Shemales Porn Stories
Page 59

My life at home.

This is a purely fictional story, and in no way reflects real events.


My name is Greg, I am 47, 5'11", 225lbs, and a widower. My wife died shortly after c***d birth. She was on her way to the store, when a stolen truck, driven by a man wanted by the police. She left me to raise our son, terry. for the last 16 years, I have been mother, and father to him, watching him grow from a little boy, to a young man.

Terry was never into sports, just accademics, and these he excelled at. He was never muscular, kind of thin, graceful. I work as a product designer for a multi-national com... Continue»
Posted by chefjohn2112 7 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1434  |  
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Found my Way

New Years eve I met some guys at a bar that invited me to a party. There were about five couples and they were leaving and going to a house a few miles away. Follow us and don't drive d***k they told me.
Another two rounds of shooters and we left.
Fifteen minutes later I followed the group into a big house in Buckhead.
Ten minutes later I was sitting back on a couch smoking a joint sipping on a mixed drink.
I was so high my vision was blurred and I dropped my drink. I was about to pass out. Billy was one of the guys that invited me to the party came to me and helped me get up and he moved... Continue»
Posted by CrossdresserAtlanta 7 days ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2103  |  
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My Life as a Shemale Part2

Many things happened over the next few months, for one, I healed maybe better than I ever was, I discovered that there was another side to me and most important I met Tim. He was the one that found me and maybe even saved me. A middle aged man who once had a daughter, I know that because I am now living in her bedroom, sl**ping in her bed and wearing her clothes.

But lets rewind for a moment, the first thing I remember waking up is seeing Tim. He asked me my name, "Danny" I said, he introduced himself as a doctor that didn't practice anymore and now lived by himself. He told me that I was s... Continue»
Posted by gigi750 6 days ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1885  |  
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Mt tranny story

I've been dressing like a girl for the past three years. I've been a girl my whole life though. I always knew I wasn't the same as the other boys. I tried desperately to blend in and be a normal boy but couldn't. Behind the scenes, at home, I'd raid the laundry basket at night and grab some of my older s****rs clothes and underwear, rush back to my room, lock the door and indulge. I don't know right but even from a young age something about wearing woman's clothes was very liberating for me. From the age of 12, every night without fail I slept in a pair of French knickers. I had a set of girly... Continue»
Posted by stevolayton 6 days ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2090  |  
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Fantasy Gang Bang

At my dom's house.

I am dress in a corset and thigh-high fishnets with lacy see-through black panties. My eyes are painted and lined and my nails are freshly polished. I am clean and smooth from head to toe. I am wearing my studded metal bitch collar, and my dom holds the leash. I am a little nervous but excited. His job is to put me in heat.

He does so with the skill he always displays. With gentle hands, he caresses my shoulders and arms. The back of his hand lightly strokes my cheeks. He raises my chin and kisses me while is fingertips move down my front to my little breasts. ... Continue»
Posted by kinkyjodigurl 6 days ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1245  |  
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My Angel

Like most people I hate being sick. Okay, it was only a cold but it was sufficient to keep me from work. I'd been lying in bed for three full days now and was feeling very sorry for myself. Fortunately a few Facebook friends are also around during the day and they had been keeping me company.

I was just about to nod off when up popped a message from Chrissy:

"Hi sexy".

Now Chrissy is a sexy girl who knows what buttons to push to get me in the mood, but not being one hundred per cent, I thought it was best to put her off until I was on top form.

"Hi there Ms Heels. Not feeling sexy ... Continue»
Posted by annav 6 days ago  |  Categories: Shemales  |  Views: 2550  |  
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School , house, school and female clothes

hello everyone.
I wrote another chapter of my diary for you.
this chapter all about my teacher and father and how I got confused between them and their request.
day after that day in my teachers house I didn't go to school and pretend to be sick. I really didn't want to go there anymore. thought of finding exit way of being under the control of my teacher and being under his weight and his cock was killing me.
I told my parents I'm sick and day after that was weekend my mother and s****r had a plan to see my anti she was living in nearby city.
my father take them by car and I was a
... Continue»
Posted by Echoes90 4 days ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1769  |  
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My Life as a Shemale Part3

The next year would become the strangest and the most turbulent of my life, I will have to write more chapters just to get it all in. What came next was my transformation, even though it was becoming more clear to Tim, Sam and I that I was transgender from the onset.

