Shemales Porn Stories
Page 3

Book store cock slut..

I would like to confess somthing that happend over the holiday weekend.
It was a saturday night and so hot and boring that i had 2 get out of the
the house and have some fun.I decided to grab some things from the
closet and head out the door for the evening.I drove out to a very peaceful
forrest preserve on the way 2 my favorite adult book store.
The cool breeze felt good on my shaved legs and body.
I drove for about 3o min and arrived at my favorite spot.
I smoked some bud and watched some sexy bitch getting
gang banged on my portable.I started to carress my b cup
tittties and brush... Continue»
Posted by rudedog69 5 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Martini affair

I was having a drink at the crowbar in Chicago when I noticed her amidst all the gaymen around. After being pissed by all the rude and intrusive men I had found secluded spot at a lonely bar stool by the counter to enjoy my Martini. I was wearing a tight hip hugging jeans and a tanktop to flaunt my navel and stomach.

She came aside me and asked for a wine. "White" I heard her stress to the barman. She looked at my colorful drink and asked "What are you having"? Martini I said quickly running my eyes over her curves. "Pretty hot gurl" I said to myself. But i was in no mod to socialize. The ... Continue»
Posted by socuri 5 years ago  |  Categories: Shemales  |  
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My Preference for Girls didn't change

When I decide to finally go into my transition, I kinda felt I might think differently about boys. Well I guess I do some. I like gay boys or more feminine boys now than before I started trans, but I find I still like girls. Most trans girls I know now prefer to have sex with boys. Maybe I'm confused, but I kind of like sex with girls and trans girls more now. So lemme go on.
Last weekend I was sharing a house with a friend and decided to go out to the pool. Cate was going shopping and asked me to watch for the doorbell because Trista was coming over. I had heard some talk about Trista from... Continue»
Posted by Ceedi 5 years ago  |  Categories: Shemales  |  
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The Martini affair - Part 2

She picked up two glasses of the cocktail she had just made, and walked up to me. She, now just in her red panties which was already stained by the drops of her seeping precum. As she walked towards me my eyes were just stuck on that patch and the outline of that strong piece of meat beneath that. "Here" she said bending down revealing her big round tits cleavage, extending the cocktail to me. she sat next to me and said. "Oh I remember you saying you were a different kind of a girl, what did you mean"? She was smiling wickedly as I bend down my head, blushing not knowing what to tell her. She... Continue»
Posted by socuri 5 years ago  |  Categories: Shemales  |  
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Out of Town Meeting



Dinner was seamless, the food, the music, the wine, the company. Tony’s out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He’d met up with Chantal, a woman he’d met online a few months back. They’d hit it off and started talking on the phone. It was a casual thing; neither of them stopped seeing the people in their lives and neither of them had a desire to take the relationship to a different level. They both enjoyed the same kinks, they had some late... Continue»
Posted by AfroerotiK 5 years ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Summer Fun

*Crossdress Story*


Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating away as it burns down your last pair of batteries.
But alas, it's the position i'm in and somehow i've made it this far without too many suspicions.
There was the incident a few months back when my mum and dad were at work and I took the opportunity to clean all my sex toys; taking t... Continue»
Posted by KitsuneTV 5 years ago  |  Categories: Shemales  |  
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A Fulfilling Life

A Fulfilling Life

by Abrum Liquor (the first "r" is silent)
(aka Roblon)
07 / 99

Sophia Sappho, a beautiful society woman of 37 years, is having a few girlfriends over for cocktails one evening. Unbeknownst to her friends the hostess has a male washroom attendant available in the powder room.

The first guest retires to the powder room a little urgently. Frantically she lifts her skirt, pulls down her panties and with eyes shut, emptied her bladder. Her eyes open wide as she suddenly hears a man’s voice offering, “Do you require any assistance ma’am?”

Startled, the woman jumps ... Continue»
Posted by roblon 5 years ago  |  Categories: Fetish, Shemales  |  
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When She became He

A Good Friends Advice




"You need a good massage"


You know how it is, when everything is going so well, the only way to go................, is down. Let me explain. It started when I just knew I had to dump my boyfriend, even that was a loose term. The first part was true, in two ways, he had a cock, therefore a boy and he was a boy, not a man and, He, was no longer my friend. He had to go. Then, I had been thinking about how to dump him when I walked into my boss. And knocked him over.........., I was in a hurry. Staying late to get told off made me miss my bus and train connectio... Continue»
Posted by chchboy 5 years ago  |  Categories: Mature, Sex Humor, Shemales  |  
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Sex with Jan (and friend!) part 2

Jan and I then gave each other a smoky blowjob each. Slowly, and seductively blowing smoke over each others throbbing monsters, in between sucking and licking each other gently, tasting each other lustfully, but not enough to tip one another too far. Jans beautiful shiny black mac rustled gently as she pushed me away from her purple glans. 'Redo your makeup up and then I want you to fuck me.' she whispered. So we both applied so much gloss and lipstick, our lips shone like our plastic macs. 'I'm gonna put my cfm heels on.' she said, peeling off her white boots, and retrieving a pair of black p... Continue»
Posted by HonorAnneDObey2 5 years ago  |  Categories: Anal, Fetish, Shemales  |  
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His sexy flies catches my eye

Another routine day was passing as I carried my shopping bags back home. Turning up a side street the late afternoon sun shining I suddenly encountered the most sexy guy I had ever seen. He was so cool that I hadn't even seen guys on TV as cool and good looking as that.
He was an Asian guy in his mid 20s tall and with a really muscular and well toned body. He had a confident air about him maybe with a touch of manly arrogance too born of an awareness he had that he was a big guy. He was with two other Asian guys and together they maybe looked the sort of guys who knew they were big and used ... Continue»
Posted by emma66 5 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Tranny whore Samara Rosetti at a Trucker's jo

Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart.
He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no bra, and absolutely no panties. I dressed as he demanded with one exception. I wore red lace panties, thinking that if he got far enough to see them, he wouldn't care that I wore them. I'm an idiot.
I met him outside the bar. I was standing there he pulled up in a tuck. He stopped and told me to foll... Continue»
Posted by Sexysamara 5 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Too Much is Not Enough

Disclaimer: Hey, reader, do me favor, don't steal my work! All of my work is copyright of me, Luca77. Alright got that out of the way, don't think anyone would anyways.

