Shemales Porn Stories
Page 61

STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 7 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1356  |  
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Trapped and Trained Sissy Ch. 03

Trapped and Trained Ch. 03
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... Continue»
Posted by hpm12 11 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1355  |  
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Soft and Sensual Release...

The Night Out

As I checked into the hotel I was tired but feeling very successful, the day had gone well, so a little celebration was in order tonight. Being away from home was painful but there was scope for a little chance to let my hair down and the locals had invited me for a drink and perhaps dinner later.

I walked into the room, it was comfortable, I knew this hotel well, I had stayed here before. I put my overnight bag down and then proceeded to check the room. I took off my coat and hung it up in the cupboard. Unpacked my clothes and hung them. As it was getting dark outsid... Continue»
Posted by paddy57 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1351  |  
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my night with my Black Master

I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar he was 6 foot 6 and very big build i am only 5 foot 6 and small build i felt a bit scared, once we were alone i would have no chance of stopping him from doing as he wanted to me i said that to him but he just looked at me, he told me to go to the room get dressed in what he had told me to bring an... Continue»
Posted by rory1945 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1351  |  
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Plug fun in the video store.

I have been known to keep it in for multiple times also. I had put it in for a week moved up a size and kept that up for a month then went to bush river videos. I was just sucking some guys when a big cock plopped out from an aggressive guy. I could not fit all of him in my mouth and had had cum all over my face I wiggled up off my knees and stood up to him and put my hand on his cock lead him to the bathroom.he did not want to go but I leaned back to him and said I cannot fit you in my mouth but I can in my bubble butt, that is if you are up for it. He pulsed in my hand and got bigger. I flin... Continue»
Posted by deveon4u 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1350  |  
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Confessions of a She-male Toilet slave.

CONFESSIONS OF A SHE-MALE TOILET SLAVE
CHAPTER 8 - TESTED AND FOUND WANTIN'...

This is a short story about my first wife, about the day the World changed for me. When we married she was bi and a swinger, an older woman (40), and lot's of fun, I was young, barely 18, we swung all around town, her and her pretty boy. As soon as she got into my ass it was her friends using me, not her sharing her 'toys' with me... By the time we split up she was living as a hardcore biker dyke, and I was chained in a k**die pool in the basement serving as a human toilet, urinal, cum dump, and fist hole for w... Continue»
Posted by bucketkunt 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1353  |  
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He shared me with his friends

I was in an adult book store in Bradenton Florida. I had my sissy cloths on under my male street cloths. Once I was in a private booth I took of my male cloths and was left in my bra, panties, and thigh high stockings. Some lipstick and I was on my knees at the glory hole waiting to suck some dick. The first one through the hole was nice. Clean. I suck him for a while when he bent down and asked to come into my booth. I said sure and he went around to the door and I let him in. I dropped to my knees again and took his dick out and took up where I left off. As I sucked him I played with the nex... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  Views: 1349  |  
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Deep sexual fantasy part 2

I Know it been since last year since wrote about my bring up, and in that time space I have done a lot more.

So remember i was saying that in part 2 I would talk about my fantasy....well to my luck it came through :).

On a cold winter Sunday, coming from a business meeting i made my way onto the Tram from Roosevelt island to Manhattan, trying to find my way to the A Train to get to 181st in Washington heights. Being new to New York i had a difficult time finding the A/C Train which i eventually found, which is at Columbus Circle.

Reaching to my friends house, lets call her Nancy (whic... Continue»
Posted by Caribbean_Freak20 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1348  |  
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sissy wants to be black man's slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.

One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one person per booth - violaters will be ejected...legal prosecution, etc. So that's why Terilyn lik... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1347  |  
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First fuck for Freda

I'm such a slut. It's not easy to know where to start. I suppose my routine - that's what got me into this, I guess.

Each morning, after my mother went to work, I had three or four hours before my shift at the factory started. I would get the box from under my bed and dress myself. The stockings, the suspender belt, the bra, the patent heels.

I would brush down my long hair and apply my make up, slip into a short mini-dress and admire myself in the mirror. I loved turning from Fred to Freda in the mornings. I'd always put my panties on last, for some reason; I just liked it that way. My ... Continue»
Posted by laceonlegs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1346  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1346  |  
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Away From the Campfire, Part Deux

I never for a second believed he was actually going to show up next Saturday. But, it hardly mattered. That quick, trashy blowjob I'd given at the camp had awakened something in me: lust. I'd long repressed my bisexual tendencies, and buried my femme side. And now they were awake.

When I got back home from the cabin, Sunday, I dug out my old friend, Dildo Daggins, and went to work on my ass. I came three times that night.

