Goosie 24 days ago  |  Categories: Anal, Fetish, Shemales  |  
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First time crossdressing with another CD

This is part one of a story, from a former user. I'd like to read the continuation, or anything else written by them. I enjoy the stories as much as the pics and videos, they all get to the right part of me. Any help would be great.

First Time Crossdressing with a mate part 1


This is a work of fiction, though someday I hope to make it a reality.

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It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting ano... Continue»
Posted by kumquat 24 days ago  |  Categories: First Time, Shemales  |  
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Dichotomy of Life

Shane finished his final touches of getting ready in the hotel room. He made sure the gingerbread candle was lit. He lathered himself with cocoa butter and sprayed some perfume. The five-foot-eight-inch, one-hundred-forty-pound batty boi was so ready to see him.

Driving his silver 2012 Nissan Armada out of the parking lot on his lunch break, Chris headed towards the motel where his paramour was spending the night. He was barely a half-inch taller than Shane and weighed close to the same although he had much more muscle. He had met the brown-skinned vixen at a gas station.

Unbeknownst to... Continue»
Posted by faggyboi 24 days ago  |  Categories: Gay Male, Shemales, Taboo  |  
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The Booster and The Player

Princeton Wells soaked in the garden tub of his master bathroom and sipped on a glass of merlot. He relished the feeling of the bubbles tingling over his brown skin. He answered a text and relaxed some more. About five minutes, he stepped out and dried himself off. He lathered up with baby oil then put on his plush light pink UGG robe he had purchased online from Nordstrom a few weeks ago. He slipped into a pair of comfortable white house shoes and went into the bedroom. He pulled out a red lace thong and slid into them. Finally, he returned for his wine and headed out the door.

Princeton d... Continue»
Posted by faggyboi 24 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Tutor and Jenny (Part 2)

The Tutor and Jenny (Part 2)
by Claude van Feinbode


"Help me," Jenny said. She was crying silently.

"It's all right. Let me help you…." I said.

"Oh…god. I didn't want…I mean, what….your hands are cold."

"Yes. Let me help you stand." I said.

Jenny still had not noticed that her skirt was above her waist. The cold air in the room had made her cock smaller than when I saw it in the briefest of flashes when she toppled backwards in her chair. Now I got a good look and saw that she had no pubic hair. She took care of herself as meticulously as her long nails. If I ju... Continue»
Posted by NiceGuyz4u 27 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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Inmate Succumbs After Seven Years

In the seven years that Damon Winslow had been locked up for home invasion, he had never once had sex with a guy. He was not gay was not about to start just cause he was in the slammer for 10 years. The twenty-eight year-old light brown prisoner swiped the screen of his contraband phone. He was looking at ass pictures of his ex. After getting a hard on, he decided to jack off his fat meatiness. After shooting a decent sized load, he drifted off to sl**p.

The five-foot-eleven brotha was up just before the C.O.s came around to announce it was time for breakfast. He brushed his teeth and went ... Continue»
Posted by faggyboi 27 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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My Friends House. Part 2

The next morning, after I slept like a baby after that great wank. I stood up from the bed and saw my friend is not there. I called on him. but no one responded. Went to the kitchen where I saw this note on the table.
Hi. Just wanted to let you know that I already left for work. So when you leave pliz lock the door after you.
And hide the key you know where. I saw the key on the table. And thought to myself, hmm I'm alone in the whole house right now. His mom was a stewardess on a plane so I knew she would not come home before 2 days again. Wow this is great. I turned around and head strai... Continue»
Posted by HosieryQueen 28 days ago  |  Categories: Fetish, Masturbation, Shemales  |  
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THE NIGHT I TURNED INTO A BIG BLACK COCK SLUT.

To start of with I'm a 19 years bi white male from london I'm a crossdresser t,girl fem boy what ever you want to call it and i love
to dress as a sexy girl/women wear womens sexy clothes skirts stockings panties thongs heels wigs makeup purfume the hole lot.
anyway i have had a black cock fetish for a few years now i have never been with a black man and have only ever watched video's and
looked at pictures on porn sites i love the look of a black cock hot big and fat they are and how they so sexy being brown so and
vainy, but the bell end is just like the iceing on the cake for me, like a... Continue»
Posted by openmindedbimale37 28 days ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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The Pill - part 3

This is the third chapter in the story of my adventures in London, on the day when I took a small pink pill and my face and body transformed into that of a beautiful young woman. However, I knew that I only had 24 hours before the effects wore off and so determined not to miss any opportunity as I had a day of sexual adventures, some planned, some on the spur of the moment. The story so far: I had started my day in the back of a van, in a multi-storey car park, choosing the outfits I would wear during the day, and discovering the wonders of my new female body. I had then greatly improved the d... Continue»
Posted by mallenwc 28 days ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Paw-Paw and His Sub

“When you gone let Paw-Paw back in that ass, baby boi,” the sixty-six year old man asked.
“You tell me when you want, Paw-Paw,” cooed the short caramel-skinned twink.
“Aww, you know I want it now!”
“Come get it.”
“I can be on my way in thirty minutes.”
“Okay, baby!”

Rufus Clark went into the bathroom. He washed up. He put on a two-tone blue and cream long-sleeve walking suit, a pair of brown leather Stacy Adams slip-on loafers, and a brown Fedora hat. As he walked out of the house, he yelled to his aging mother, who lived with him, that he would be back late.

Rufus got in his green... Continue»
Posted by faggyboi 28 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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Thug Uses White Fag

The ice blue 2006 Lincoln Town Car turned into the entrance of the Orchard Estates Motor Home Park. The driver, Royce Coleman, was at the point where he was about to have his cornrows redone. So, they had been taken down earlier that night by his mother when his friend called needing a ride home. He jumped in the car and headed out to pick up his acquaintance from the fast food restaurant. He didn’t mind his Afro too much because he knew his girl would braid it the next afternoon. His passenger said, “Thanks for the ride!”

