Shemales Porn Stories
Page 70

My "special" employee

I am recently retired from a profession that has to be one of the best in the world: I was the owner and operator of a 100' charter vessel that worked in Alaska. It was a high end operation that never took more than 12 passengers, there was a crew of 15, and we would spend 7-15 days exploring some of the most beautiful areas in the world. My passengers were typically 50 years and older and wealthy. Occasionally I would get much younger people as well, and they would be m/f couples, m/m, and f/f.

I traveled the waters of Alaska for over 20 years, and had many exciting and satisfying exp... Continue»
Posted by 1kaboom1 5 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Labors of Remy BelleSun: Introduction

The Labors of Remy BelleSun

For Heather95, I hope I do your characters justice (http://xhamster.com/user/heather95)

Remy BellaSun: The protagonist of our story. Remy is a shy, petite trap girl who is sexually inexperienced but years to learn more. Currently attending college as an engineering major. Remy likes video games and role-playing. She also works part time as a sexy maid at a love motel. Remy is about 5’ 2’’, with long black hair, a slim, shaved body. A-cup breasts, a heart-shaped ass, and a 5’’ cock. She usually dresses in a blue/white stripped shirt, jean shorts, and yellow sli... Continue»
Posted by YellowTowel 5 days ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  
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Playtime Stories Ch. 10- Theater Play pt 2 Gurl-Gu

10.

Having sucked and fucked my way through the first hour or so of my membership at The Grande Theater, I sat resting and enjoyed watching a fiery redhead porn princess get double penetrated and then impossibly huge loads of cum on her face.
My entire crotch was moist and slick with a nasty mix of lube, cum, and saliva and momentarily enjoyed a cool breeze through the theater. My cock was rigid and I knew I was ready for more.
I pulled up my black satin panties and re-zipped my vest, which I didn’t even realize anyone had opened. I partially covered up my black bra and st... Continue»
Posted by 6988slutty_rbckyy 5 days ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Playtime Stories Ch 10-A Theater to Group Booth

10-A

I returned entered the theater and saw the other couple that had come in was not all that attractive. He was better looking than she was and they were putting on a show of her oral sex skills on a dildo in front of the desperate crowd.
I felt hands search me and I looked around for the blonde T-gurl slut who had just expertly sucked me off. I saw a group of people in front and another to the left side of the theater. I walked down the walkway to the front of the theater to find a couple of hot 20-something gay-boys fucking in front of a crowd of middle aged men who were jacki... Continue»
Posted by 6988slutty_rbckyy 5 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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Playtime Stories Ch 12. BBC Gang Fuck at Club F-Bl


12.

Then, by chance one day my darkest fantasy came true. I got “used” by a large group of black men in the backroom of a club.
I was in town for work and decided I wanted to play one more time before flying out the next day. I’d had some visitors from c-list and the chat lines to my room several times over the week, but I wanted more.
I went from my nice hotel to a crappy motel and changed. Then I drove across town to an arcade that had been pretty fun a few years before. It was lame- nothing to play with but myself.
I decided to check out another place I had read a... Continue»
Posted by 6988slutty_rbckyy 5 days ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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Sindy meets Nina

As I landed in Berlin, I still wasn't sure whether the invite was 100% genuine. I was
a relatively innocent occasional cross-dresser in my 40s, I couldn't believe someone
as sexy as Nina would want to meet me.

I'd been chatting with Nina for a number of months now after we'd happened upon each other
doing simultaneous cam shows on a well known camming website. She was about the same age as me with
slim features, brown hair, a fit body plus a devilish sense of humour which became immediately apparent
from the first naughty comments we exchanged, intimately detailing what we'd do to e... Continue»
Posted by SindyBlondeCD 5 days ago  |  Categories: First Time, Shemales  |  
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Emma's sissy fantasy

sissyqueerpooh, 36
United States
1 minute ago
slave4fetishgoddess
I hope you like this....

I like both men and women, I love a woman's beauty and grace and love to worship them, but I need cock the bigger the better, I be been fucked in the ass before but have never had anyone cum inside of me, which I would just love!

My biggest fantasy that I have is for me to be a live in sissy slave for a dominant married couple. They would pick my up at a bar, d**g me and take me home, when I wake up I find that I am tied up in a dungeon naked and all of my body hair has been removed. I don't kn... Continue»
Posted by slave4fetishgoddess 3 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Mistress sissy slut


Waking up, sometimes, can be rather difficult to do, especially when you know that you were d**gged the night before. Or, at least you HOPE it was only the night before. And this time, it was far worse than the first times. So many things have changed about me from the first time I was d**gged, unwittingly and unwillingly, though as I look back, I can’t really say that I am upset about the outcome of each of these times. Well, I have to admit that I was, kind of, pissed off the first time, as I never really expected something like that. But that was quite some time ago and now, well, I gues... Continue»
Posted by Latexslav3 3 days ago  |  Categories: Shemales  |  
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Born to Be a Girl: M***rs' Choice

DISCLAIMER: This story is solely a work of fiction. Any similarities between people living or dead is purely coincidental. No a****ls were harmed in the writing of this story.

