Shemales Porn Stories
Page 13

My stepmother has a surprise for me

My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men on the videos, that turned me on so easily.

I was alone one day jerking off watching a scene of Yasmin Lee dominating a tied up guy when something unexpected happened: my stepmother arrived early from her job, entered the house quietly and caught me. Stephanie married my father some years ago, she is a stunning white 30 year... Continue»
Posted by Asmarani 4 months ago  |  Categories: Anal, Mature, Shemales  |  
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Oh My, You Have a Cock...

It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come to think about it I don't think I ever got a good look at her naked. Those are six months I guess I will never get back. As I sat alone in my bachelor apartment, clean for a guy, but still not the greatest place to bring a chick home to, I started feeling sorry for myself. I had a feeling it was goin... Continue»
Posted by Asmarani 4 months ago  |  Categories: Anal, Shemales  |  
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My First Girly Cock

It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind.

This passion started a couple of years ago, while I was surfing on the Internet looking for hot stuff. Immediately I felt something. That first time, when ... Continue»
Posted by Asmarani 4 months ago  |  Categories: Anal, Shemales  |  
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My Girlfriend's Mother Has a Secret

A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-).

Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pride and joys. Normally, this would help her relax and unwind, but tonight, and on several other nights, she found that remained tense. She couldn't get over the feeling that somebody was watching her, for several days, perhaps a week; when she was alone around the house; she'd have an odd sensation ... Continue»
Posted by Asmarani 4 months ago  |  Categories: Anal, Mature, Shemales  |  
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Experiencing the Joy of being Spitroasted

Unlike most sissies, I didn't come around to servicing men for their pleasure until later in life. I started my sexuality like most guys, just looking to fuck as many girls as I could, if for no other reason than to gain experience in sex. Throughout this period of time, my orgasm was what mattered most to me. No doubt a contributing factor to my failed relationships with women. Soon, I started to visit Adult Bookstores and Cinemas. This was a turning point to my sexuality because most of the sexual contact was between me and other men. Still, my orgasm was what mattered most to me and I ... Continue»
Posted by nickelwound 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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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 well enough to pass as ... Continue»
Posted by sissirandi 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Old Black Carl (part 1)


This is a true story that took place just as I graduated from High School. I grew up in a small town, and there wasn't a lot of diversity. I had a very thin, smooth body, and long flowing hair that went halfway to my ass. In those days, I thought I looked like a rock star, and so did the girls. I did pretty well. I met a lot of girls from a town about 20 miles away, and I didn’t have a car. But back then you could count on getting a ride if you hitchhiked, and I did so to hang out with the girls, often. And that’s how it all started.
I was dressed in a pair of jean shorts, sneakers and a ... Continue»
Posted by sissirandi 4 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Old Black Carl (part 2)

Old Black Carl (part 2)
As Carl drove with his arm around me, and me stroking his meat through his pants, he told me that a year ago his wife had died, and that there weren't many Black women around, and the white girls didn't like him because he was older. So his plan was to make do with what he had. He would just make me into his white girl. It was pretty shocking, and scary to me. I wasn't sure how far I wanted all of this to go. But as he pulled into the Adult Bookstore parking lot, he took me by the face and made me look into his eyes. “Are you serious about this? I don’t want to be was... Continue»
Posted by sissirandi 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Old Black Carl (part 3)


After the long night, we slept in late, the next day. Carl made me suck his cock again, and of course, I enjoyed it. He said he had some things to do and that he would drive me home, so that I could rest, and that he would be picking me up again that evening. He drove me home with his arm around me, and of course, he had me play with his big cock while he drove. He dropped me off in front of my parent’s house, and told me to be ready about 6. I nodded, and walked into the house. I knew I probably smelled like cum and sweat, so I went directly to my room. I thought about what I had done. I t... Continue»
Posted by sissirandi 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Turned into a sex slave for Black Men




A few years back I spent time on and off with several
shall we say more dominating types of gentlemen. One of
them, who for this I shall call Leroy, just loved
when we got together to make me totally helpless.
It was our 6th or 7th meeting. Leroy and i had been chatting on Yahoo
and when he found out i was free that weekend he insisted
on coming over later that afternoon.
We talked about when and what he wanted me to be
wearing when he arrived. We settled on 4:00 and I was
to be wearing a red waspie, black fully fashioned nylon stockings,
black bra, short tight black... Continue»
Posted by sissirandi 4 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Playtime Stories Ch 7 - Whored out to BBC

7.

I saw Darren again about a week later and he fucked me and came on my tongue again. I wanted to start a regular thing with him, but he was rarely available. He wanted to get together, but we never seemed to be free at the same time. Later he told me he was married and didn’t want any compromising ties. I understood. I finally talked him into a farewell fuck in which he came in my mouth.

