Shemales Porn Stories
Page 56

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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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»
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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 1 year 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 1 year 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 1 year 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 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Drama queen

The Drama Queen

My name is Christopher Robin; I did get a lot of ribbing about it. A well known did not do me any favours; it was friday last working day of the month also start of half term. I was just looking at my payslip. I had enough for my expenses plus a little left over for some luxuries. I tried to be careful with money although being an only offspring of my deceased parents. They were killed by a d***k driver going through a red light at speed. I had a substantive payout from his insurance company, and he would not need insurance for a very long time with prison term of 2 life sen... Continue»
Posted by hottvcarole 1 year ago  |  Categories: Group Sex, Shemales  |  
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Drama queen part two

Please read Drama Queen part one before starting this story

Drama Queen Part two.

About 2 pm on Thursday I heard the door bell, looking through the spy hole there stood Amy again fully dressed and made up. I let her in and took her coat. As I hung it up for her I felt her hands creep up under my skirt and round to the front of my panties and caress my penis.
“Steady darling” I said “You’ll have me ejaculate in my panties instead of your mouth”.
“What have you got that is poking into me, it’s very hard”. I added.
“Just a little something I hope you will enjoy”. Amy answered
“If it’s w... Continue»
Posted by hottvcarole 1 year ago  |  Categories: Shemales  |  
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MY HEAVAN PART 2

This is my second part of my hot dream of HEAVAN123 as my hot sexy horny super tall mother


in this chapter i find out shes more than just my mother ,with the big surprize that waits under her long skirts

Chapter 2

Mothers secret:

It had been several days since the bathroom encounter and i could not get my mothers sexy image to leave my mind my big horny cock would not go down even when i would beat it off and cum it stayed hard , i would sneak around to catch glimpses of her and stroke my cock ,just the fackt that she was so fucking tall and how her gigantic breasts seemed to de... Continue»
Posted by huge_cock_rules 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Mom Loves Not Her Daughters

IT SEEMED LIKE the ideal time. Amy was at school and mom had gone to shop
about an hour before. I had waited purposely to make sure she hadn't
forgotten something so she would return right away.
I'd been thinking about it for a long time. I mean, I'd looked at mom
and s*s's stuff before. But that was only in the bathroom where they
sometimes hung things around or in the dirty clothes or even in the washing
machine if I had to load and unload it.
I went to s*s's room first. It was really pretty disappointing. I
mean, she had panties and one spare little training bra but that ... Continue»
Posted by BeeJay69 1 year ago  |  Categories: Shemales, Taboo  |  
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Wedding Gift

Doug and I had been best friends since the first day at school. Who knows why you choose your first friend? It could be that your mothers push you together. It could be because you turned up at the school gates at the same time. Or it could be because on the first day you sat down next to each other. All I know is that Doug and I were friends from the first day to, well right up to today. Through the first few years we were always in the same classes. We spent holidays at each other’s houses and our parents got to know each other pretty well too.

And then we hit senior school.

As puberty... Continue»
Posted by annav 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
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A recent date.

Normally I don't use Craigslist because of the fakes, flakes and phonies but this guys add caught my eye and his pics did as well. I wrote him and we set a date for the following evening at 8:00pm sharp. I gave him the directions to my apartment and told him that I would be expecting him. I added a pic of the outfit that I would be wearing as a tease and to fuel his imagination. The next afternoon I started to prepare for the evening's activities. I shaved my face smooth to remove any stubble and then drew a hot bath with lightly scented oils. I shaved my legs smooth, paying extra attent... Continue»
Posted by nickelwound 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Playtime Stories Ch 3

3.

As I left the booth I was in heat. But first I needed to pay a visit to the rest room and finish my browsing, so I replaced myself wet and adjusted my clothes. I thanked him again and he thanked me and then complimented me on being hot. He closed the door and locked it behind me.
I turned right and followed the maze of booths to the restroom. I went inside and locked the door, remembering that night years ago when I had been all but f***ed to suck off a really big nasty guy who “made me.” It wasn’t cool at the time but it was a source of stimulation and fantasy ever since. On ... Continue»
Posted by 6988slutty_rbckyy 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
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