Sam came and saw me more often, I started to understand that she was an e****t that Tim had come to his house but I also learned that her and I became friends and that her visits to me were not something she usually did and didn't charge for. It was only a few weeks after her first visit with me that we were sitting in my bedro... Continue»
Posted by gigi750 3 days ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 887  |  
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Captain Jack's Journal

May 10, 2037 Suki and Mark

Mark Peterson is a "buy in". Controversial, Electronic/Electrical wizard, a Billionaire recluse. He offered the one thing money couldn't buy. A nuclear reactor to power the Complex. Having worked security for Peterson International, I got him out of a few sensitive international incidents. His curiosity lead to the discovery of the Complex. His money doubled it in size. One complete wing is his and his selection of occupants is being prepared.
Always at his side is Suki. Personal assistance, American Asian, petite, beautiful and mysterious.
The couple are actu... Continue»
Posted by dickblackman 3 days ago  |  Categories: Hardcore, Shemales, Voyeur  |  Views: 479  |  
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My Life as a Shemale Part4

(this part may bore you but I need to tell you since it was important to me)

The next morning I awoke with a new lease on life, everything had changed, the only question was; would Tim be my guardian angel or stop me from becoming. I came down to the breakfast table in my nighty where Tim was already sitting and drinking his coffee, "Good Morning Danny", I thought good, were ok for now. Then he looked at me and asked "Uhm would you like me to call you Danny?"

He was serious and it occurred to me that I this what a good question. "I thought maybe Danielle, that would make easier to remem... Continue»
Posted by gigi750 2 days ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 929  |  
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My Life as a Shemale Part5

I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys.

Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I was wearing a skirt again, I came accross 3 boys in the arcade. One of them looked up and saw me, ... Continue»
Posted by gigi750 2 days ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1258  |  
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Venice's First Time at Ted's Place Londo

I had been chatting to this guy on TVChix and he kept telling me about this place called Ted’s in Fulham. We have never met but this is where he wanted to meet me and ‘show me off’. I did some digging about Ted’s and read that it was pretty seedy [and still is] and sex openly takes place in the toilets.

Anyway, one night the guy messaged and he said he would like to take me there and if I don’t like it we could leave.

I wore a short grey LBD, and pair of 5” strappy heel, with my painted toes and painted lips I was ready to go. Thankfully we only had to walk a short way from the car in ... Continue»
Posted by venicectgirl 1 day ago  |  Categories: Shemales  |  Views: 492  |  
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Jasmine, Courtney and 4 BBC's

This is dedicated to my good sissy friend Courtney, we were playing around and I sent her this for our dream encounter
XXX


Hello Courtney.... well where were we hehe..

oh yes, we were playing in our room together dressed all sexy and slutty passionately kissing when the gentlemen we had arranged to meet arrive, some very large built tall black men come in the room, the door flies open and OMG there are 4 of them! They see us on the bed kissing and playing with each other, my fingers all wet from fingering your sweet tight sissy hole and we look across at the men as they close the do... Continue»
Posted by JasmineSissyCD 1 day ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1093  |  
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Jasmine in Hotel Part 2 - The Mans Perspective

From His perspective now..


So this is picking up from just having had Cum down your throat, leaving you lying on the bed with your makeup all messed up, your ass gaping wide and exposed and your hands tied behind your back......

I go and fix myself a drink... maybe a big glass of whiskey. i'm feeling satisfied and very macho, knowing that i've really given it to that slutty tgirl, in her sissy little latex dress and whore heels. I can't believe how cheap and easy she was, letting her garters and G-string show the way they did, her face all dolled up with bright red glossy lips and all ... Continue»
Posted by JasmineSissyCD 1 day ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1044  |  
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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  |  Views: 2893  |  
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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  |  Views: 6833  |  
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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  |  Views: 1703  |  
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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 3 years ago  |  Categories: Shemales  |  Views: 836  |  
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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  |  Views: 1670  |  
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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  |  Views: 1185  |  
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