Shemales Porn Stories
Page 120

What you name it...

Susette and Brenda, were two shemales that would come by the burger joint just before closing on Saturday nights. I would always work the drive through window on those nights and got to know our regular customers well. Susette had thick brunette hair and Brenda was a dirty blonde.

This particular night they arrived just as I was leaving, around twelve-thirty, they slowed down as I crossed the parking lot and called out asking 'are y'all closed already', I smiled and answered 'for about forty minutes, you got here a little late to get anything'.

Susette was driving, as usual and qui... Continue»
Posted by d4david 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1508  |  
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transvestite in trouble

i pulled up on the pub's carpark. I was nervous, i'd been speaking with Andrew for about 2 months online and for 2 weeks on the phone, we'd always end up jerking off when we spoke. it was during these chats that i'd told him of my fantasy. The one where i'm overpowered and f***ed.

I was dressed as instructed, black lingerie, suspenders and black stockings, tight high wasted skirt, just above the knee, white blouse and black jacket, i had on 4" heels, Andrew liked the secretary look. there were only 3 cars on the carpark, Andrew had said this pub would be quiet at this time on a Thursday, it... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1423  |  
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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 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 2385  |  
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A good friend

I have a friend whos name is Novak.We have known each other since we were little k**s.We have always done everything together and have no secrets.But he didnt know that i liked to wear womens clothes.He has blue eyes,is very handsome and is very developed and he also plays football.Since we were really good friends i saw his dick several times and it was nice and big. Sometimes i dreamed i sucked it and that he came on my face.
One day we came to my place after a night out in town and he was d***k,so i decided to try to seduce him. He sat on the sofa in the leaving room while i was changing i... Continue»
Posted by nikoletakurva 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1182  |  
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m*****ing a young crossdressing slut part 1

my name is nasty jay as i love to m***** and play with sexy sluts and whores.

i am 58 y/o now and over the years of my live i have had fun playing around with all kinds of fun and kinky people in my life.

i am retired from the army some i got to travel the world as see and play around.

most people think that i am a nice kind of guy but when i get a change i love to be a nasty boy.

so when i was 48 and had just gotten out of the army. i was taking it easy for a year and staying home with the k**s.

no wife so what's a nasty guy to do but see what's going on during the day as the k... Continue»
Posted by nastyjay2 4 years ago  |  Categories: Shemales  |  Views: 1388  |  
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T-Girl Rodeo

Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster" Johnson. Folks let's give the Tail Buster here a great big rodeo welcome! Say howdy to these good folks Lorna!

Howdy, good folks!

Hoo wee, Lorna those folks sure are glad to see you here with me!

I'd say they are! That's about the best applause I've gotten any where I've ever gone Slim!

Now... Continue»
Posted by germanboi4bbc 1 year ago  |  Categories: Fetish, Shemales  |  Views: 1651  |  
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Letting Debbie Out

Ok, this story has some explicit sex stuff, so if you shouldnt or dont want to read naughty material then please go away.

Also, I write because I want and like to. I am not a writer. Typically I write in one sitting and just do a stream of thought. I rarely edit.
But please let me know what you think. I will hopefully improve over time. And if i get enought replies that i need to edit or do something differently maybe I will.

Luv Submissive/Slutty/Sissy Sally

"I'm not sure what to do" Don said to Sam, "It sounds fun and all, but I really dont typically hang out with my employees"
"... Continue»
Posted by GreyMan44 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 760  |  
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Where Am I?

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and cant really tell u anything after that. When I came too I was in what appeared to be a womans room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had lo... Continue»
Posted by 1234spence 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 807  |  
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stranger at a hotel

this is very true,few years back my mother passed away,left me a bunch of money,afterward,i now had money,but no f****y,so i was wild,parting,having alot of,hot man sex,by the way,im a chubby,very fem. tan, smooth,i look, act,an love to be treated,like a girl,an love it when a well hung horny man is turned on by me..i was at a riverboat casino,staying at a very nice hotel..i always,had plenty of very sexy,outfits an loved to dress up an leave the curtains,half open (pretending i didnt realize it)an just like a worm on a fish hook,sure enough someone would walk by an see me as i was,walkin arou... Continue»
Posted by burds67 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1061  |  
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Milking Time B2 Chapter 3 Ebony & Jordan Part

Chapter 3: Ebony & Jordan Part 2

"Okay," said Ebony. "See that pile of mats over there? Get on top, and stretch out on your back. I'm gonna feed that little blonde pussy of yours its first dose of real cock that it's ever had on the Island."
Jordan moved over to a large pile of floor mats that Ebony indicated, and climbed on top as she instructed. Now Jordan was lying in a horizontal position, but she was elevated several feet off the floor.
"That's perfect girl," said Ebony, as she lined up her massive cockhead with Jordan's pussy. "Any last words?"
"I'm going to shove this blac... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 252  |  
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Kiki & Me - Chapter 1

Chapter One
I Found Her

1.1
“I met this girl name Kiki, I guess u can say she was a sex fiend…I saw her in the online chat room masturbating with a magazine….”
Inspired By: Prince
Title: From the song “Darling Nikki”


It was the heat in her loins that drove her to look for pleasure and contentment on AFF. She perused the ads looking for someone to vanquish the year-long flames that consumed her. In her search through the online catalog of men, she found her. There were many men of different backgrounds, shapes and sizes in proximity to her, but it was only one person she conta... Continue»
Posted by REDnMIST 1 year ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 2193  |  
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The Bottles

