Shemales Porn Stories
Page 18

WHEN BOTH OUR WIVES DISCORVED OUR SECRET 7 YEAR GA

It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swollowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality!

So as I sat there trembling with a bowed head, Penny told me all about the phone call she had gotten earlier that day from Mary! Yes the very same Mary who was the wife of my secret gay friend Robert and who had walked in on us and caught us red handed on their bed deep into a mutual cocksucking six... Continue»
Posted by cddixie 6 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Met 2 s****rs with a secret part 2

Synopsis: This story is about a young man named Devon who is living abroad as he goes to college. In the previous installment, Devon meets Asha and Shanthi - two half-white, half-Sri Lankan s****rs who live in the apartment next to his, and they begin an immediate friendship. With Asha, that friendship becomes more after Devon discovers that she is a transsexual. After their first night of passionate sex, Asha tells Devon that they must keep their relationship a secret because her s****r Shanthi is in love with him, and Asha fears she has already betrayed her s****r by sl**ping with him. But D... Continue»
Posted by drew1207 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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So hard so big hoooffff

Hello my friends. I realised u liked my diary. ((Please excuse my writing mistakes and English))
I went trough of a lot of memories, good and bad, nice and ugly ,
but most of the memories of that time is about how to make someone's happy.
After my fathers start to see me as a girl ,who can satisfy him in lots of different ways.
Slowly slowly I get use to it . To how be a good girl for him and how to quickly in different places specially in public places make a cover up story or cover my naked body for good.
I loved my father and my female part. Drawer full of panties and bra shelf f... Continue»
Posted by Echoes90 6 months ago  |  Categories: First Time, Shemales, Taboo  |  
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fictional bookstore encounter

This is a completely fictional story of an encounter that I have thought about for some time. I use to masturbate a lot to porn magazines and in doing so got turned on by the thought of having sex with a shemale, since there are a lot of ads in the magazines concerning phone sex with shemales showing very nice pictures of shemales and their beautiful packages. Where I live there is only one place that I know of that have shemale magazines with stories and pictures to masturbate to. Everywhere else there are plenty of porn magazines but none pertaining strictly to shemales. It is a little drive... Continue»
Posted by 6finallybi9 6 months ago  |  Categories: Gay Male, Shemales  |  
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Bathing my Sissy

Before i left the house,
i told you that i want to take a bath with you today,
till im back you should make yourself ready for me.

As I come home,
you are standing infront of me, the whole body shaved,
a sexy long hair wig, slutty makeup with thick red lipstick
and big carol shadow.

You are wearing a bra, stockings, a garter belt, and a tiny string that can not
hide your cute sissydick.

You are looking almost like a girl with your smooth skin,
that view gets not least supported
trough the feminine round butt of yours, which even more emerges
with the 4 inch heels you wear.
... Continue»
Posted by msxxx321 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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I felt the big pain.

Hello my friends. I realised u liked my diary.
I went trough of a lot of memories, good and bad, nice and ugly ,
but most of the memories of that time is about how to make someone's happy.
After my fathers start to see me as a girl ,who can satisfy him in lots of different ways.
Slowly slowly I get use to it . To how be a good girl for him and how to quickly in different places specially in public places make a cover up story or cover my naked body for good.
I loved my father and my female part. Drawer full of panties and bra shelf full of creams and make ups. For long time e... Continue»
Posted by Echoes90 6 months ago  |  Categories: First Time, Shemales, Taboo  |  
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Tranny, Wife & Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred women and girls who were seeking for the ultimate tranny accessory - a boyfriend who would take the t... Continue»
Posted by totallyurs 6 months ago  |  Categories: Anal, First Time, Shemales  |  
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Drama queen part three

Drama queen part 3

The next day (Friday) I got up and dressed in clean lingerie and a mini skirt with top, I did my make up, I was getting better; especially after the tips Alice had given me. I took my dirty lingerie and loaded it into my washing machine. I did notice there were no male underwear, and did a smile to myself. I checked the skirts, top and dress I had worn and decided that they needed a wash too so they were set aside for the next load. I remembered I had some essays from Drama school to mark. The rest of my day was spent reading and marking with the occasional break for natu... Continue»
Posted by hottvcarole 6 months ago  |  Categories: Group Sex, Sex Humor, 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 6 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 6 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 6 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 6 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 6 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 6 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 6 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 6 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 6 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 6 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 6 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 6 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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