Shemales Porn Stories
Page 68

LADYBOY DOMINATRIX

YOUNG LADYBOY DOMINATRIX
by utubeslut


If you read my other stories you know I'm intersexed
and I was a ladyboy prostitute when I was um, very young.
I don't condone such activities.
They were sick perverts who used me.
True I got a lot of money and expensive gifts but
that doesn't make it right.
They should all be castrated.

This is a story about one of my clients.


Let's call him Mr. submissive.
My sex club supervisor gave me a sheet of paper with all
of Mr Sub's needs and desires.


How do I begin this? It's almost unbelievable.

An expensive hotel room, laminated h... Continue»
Posted by Utubeslut 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1539  |  
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My first BBC fuck!

I went clubbing last week with my girlfriends that I work with and they recommended a hip hop club in a seedy part of town. I was alittle scared but we went anyway and well, and we were really having some fun there!!! I decided to dress like a real lil slut this night, a black minidress, lacey thigh highs and garters and black fuck-me pumps.

My girlfriends hooked up with some cute black guys and took off leaving me there kinda by myself. I was being hit on constantly by these hot black guys but I wanted a white guy, or at leas... Continue»
Posted by sataori_fukame 11 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 3103  |  
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A cum slut is born

There's little doubt about what turns me on most -- just check out my favorite videos and photos. Cum, Cum, and more cum. I'm a late bloomer as far as discovering my kinky side. After a long, dull marriage consisting of vanilla sex, I got divorced a few years back and decided to explore some fantasies. I love porn, and I've always been somewhat envious of the chicks in the xxx vids, they always seemed like they were having tons of fun getting their cunts, mouths and asses filled with hot cum. Multiple cum shots really turned me on. But I'd always identified as heterosexual -- so how could it b... Continue»
Posted by jizzlover123 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 3533  |  
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I CAUGHT YOU, SO NOW WHAT!

YES, MOST OF US , YET NOT ALL OF US, HAVE BEEN COUAGHT BY SOMEONE ELSE, WHOMEVER THAT MIGHT HAVE BENN WHILE WE WERE MASTURBATING, EITHER OUR COCK OR PUSSY, AND OUR REATION IF CAUGHTCAN BE SO DIFFERENT! YES, I WAS CAUGHT JACKING OFF MY SHEMALE COCK ONCE AND ONLY ONE, BUT THAT WAS ENOUGH OF AN EMBARRESMENT IN ITSELF, SO I TAKE MORE CAUTION WHEN I MASTURBATE NOW, YET IIT DID OCCUR! AND NOT BY A STRANGER, BUT BY THE STEPDAD OF ONE OF MY GIRLFRIENDS, WHOSE HOUSE WE WERE HAVING A sl**pOVER WITH, I WAS ABOUT 18 AT THE TIME, READY TO GRAD HIGH SCHOOL, AND GAVE NO THOUGHT TO EVEN EVER BEING CAUGHT MAST... Continue»
Posted by cumsquirter 2 years ago  |  Categories: Shemales  |  Views: 2139  |  
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It doesn't get any better than this!

15 years ago, I went into my older b*****r's room to grab a porno mag. He had stacks of them all over the place. I wasn't too choosy. I picked the magazine off of the top of the pile that was closest to his bed and went into the bathroom. My usual routine was to open the mag, find a babe, pull out my cock, and have at it. When I opened the mag, my jaw dropped and my dick got so hard, so fast it practically popped out of my pants! I could not believe what I was seeing! It was a gorgeous babe alright, but she had a BIG hard-on where her snatch was supposed to be! My cock was pulsing in my pants,... Continue»
Posted by bugaboobed 1 year ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3704  |  
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A Very Good Night

I sat on the edge of the bed waiting for his text. He told me he would let me know when he pulled into the parking lot so I could be ready. He wanted it to be completely anonymous. The room was mostly dark and I was to be blindfolded and on all fours, ass up and at the edge of the bed ready to be fucked. I LOVE anonymous sex. Sex clubs, video stores, cruising spots. The act of taking an unknown cock in my hungry cunt had my heart racing. I had no idea how old he is, age, or his race. All I knew about him as that he loved to fuck tranny pussy and fill it with cum.

My phone went off and I ope... Continue»
Posted by kbking70 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1788  |  
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Gloryhole slut last night.

Well I was a horny slut last night and went to this little arcade in the city last night. Fully slutted out and in a new pair of silky nude hose I was hoping not to be disappointed....I was not!

I payed my fee and went into the back to the booths where there were a massive amounts of guys in the booths and just standing around. I was a little nervous waiting on a gloryhole booth to open but was catching the eyes of all the horny cocks also waiting for a turn in the boths. Finally after a few minutes 2 booths opened up and I went in hoping to get my hungry lips working right away. No soon... Continue»
Posted by luvpantyhose67 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2852  |  
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SUCKING COCK

The first time I sucked cock, I knew I was was addicted. I grasped his semi-hard cock in my hand. So hot and velvety soft skin. I could feel his heartbeat with my fingertips. I leaned in and giddy with excitement, I placed my tougne on the tip of his cock. The taste was like a d**g, my pulsed raced and I had to get it into my mouth. To feel his reaction, the way his cock got instantly completely hard. I knew instantly that I owned him, if only as long as I was sucking his cock, He was mine. The way his head seemed to fit on my toungr like it was always meant yo be there. I wanted to see how m... Continue»
Posted by jennifersusan 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 3375  |  
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Used by Taxi Driver and more ch.2