Are you familiar with those stories where the f***r raises his daughter as his son, because he is desperate for at least the appearance of a male heir? This is one of those stories, only, it isn't.

My m***r had already raised a son, birth to adulthood, when she became pregnant with me. She was determined to have a girl, come hell or high water. My m***r, by the way, essentially ruled our household. When I was b... Continue»
Posted by seityn 1 day ago  |  Categories: Anal, First Time, Shemales  |  
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The shame of being caught

I have dressed as a girl since I was young boy, I have early memories of my mother having caught me dressed taking me to see a c***d psychologist, I distinctly remember him telling me mother I would grow out of it! Well I never did. However I did have a normal up bringing, got married and carried on dressing throughout my life with increasing secrecy. After a successful career in IT, I was in it at the right time I retired early. Our c***dren have grown up and left home and with my wife and I only in the house life has been quiet. After retirement the opportunities to dress have multiplied co... Continue»
Posted by LaceTops4U 1 day ago  |  Categories: Fetish, First Time, Shemales  |  
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My new flat

I had not long turned 18 when i moved into my first council rented flat, before then i had been living at home and dressing up in the confines of my bedroom chatting to guys on web cam , some of them knew i was not a girl, but most of them did not.i am only 5ft 6in tall and weigh just under 10st i guess i have never been what you would call masculine .
i had been looking forward to and planning so much for when i moved in and had been out shopping for so much girly stuff for my new life.
I had not long got out of my Bath , skin was smooth not a trace of hair to be seen, i had spent 20 mins ... Continue»
Posted by julieanneff 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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black man's sissy boy

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the car. The journey was uneventful apart from me feeling very lightheaded from being in a constant stat... Continue»
Posted by claracduk 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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she showed them the pictures

Some years ago, While my wife and I were separated, I was out of state and she called to ask if she could use the computer at my place. When I returned home she asked about the pictures she found of me all dressed up like a whore with some guys cock in my mouth and of me setting on a dildo and taking the whole thing. I made up some story about I was experimenting with a fantasy I had but that I didn't like the real thing and I was done with that fantasy. ( I told myself she bought it.) We never talked of it again and we got back together. Life went on. Last Halloween her friend Tina and her hu... Continue»
Posted by firstknightd 4 years ago  |  Categories: Shemales  |  
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A walk in the woods.....

I was lounging around the house, like a lady of leisure, wearing an elegant robe in black lace with a pair of sensual seamed stockings held up by a six-strap suspender belt and of course a pair of my favourite spiky pointed hi-heels that are so comfortable to wear round the house. I'd put on one of my favourite bras and placed a nice pair of natural looking silicone titties inside - the whole ensemble topped of with some nice jewellery. The perfect femme fatale bourgeoise SLUT that I LUV to be. I'd just renewed my lipstick and was feeling very femme, VERY slutty and as HORNY as hell when the p... Continue»
Posted by caroletv31 3 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Nice surprise on the journey to work

This is a deliciously erotic story sent to me by my fellow writer Ila, I hope you enjoy it as much as I did and also the second part of the story which is to come..

I got up early this morning for a change.  I had a feeling that today was going to be a good day.  At the time I didn't realize just how good.  The sun was shining for the first time in several days.  That, at least, was a good sign and an improvement over yesterday's rain.

I headed off to the bathroom for my morning ritual.  A quick shower and then I was ready to get dressed.  I put on my normal businessman's uniform ... Continue»
Posted by keliana 4 years ago  |  Categories: Shemales  |  
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I am such a slut .............14.

Please take a look at my other blogs to bring you up to date. They are true, both confessional and cathartic. Thank you for your comments ~Dani

I am such a slut .............14.



I found myself very horny starving for a man. I wanted someone, needed someone, really didnt care who as long as they had a nice cock. I dressed as a slut. A real slut. Short cut off jean skirt, White blouse, white open toed heels which showed my red toe nail polish. A pair of lacy black panties over my boyclit. Red finger nails, Red lips, heavy eye liner. Sprayed some Victoria Secret perfume which i had ... Continue»
Posted by snuggle11 4 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Sissy Mailee's first black cock - part1

As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend.

I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party as slutty school girls. We met up at her place to get dress together. When I arrived at her place she told me she can’t go because she was coming down with the flu. There was no way I was going out in public for the first time by myself. I was super disappointed but she told me that her friend Brad woul... Continue»
Posted by aznfemboi 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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my uncle

The other day I was dressing up in my s****rs tight little black dress, I know I'm passable bit I had no idea how much... Well anyway I always heard I would look like my s****r if I had a dress on and believe me I did. So on this day I had some free time, or so I thought... I spent the day procurring my s****rs things and a few of my mom's.. see my mom doesn't have hair these days in her old age, and she is some what of a wig addict... So she has a great collection, my slightly older s****r helps her buy all of them so they are "hip styles" in moms words.. but I did my hair and makeup the sam... Continue»
Posted by 612Goo612 3 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Party Surprise - First sex as a Crossdresser.

This is a work of Fantasy. I hope you enjoy.

Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.

I didn’t consider myself bisexual, certainly bi curious at least. I liked watching guys stroke on cam and enjoyed the odd bit of cybers... Continue»
Posted by SatincdAus 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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