“You got company tonight,” Royce pried.
“Oh, no! I was just gonna g... Continue»
Posted by faggyboi 28 days ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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The Tutor and Jenny

The Tutor and Jenny (Part 1)
by Claude van Feinbode


Every once in awhile I find myself working as a tutor while earning my PhD. The university offers tutoring to high school students that demonstrate exceptional academic skills. So during the cold winter months I find myself tutoring students that probably never get past first base because they are more worried about their rock polisher or telescope than trying to get in the pants of some beautiful young coed.

Imagine my surprise when a goddess like in a French art film arrived unexpectedly. The door opened and squealed sl... Continue»
Posted by NiceGuyz4u 28 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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sissy blackmailed, gang banged, then ruined.

*This is my first story ever, I have no writing background whatsoever, in fact I failed every English class I ever took.. This is simply my fantasy, with a little bit of my real life experiences mixed in here and there. Parts of this story may be sadistic and extreme.
My apologies if the story is a little s**ttered.. You will just have to deal with it! :)

Please be kind, but honest and let me know what you think.


Chapter 1
The beginning.


Buzzzzz, buzzzzzz... My cellphone vibrated on the night stand beside my bed. I groggily felt around in the dark until I got... Continue»
Posted by submissive_boy1990 28 days ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Morning with the Sissy

Dwight dropped his twins off at their elementary school. He drove the royal blue 2011 Chevy Avalanche as he made a quick call to his wife. He got her voicemail as he figured since she was at work. He was tired after pulling an all-nighter at the plant. But he had one more stop to make. He turned into the neighborhood and pulled to a halt in front of the white ranch-style house where his wife’s mother and stepfather lived.

He knocked on the door was greeted by stepb*****r-in-law. Dwight studied the five-foot-five-inch, one-hundred-twenty-pound, nineteen year-old that was wearing a purple ca... Continue»
Posted by faggyboi 28 days ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Hitch Hiking across Europe

I wanted to go visit my cousin in Germany but couldn't afford it really, but on a whim I decided to go for it, just pack a few essentials and hit the motorway with my thumb out. Anyway to cut a long story short I finally got a lift from a couple in a nice big Mercedes, and started chatting, like you do about everything and nothing, when we came to a service station and they had to fill up with petrol and have a bite to eat, explaining i was kinda broke, the wife says that is okay, we will buy your lunch in return for a favour, and nothing else ......we sat have a meal and coffee, and the... Continue»
Posted by gkaye1954 28 days ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Losing My Anal Virginity in the Gym Shower (True S

This is about my first time being fucked like the slutty, sex-crazed-bimbo I aspire to be, and my introduction to what would eventually be my uncontrollable sissification. I must have been around 13 and had developed a relationship based on fooling around with this close c***dhood friend of mine. He was a year or two older than me, sexually developing much faster than I was at the time. That summer his cock turned into a mans with little warning, and hair started to grow in new places to match the growing sexual needs in ourselves.

It's important to understand how things developed before he... Continue»
Posted by sissymissy00 28 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Dude Looks Like a Lady

Last night I was at a bar for a few drinks with the guys after hockey. We were joking, drinking and playing some pool. On the table next to us was a beautiful woman in her late 20's playing against her boyfriend. She had huge boobs that were spilling out of her tight tank top. I was having a very hard time concentrating on my game because every time she bend over to take her shot I got a huge glimpse of her wonderful rack. Her Boyfriend noticed I was staring and didn't look to pleased. He was also twice the size of me. After I finished my beer I told the guys I was tired and left. As... Continue»
Posted by niagaraguy72 29 days ago  |  Categories: Anal, Shemales, Taboo  |  
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My wife introduces me to submission and cuckoldry.

It took me a while to come clean to my wife about my time before we met. In that time i had been a submissive to a Professional Mistress in the Midlands and it was from her that i developed an interest in both servitude and crossdressing. Mistress/Madam had always insisted that i should be dressed as a woman whenever i was in her presence. After Mistress/Madam and i had gone our separate ways after many years of being together i had to admit to feeling a little alone and deserted and with no direction in my life. i had several relationships and none of them had any idea about what i had been ... Continue»
Posted by oldognewtrix 29 days ago  |  Categories: BDSM, Mature, Shemales  |  
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I Knew I Was A Sissy (Part III)

The following months were pretty stressful. I was afraid that Nick may talk to somebody about me and then my secret would be exposed. At the same time I had to find a way to avoid hanging with those guys without raising any suspicions. I managed that by focusing on my classes and taking several extra ones. Nick didn’t talk so I calmed down. After Christmas I was relieved when my parents told us that we had to move in another neighborhood, that meant new school, new friends and, most importantly, long distance from the old ones.
I kept dressing at every chance; that means each one of the few ... Continue»
Posted by georgette32hk 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  
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THAILAND SEX TEENS MILFS LADYBOYS PART 1

My wife Phil and I decided to have a horny sex holiday in Thailand
We are both bi sexual with a real delight in fucking young girls and boys
Phil is a tall skinny brunette with small but pert tits and gives the impression she is very conservative
but she loves all types of sex play and is game for anything
We decided to holiday in Thailand because you could cheaply buy any sex fun you desired
We both wanted to try everything
We flew to Bangcock what a great name for the worlds sex capital and were met by our individual
tour guide a beautiful 21 yr old Thai girl .She was tall like Phil ... Continue»
Posted by xxxdonal 1 month ago  |  Categories: Anal, Shemales, Taboo  |  
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