The taxi driver headed off down the road towards the town again but on the way there walking along the road was 2 young girls and the driver pulled up beside them and asked if they wanted a lift?
They both smiled and said yes that would be great...town centre please. As they got into the back of the cab they were stunned to find David tucked up in the far corner.
They looked at the driver and then carried on getting into the cab. As they all headed into town the girls asked why he was there and why he was dressed as a girl and again the driver told them what he had done and the girls had a s... Continue»
Posted by Acebottom 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 853  |  
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first time


This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when I was sixteen, I decided to see what it felt like to be a girl. I had never tried anal before (I could never bring it up to my girlfriend) but I knew I had to try something. So I gathered all the necessary tools and went into my room. I locked my door so my mom wouldn't accidentally walk in on me... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2083  |  
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Quick Fuck

I was working the counter at the burger joint, as i asked the next customer for their order I was startled to her a distant but familiar voice. 'I don't think what I want is on the menu.' I looked up with a jolt and standing dare as sex as she/he wants to be is, blonde hair blues eyes, Bambi,'

I looked frantically around my fellow co-workers were busy in the back and no other customers were at the register. I whispered quietly 'Bambi, I need this job, what ever you want, I get off at four meet me across the street.' 'Silly boy,' Bambi started, 'I want a burger and fries.' I placed her/h... Continue»
Posted by d4david 2 years ago  |  Categories: Shemales  |  Views: 1938  |  
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Bookstore Babe Chrissie

My room mate and oldest friend Kelly found ourselves with a four day summer weekend and so Kelly decided to rent us a cabin on the lake. We invited a couple of Kellys’s lesbian sorority s****rs to join us but they wouldn’t be arriving until the next day.
We packed the car, loaded the cooler, rolled a few joints and set out around 11AM on a gorgeous Friday morning. Whenever we travel by car Kelly has to drive. I believe that it’s all a part of her dominant lesbian personality. When we’re together she assumes the male role and becomes my protector and decision maker. It’s not as bad as it migh... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 932  |  
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The "Ball" Game

Dad and myself had not had any "Barb" time in quite awhile. We never played when mom was around and needed some time together. A "boys" trip to KC would be just what we needed!

Soon as dad got home from work we headed for KC. He had put my stuff in the trunk and when got a ways from home he got it out. I jumped in the back seat to see what he had brought along for me to wear(he always chose my attire for me). Several very pretty dresses and a couple skirts, one was very short, and some blouses. An eight garter waist cincher and the most beautiful FF nylons! Black, coffee, suntan, all with s... Continue»
Posted by Barb51 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1203  |  
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tranvestite in trouble part 2

How could i have been so stupid?

Here i was, trapped by a guy twice my size and weight, dressed as a sexy secretary, just as he'd asked me, kneeling on this filthy floor, with his solid 8" cock buried deep in my mouth, gagging me.

Andrew was clearly loving acting out his scenario, with his submissive tranny slut, his eyes were bulging from his head. his hips were pumping, back and forth, litterally fucking my mouth, fucking my face.

i could taste the pre cum oozing from him, so much, i'd had to swallow loads, but i could feel it running down my chin, onto my chest. Still.....he couldn... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 772  |  
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fantasy

This is a fictional story, a personal fantasy of mine

----------

"Cum to my place, I need you ;) xxx" Was the message I recieved from her. Needless to say you do not pass up on an invitation like that so I had a quick shave and a shower, got dressed and headed out to find my 'girl'.

When I arrived in her apartment it was pitch black except from the candels lit down te corridor, guiding me to the bedroom. Feeling the bl**d start to rush away from my head and into my cock I proceeded hastily down to the bedroom. I opened the door, expecting to see my lover but there was a note and a pil... Continue»
Posted by shyadam89 2 years ago  |  Categories: BDSM, Shemales  |  Views: 941  |  
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The Bondage Whore, Chapter 8

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 8 - The Regulars

One of Rachel's most sadistic regular customers was a man she nicknamed "Saddam". Saddam was, Rachel estimated, an arab man in his forties that without a doubt, got off on making Rachel suffer. Saddam tended to visit on slow nights, when Jimmy and Joe would allow him maximum time with Rachel, which meant he was a Sunday night regular.

On this particularly slow Sunday night, locked in position, anticipating another unwanted visit from Saddam, Rachel remembered back to his very first visit: on that ... Continue»
Posted by thongcutoffs 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 828  |  
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came to play

I spent my c***dhood at my grandmas house while I was growing up, there was several k**s in the neighborhood... I basically grew up in the ghetto side of town. I knew more black people than white. I went to a school where there was always atleast a fight a day, so I kept to myself for the most part.. when I was 17 I was asked to stay late after school in hopes to help ms. Joliet my favorite teacher clean her room and set up for the next day, atleast that's what I was told. My final class of the day is gym so I was going to shower before I went to joliet's room, when I stepped out of the showe... Continue»
Posted by reefermcrevolver 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 2905  |  
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My first stranger.

I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this proves difficult, since straight guys don't want their girl to have a cock. I have found that usually they are so turned on by the time they find you have a cock that they don't care.

This is the first time that happened to me.

I finally decided I was ready to try to pick up on a guy.
... Continue»
Posted by hotchickinchitown 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1963  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1620  |  
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first time with both

I was young and I had a girlfriend who I confided a dark secret with, which I had never felt comfortable to tell anyone. She asked what I wanted to tell her and the suspense in the air as I told her was quite thick.
"I've always felt like a woman trapped in my body." I casually said.
"Why did you never tell me?"
"you are the first person I have trusted to tell."
She looked at me for a while, but then told me it was cool, and that I really had the body to pull it off. I was so relieved. She brought me sexy lingerie to try on and it fit, except for in the bust. I didn't care though I even s... Continue»
Posted by Lauren_lee 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 2703  |  
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