Shemales Porn Stories
Page 60

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: 1348  |  
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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: 1350  |  
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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 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1347  |  
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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: 1346  |  
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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 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1347  |  
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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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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: 1350  |  
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Friends

Another story off the web. Enjoy

i have been friends with my next door neighbor for about 5 years now. he recently divorced his wife, but somehow managed to keep the house. So, we have been doing the bachelor thing together for the last few months... beer and cookouts on sundays while watching football, getting d***k, fixing cars, etc. my wife complains a little about this, but all in all, she puts up with it. she uses the weekends to visit her s****r (who is ill) and go out with the girls. i definitely make it up to her, above and beyond.

yesterday, our typical group of friends was una... Continue»
Posted by BeeJay69 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1340  |  
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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: 1338  |  
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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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Guidelines For Other Hotwives

{About a year ago I posted "Guidelines for Happily Married Hotwives." Here is my advice for the rest of you.}

*

OK, many of you have heard about "hot wives," married white women who take lovers, generally hunky young black studs. It sounds sexy but a little scary, too. You have lots of questions and uncertainties and many of you have written to my b*****r, Homer Vargas for advice. Well, he has asked me to respond because this is something better handled between us girls. With three grown white daughters who so far have given me eight milk chocolate grandc***dren, three biracial c***dren ... Continue»
Posted by jonggu 7 months ago  |  Categories: Hardcore, Shemales  |  Views: 1333  |  
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Chrissie's High School Reunion

Chrissie’s High School Reunion

When the announcement arrived in the mail notifying Kelly and I that our High School graduating class was organizing a ten year reunion we spent that entire evening discussing the pros and cons of attending. I was fairly certain that I wasn’t interesting in attending but Kelly insisting on listing all the reasons why she felt we should attend.
She was interested in going because she wanted to make passes at all the “stuck-up bitches” that pissed her off in high school. She said it would be fun to hit on these girls in front of their husbands or boyfriends. S... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 1332  |  
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Daddy's Popper Challenge

Since I've been enjoying the users’ stories here so much I thought I'd share one.
I'm a pretty good looking guy, love girls and pussy, but I am a closet tranny chasers. I love hooking up with crossdressers and transgender. I dressed a little in high school and college; I left behind the clothes but not the lust for the femme bois.

Last week when work was tough I needed a five minute distraction to clear my head so I called up Craigslist and browsed the Casual Encounters T4M. This was around 2:00 in the afternoon, a very hit and miss time. The ad that peaked my interest was "Mature Crossd... Continue»
Posted by gypsy61 1 year ago  |  Categories: Mature, Shemales  |  Views: 1332  |  
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Part 1.. An Idea forms

My plan was pretty simple really… Find a fem-boi looking for a Sugar Daddy and change him to a her over a period of time… Simple in theory, Much harder then it would seem in reality. Being in my mid-40’s and rather well off from a few investments and a wealthy grand-mother I had plenty of time to indulge my more twisted desires. I got into Trans-Sexual porn a few years ago and I was hooked almost immediately. I do not think I am actually gay because the thought of ass fucking a man does nothing for me.. But on the other hand if that man had very feminine features, a small quiet voice, creamy ... Continue»
Posted by Azmodaz 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1332  |  
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An evening out.

I've been a particularly horny little girl for a few weeks now. When trying to just score a quick hook-up I have went all the ways of our wonderful age of civilization. Everything from dating sites, hook-up sites, and even craig's list. After a few weeks of just not being able to set anything up I decided to go hit up a club and see if i could find someone fun that might want to play.

I got dressed up in a sexy little outfit (fishnet thigh highs, black cheeky panties, black bra, fishnet shirt, little vinyl skirt and a pair of knee high boots) I did my make-up, fixed my hair nice, and jumpe... Continue»
Posted by bellaleroux 9 months ago  |  Categories: Anal, Group Sex, Shemales  |  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 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1331  |  
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Our First Time

I take my hand a gently begin caressing the ever increasing bulge in your pants while tenderly kissing your neck. I push you onto the bed and crawl up to you and begin to unzip your pants. I take my hand and grasp your rock hard shaft and begin to stroke you. I can feel you get harder in my hand. I stroke you faster and faster until you almost can't handle it, I stop. I pull your pants off and your shorts and begin storking again. I open my mouth and wrap my juicy red lips around you and begin to play with your head with my tongue. My other hand begins playing with your sack, massaging and twi... Continue»
Posted by uatu40 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1330  |  
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Xdresser Housewife Roxys daily chores while wife i

Well the best fuck I've ever had and continue to have all started when we intalled a pool in our back yard .Once the pool was in the pool shop sent over a young guy to set up the pump and show us how to use it ,as it was a Saturday my wife was home and she was in a bikini looking very hot. Well in walks this 6"5 very toned very sexy black guy ,when I say sexy he is the sexiest guy I've laid my eyes on and the body his arms were huge ,not one ounce of fat ,man the thoughts going through my head were insane but the one thing I knew is I had to have him 100% I would do everything I could to get t... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1331  |  
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