Levonne was a different matter. I have seen Levonne several other times. When I met him with Darren I liked his cock and the sex. Unfortunately for him I was comparing him to Darren who w... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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Playtime Stories Ch 6 - BBC Oreo in a Mo-tel

6.


A lot of my playtime is at night. I start in the afternoon and get partially dressed in lingerie, heels, and makeup, and start to play around. I watch some porn get on an adult phone sex chatline on the female side and get nasty men and even a few freaky women off over the phone. Almost every time I am on a chatline I meet T-gurl lovers and occasionally I’ll put together a play-date. It’s a little risky, but it is very exciting to have a stranger knock on your door and expect nothing more than some nasty no-strings-attached free sex. I have been disappointed a quite a few time... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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Roadside Assistance - part 1

by

D E Collier

I Pulled over in the rain, to see if the girl standing next to her broken down car, needed help.

Checked out her car, and couldn't help checking out the beautiful owner and would be motorist beside it looking flustered. I gave the ailing auto my best imitation of a once over and offered my grim conclusion, "I think you are going to need a tow" and called a tow truck.

She was a damsel in a dress, and I had helped solve her distress.

She stood 5 foot 4 inches, small perky breasts clinging to her American Apparel T Shirt, through some divine lacy creation doin... Continue»
Posted by eddieblueeyes123 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Camping and a Spit Roast

I went on a camping holiday with a small group of friends and it was awful, it was raining, muddy, and there was nothing to do but go to a pub that was nearby. So one night everyone's passed out d***k, and I'm wide awake so I go back out to the pub, and I stay there with my thoughts for a little while, everyone's leaving and it's all feeling very glum, then two girls walk into the pub. The one girl is fairly tall with a very curvaceous body and a noticeably large behind, while the other was relatively short with a much skinnier physique.

I don't really pay much attention, but then they stan... Continue»
Posted by wherethewhitewomenat 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Playtime Stories Ch 5 - Best Leather Sales Lady Ev

5.

Shopping is not one of my favorite things to do. I still want to get there, find the items, buy them, and leave for home or wherever and use the items. However, I am female enough that I always want to have instant gratification and see how the item really looks on me.
A couple of years ago I had just begun to buy good quality “stuff” for my little whore-adventures. I was always awkward doing this because it is kind of embarrassing to buy erotic women’s clothing as a guy when it is plainly obvious that it’s your size. I also noticed that sales people are usually aware of my tr... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Senator's "Daughter"

Some things about life are much better and easier when your father's a rich and successful senator, you don't really need to work for one thing, you have all the time and money you could ever want to indulge in whatever fun you want, others are less good, like being an only c***d in a household where your parents were never around. I was nineteen when the events of this story happened. My father, Senator Mark Feldman, had just been re-elected and was very busy all the time, some times spending days away from home when he had important business to attend to in the city. My mother, Madeleine Fel... Continue»
Posted by drew1207 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Met 2 s****rs with a secret

Synopsis: First of all, I want to apologize. I konw it's been a really long time since I posted anything. I just haven't had much time to write. However, I think you'll find this story worth the wait.

This story is about a young man who heads off to college in New Zealand and meets two beautiful s****rs. Before long, a relationship develops between our hero and one of the s****rs. Of course, if you've read any of my stories, you know there's more to this girl than meets the eye . . .

* * *

I want to get one thing out of the way before I start my story: I'm not gay. It's not a denial t... Continue»
Posted by drew1207 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Horse Cock Girl 6


A few days after going to the club with Lucy and Scarlet, Amy was on her lunch break at work, thinking deeply. A lot of things that had happened or been said that night had stuck in her head and it had been bugging her since. Everything she was thinking about was to do with her relationship with Lucy and Scarlet.

She'd been thinking about something since even before the club: marriage. She loved Lucy and believed that Lucy lover her too. She was, however, wondering if, were she to ask Lucy to marry her, Scarlet might get jealous. Amy didn't want that, because both she and Lucy loved Scarl... Continue»
Posted by drew1207 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Playtime Stories Ch 4 Tiffany and I are joined by

4.

I agreed to Tiffany’s promise of more fun at her place. She was a talented ass-fucker and although I’d just cum in the porn booth I could already feel my cock-craving returning. 30 minutes later we were pulling into a two-floor townhouse in suburbia.
Tiffany gave “Pet” a bullshit story about how I wasn’t able to go to my gay lover’s house because it was so late. At first he was a bit put off but then she added “Besides, you made a mess on her. The least you should do is clean her up…”
Of course there was no gay lover, and the mess was now on both legs after my own ass-fucking... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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My Greek Goddess

I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissfully married for three years to Rab, a successful self-employed builder and general tradesman. In that time I've never so much as looked at another man, let alone a woman...until that day at the gym.

It's actually a small private health club, in the shadow of Calton Hill. I'd done my usual workou... Continue»
Posted by NYQ 4 months ago  |  Categories: First Time, Mature, Shemales  |  
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