Disclaimer 2: If you're fascinated with numbers, aside from height and a few others ("and she had 42DDD breasts and he had a 22" dick") look elsewhere or become a mathematician.

Hello reader, allow me to introduce myself. My name is Tracy Rose and I'd like to tell you a little about myself. In your world I would be referred to as a hermaphrodite, having the genitals of both sexes. Here though having both is not uncommon ... Continue»
Posted by Luca77 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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A Different Kind of Woman pt1

As I was leaving work, a car stopped at the corner in the drivers seat was the most sexiest woman that I have ever seen. She had a pair of breast that was to die for, and legs that seemed to stretch for ever, and a smile that would bend steel. She saw me looking at her, probably with my mouth hanging open, she smiled and sorta of waved than drove off. I could not get her out of my mind, when I got home I jerked off thinking about her.
Two nights later I was at the corner waiting for the light to change, the same car pulled up, as I stepped into the streets, she moved forward just a little... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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First Time Dressed… at an Electronica Conce

I had been dressing as a girl to get off for some time now. For some reason there is nothing that turns me on more than a tight little cotton thong stretched across the bud of my asshole, holding my tiny little boy toy down where it should be. Over the years I’ve slipped into my mom and s****r’s underwear drawers while they were out and stolen the sexiest piece of clothing I cold find, most likely leaving them wondering where all their stuff went. This practice has gradually become a longer and longer as every time I do it I have a hard time taking the clothes off. Within the first few times,... Continue»
Posted by Cleveland2dc 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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transvestite in trouble 4 - the internet porn quee

Bright light filled the room, waking me from my unconciousness.

so bright it took a while for my eyes to focus. When they did the first site i saw was myself, in the wall sized mirror opposite me, strapped to the chair. It was me only now i had masses of long blode hair, tied up in 2 pigtails, loads of black eye make up and long false eyelashes, and big bright red lips. A new ball gag in my mouth, I was wearing a pink latex basque, white stockings and red slutty shoes, 6" heel with a 2" platform. I had on no panties, my cock was now locked in a heavy, metal chrome device, and there was som... Continue»
Posted by hornyTVluvr 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The woman I found

I found the woman who I loved the most and understood me better than any one I had met before...tha woman is me....what a relief to be the person I was meant to be and not have to cry myself to sl**p and wonder why I loved silk, satin, velvet, high heels, make up and men who were attracted to me when I had the need to show off my inner Allison....the women with red hair and green eyes and the stuffed bra and the tucked cock....I hated body hair and having to shave,,,,and wanted Allison 24/7 no Roger to see in the mirror.
I worked on my voice and my smile and then a great friend who was a cla... Continue»
Posted by allison_d 4 years ago  |  Categories: Fetish, Shemales  |  
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Dressed in holiday style I

Dressed in holiday style I

I watched the speed limit, which is unusual for me, as I pointed the car west towards the Evil City. It was about 1:30 a.m. and dark on the interstate that stretches across the prairie, so I was wearing a black mini-skirt, fish-net garter stockings and my four inch stilettos as I drove through the night. Beneath my soft cashmere sweater, I was wearing a black silk chemise and I kept the cabin of the car cool so that my nipples were erect through the silk fabric.

I usually don’t dress and drive, but it was a special occasion. I was about to lose my virginity ... Continue»
Posted by prairieFreak13 4 years ago  |  Categories: Shemales  |  
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Who got lucky last night PT.1

This story is complete fiction.

He awoke at 2am, throat dry and scratchy and with a hangover the size of Jupiter. He removed the comforter and saw that he was naked, he usually never goes to sl**p naked unless he had gotten some tail. He didn't discriminate against who he go his tail from. Man, woman, old or young, teenage boy or girl. His theory on the whole thing was basically the same as every other logical person. If they could shoot spunk from their young throbbing cocks or if their sweet tight cunts bleed every month they were free game. He believed this religiously.
... Continue»
Posted by james_jones_03 4 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Dressed in holiday style II

I was up by 1 p.m., showered, changed into some fresh panties and donned some hated boy clothes to hit the streets. I stopped by a local coffee shop (not the national chain-brand type) and over a mocha latte the barrista was kind enough to give me a few pointers about where she thought the best holiday lights in the city could be found.
I tipped her handily for the information and then went to my fave camera shop, where I chatted with the proprietor a bit and bought a couple of new high speed, high definition sim cards. He also gave me some tips abut possible locations so I spent the... Continue»
Posted by prairieFreak13 4 years ago  |  Categories: Shemales  |  
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caught cross dressed part 3

The next few days felt like a lifetime for me. I couldn't sl**p at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bastard's cum - it was as if that taste was permanently embedded in my ataste buds now. The back of my throat was sore so it hurt to speak and my pussy... no, my ass, as I had reverted back to calling it... was sore from the repeated violations it suffered.

I went through a list of possible ideas to... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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