It was hard to concentrate, and to sit, at work Monday, but I managed. That evening, I got my boxes of girly clothes and supplies out of storage, and went through... Continue»
Posted by TransContinental 1 month ago  |  Categories: Gay Male, Shemales  |  Views: 1345  |  
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Chatroom trick

I couldn’t believe I was doing this, as I stood by her front door I struggle to find breath on a surprisingly clear day. It had started some months ago, and internet chatroom, boy those things can be dangerous. I had spoke to Mary almost every night, soon chats turned to sex then to fantasies. The difference was she only lived in the next town so when she asked to meet I jumped at the idea, she was so sexy in her pictures. Admittedly Mary was 41 and I was 26, but still. She stood at 5ft10, long straight red hair, a body most twenty one year old girls would be jealous of. Stunning was the word.... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1343  |  
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my last and favorite

it was 3 years ago .. id become close friends with a girl who had so many friends but she had trouble getting guy friends and when she did get boyfriends it never lasted long and i felt so bad for her. one night we were drinking and went to her house. i loved her and treated her like my s****r, but tonight she was sticking unusually close to me..soon we were kissing and later we started taking each others clothes off.. she soon saw that i was wearing my panties and saw that i was embarrassed in front of her.. she then showed me that she wasn't just a normal girl but a TV , but she never seemed... Continue»
Posted by drewcd 2 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 1341  |  
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First pair of nylons

When I was working at a machine shop I had to stand all day and my legs would ache at night.

My wife told me she was talking to a friend that was a nurse about it and she told her she should buy me some support hose.

So one day when I was getting out of the shower and getting ready for work my wife handed me a pair of womans panty hose. I asked what that was about, a little freaked out - wondering if one of my old school buddies may had said something about how we used to jack off together and this was a cruel joke.

My wife then told me about the advice she had been given and sh... Continue»
Posted by miguym4m 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1339  |  
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Ladyboy in a Whore House

I was born a “hermaphrodite” and I had B cup
tits when I was very young.
I was skinny so they looked BIG.

This story is from Pms I sent to SuperSatin
I was a prostitute when I was very1 3young for
a rich perverts' club.
So here's a collection of Pms that add up to
a story.


There was a client who liked me to suck him off
again and again.
he could cum 5 or 6 times. sometimes more.
I know he limped the next day!!

He fucked me too, rested then cummed
again and again.
Another client liked to cum on my face.
he'd feel up my naked body then play with himself
i'd kneel o
... Continue»
Posted by Utubeslut 1 year ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 1339  |  
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Lucy and Emma part 3 (Sunday Sun)

It was just after six when the loud buzzing of an alarm clock woke both Lucy and Emma. Lucy limply reached over to turn it off before rolling within Emma protective arms so that they were facing each other, both still in a state of half sl**p lovingly smiled at each

“Umm morin’ babe, I suppose we should get up then” Lucy groggily moaned.
“Yeah i suppose, We’ll be going it to deep woods i bet.” Emma offered in reply. Lucy pulled herself her free and raised so that she was in a seated position as she answered
“Yup, you know this forest girl so well.” Emma smiled as she admired Lucy’s naked ... Continue»
Posted by Chloe_ 25 days ago  |  Categories: Shemales  |  Views: 1345  |  
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First time dressed in a club Pt # 1

I had been wanting to go out to a club dressed for sometime but was having a hard time deciding to do it, up to this point I had been only dressing in my apartment and for my friend Bill who live upstair from me mostly when he would come down and we would have sex together. I had told him several times of my need to do this and I asked him if he would go with me but it seemed he was into only seeing me dressed here and having sex with me.
I decided that I needed to do this for me just once to actually see if I could be around people dressed as a girl so one night I got a hotel room away fro... Continue»
Posted by MonicaBond 9 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1336  |  
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"Not MY Type?"

I’d known Kelly for most of my life. Growing up I spent most of my time at her mother’s house. It was a way to escape and avoid my parents constant arguing and fighting. It was a pretty well established fact that Kelly was lesbian early in Junior High School. Her mom and I became quite close as I was rapidly replacing the little girlie daughter she was losing to an ever increasing “butch-ness”.
By twelve years old I essentially become like a member of their f****y. Over the next few years they had the opportunity to watch me morph from a small frail Christopher into a pretty, petite and... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1334  |  
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The unusual girl...and boy: part 3

Pt3:
Saturday night seemed to last for ever and I couldn't sle3p for hours since I had just found out what it felt like to play with my butt hole when I was in the shower. My loneliness continued Sunday morning until I finally called her in towards the afternoon. When Sam picked up the phone and I heard her voice say hello, the first words that came out of my mouth were, "I'm sorry for doubting you Sam! It's okay with me, now we can do things how ever you want but please don't be mad at me!" She said, "You mean...you're fine with doing it my way?" I quickly confirmed it saying, "Yes! It reall... Continue»
Posted by adblman 3 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1334  |  
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