Fred shivered in the cold winter air. With his head down and feeling very self-conscious, he trotted out of Birmingham New-Street station in the strappy high-heels and headed down the road as he had been instructed. He couldn’t believe he was doing this. It wasn’t that it was the first time he’d stepped outside his door dressed as a girl, or even that he had arranged to meet a complete stranger without a photograph or even a name, it was the manner of the meeting. He felt his cock strain and bulge slightly at the thought, imperceptibly lifting his short dress. He pulled his coat tighter around... Continue»
Posted by laceonlegs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 971  |  
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Xdressers sexual fantasy with my wife's siste

This is just a fantasy storie about my wife's s****r catching me with her boyfriend and actually loving it .It all started one night I had some sexy pics of me dressed up like a women in my phone to send to a male friend .Now I have a great sex life with my wife she let's me play around and i let her so I had these pics and I accidentally sent them to my wife's s****r Lexi .I wasn't bothered cause my wife knows I xdress .A week later we were at a party drinking dancing having fun when Lexi grabs me for a chat about the pics .To my suprise she was fine with it so back to partying when lexis boy... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1311  |  
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3 Teen Cross Dressers Misadventure - Part 1

Two friends and I decided to take a trip to upstate New York for a weekend of skiing and some messing around. We were friends since elementary school and have been dressing in our s****rs and mothers clothes for over a year and then play around with each other. All of us were young and dumb; 18 and quite petite,under 5'7 and lean. With our bags packed full of our dress wear,skiing gear and lots of liquor we were on our way.


We were about 4 hours into our 6 hour drive in the pouring rain when we realized we had no clue where we were. We all figured it would be best to just find the closes... Continue»
Posted by ClaireCD 3 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 468  |  
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A Great night in by myself

I love dressing up in women's cloths they feel so smooth and sexy against my skin. A backless pinstripe lycra dress shows off my shoulders and back stretched tight over my peachy round buttocks. A little pair of white lace boxers underneath just visible as the skirt rides my thighs when I admire myself in the mirror.

I then peel down my knickers a little and run my hands over my bare ass. Next I lube up a finger and slide it between my cheeks, teasing my tight little hole. One finger slips into my bum soon followed by a second and a third mmmmm I'm really hard now and stroke my... Continue»
Posted by lovinanalxxx 3 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 453  |  
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first time with a Tranny

My first tranny I had was back after I graduated from high school. I was working with her/him at a Wal-Mart store. We got along pretty good then we started to date, I was living on my own so we usually go to my apartment. I had no clue she had a cock, she was a very beautiful woman with size B tits. We dated for about a month when talk her into just taking her shirt off, after a while without her shirt off she finally took her bra off. I would make out with her and suck on her tits, lick her nipples. One day we were together I decide to change it up so I took my pants off in the bedroom and ... Continue»
Posted by theho_1 3 years ago  |  Categories: Anal, Shemales  |  Views: 4439  |  
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Married to a hot and horny redhead

My wife, what can I say she is tall and leggy with thick, natural wavey orange red head with beautiful porceline skin and just enough freckles to tell you she is a ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen.
From the time we started dating my friends all expressed their envy at me landing such a smoking hot piece of ass. She is a freelance writer for fashion magazines and on-line blogs so she is pretty dressed up where ever she goes.
I got home one Friday evening from an afternoon shift. I knew she was home because ... Continue»
Posted by triphammer73 11 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1728  |  
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Moving to a Retirement Community

Chapter 13
(This chapter, as well as the next one, is dedicated to a reader who has become a big fan of this story. I've chatted with him several times and in one of those conversations he mentioned something that stuck in my mind. He knows who I'm talking about and I do hope he enjoys these next two chapters. I will also give credit to those who inspire me with ideas to use in my stories, whether intentional or inadvertent. Thank you very much, T.)
That afternoon I was out doing my daily walk around the neighborhood I met a very interesting woman for the first time. Her name is Barba... Continue»
Posted by eprise01 2 years ago  |  Categories: Mature, Shemales  |  Views: 664  |  
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First time with a crossdresser pt1 True Story

Ive been married for a few years now, but I always find myself straying from time to time to get my fill of kink. Guess you'd say it is a way of easing stress every once in awhile. I got alittle break one time when the wifie was away visiting her parents for a few days. I was good at the start but after a couple of days had passed, you guessed it, the familier itch to go out and try something crazy hit. I have always been facinated by sub/dom and knew just were to take my search. Well it wasn't to long until i had an intrest sending me emails and turning me on like crazy. He was marrie... Continue»
Posted by bjsmith94 4 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 493  |  
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My first time as trany


Many times in my puberty secretly wearing panties of my mother or my s****r, and I looked in the mirror and I exitaba much finished masturbating several times.

One afternoon when he was almost 20, my aunt asked me to help you move from flat boat that calls me a bag of old clothes which I call my curiosity and take her home; Upon arriving home I looked it had in the bag and found three pairs of socks one corsel league, thong panties and some several gowns. Which used at night and in secret of all.

For hallowing night we had a costume party at the home of my best friend Manuel "Manuel wa... Continue»
Posted by elsuper-raton 2 years ago  |  Categories: Shemales  |  Views: 510  |  
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