Shemales Porn Stories
Page 73

the first tranny I looked for

So i've had some tranny experience unwittingly. I respond to this ad on craigslist from this 19 year old tranny who lives fairly far away, but her picture was so sexy I decided to take the hour drive. So I drive to her parents house, nervous the whole way, when I get there I get out of the car. Stone sober, knock on the door and this little hottie answers. Black and white floral blouse, visible cleavage, tight little leather shorts and a bubble but that would make real girls jealous and about 5'3". She invites me in, she shows me around the house offers me a drink, we go around to the back whe... Continue»
Posted by hothothot103 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2114  |  
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first time with a shemale

Well this is my first story i have wrote so bear with me and comment on what you think...

well this all happened about two years ago when i was 18 i always have had fantasies of having a cock in my mouth and ass but i wasnt attratced to men jusst the cock so i decided to find a shemale. i live in a small town and thats hard so i found one about an.hour away in the city. so i talked to her decided to leave work early i was already horny anways but the worst part was the drive because it gave me time to think and second guess myself but i kept going..
when i arrived there she was waiting ... Continue»
Posted by wildmanxd 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 866  |  
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Tranny walks around soho late at night. (true)

After going to Trannyshack and dancing the night away i left the club at 2am. I was drunnk as guys had bought me drinks all night. A few guys had sat next to me and made me feel their cocks - all were nice and hung lads.
The guys liked my long legs shaven with fishnets - black court shoes and and painted nails. I was wearing a short black skirt and low cut top. Long dangling earings and long dark hair. I was made up with smokey eyes - dark plum lipstick and lots of rouge. My lashes were thick with mascara and on my forehead a diamond bindi was placed. My nails painted with glitter and a had ... Continue»
Posted by ritaboy 2 years ago  |  Categories: Shemales, Taboo  |  Views: 733  |  
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The girl inside me.

The Girl inside me...
I with my dolls outside the yard with Amber. What the fuck are you doing you little sissy? Screamed my daddy as he grabbed the doll out of hand and pulled me into the house. That day I learned what boys do and what girls do... but daddy I am a girl I said. Daddy looked at me just shook his head boys he said have dicks like this and girl have a pussy.
Daddy made sure I did all the manly thing like football working out...I had a killer body 6 foot 1in... I was totally ripped. My cock was above 10in and 3 in thick the girls loved it. Every girl in my high school had rode ... Continue»
Posted by mykitty08 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 789  |  
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working hard

My name is Micheal my birth. But I am known as Michelle As a c***d I had began cross dressing at around ten years age. I had actually been allowed to pick out and wear anything from my mother's closets and drawers. I was a very feminine boy and was often mistaken for being a little girl.My mother understood that to f***e me into a gender that was not really part of me would affect me badly for the rest of my life. My mother understood this because she herself was a lesbian and had divorced my biological father before I was five. She had been living with a very pretty lady Samantha. My Mother ... Continue»
Posted by christinefan 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1297  |  
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The dream that became real

ok wear should i start? I guess we could start while I was at work.

While I was at work at the movies i walked in on my coworkers haven sex only iut wasnt normal sex i had no idia latoya was a hermaprodite.

They didnt notice me cuse i was watching them all of a sudden i seen a 13inch cock go into jack ass hole then he said mm yess harder she started saying she going to pee in him he said no but she said to late then she said mmm i can feel ur shit on my dick she then stuc his dick in her pussy as she fucked his ass for some reson my dick was geting real hard my cock is lick 10 inches n... Continue»
Posted by gothicslave 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 640  |  
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My black lover

After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from him but within a few days I got a reply and two pictures. I couldn't believe it, he was 28 years old, very tall and slender and very handsome. He wrote he is a musician and that he travels to the city where I live a couple of times a month. He wrote he never had experience with a crossdresser and ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  Views: 1256  |  
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The strange day that left me beging for more

I was at work it a friday so I get to have a break from work after i go home anyways i was on my pc at in my offices and i called my secatary in for my papes it was late so there wasnt meny people there when she cam in i notesed that shewasnt my usal secatary she was beautayfull she had big tits double ds or big i mean these wure big tits an she hade a nice round booty and nice thick strong legs she had a tight skirt on and nice work shirt she said katie called in sick im here to fill in is tere any thing special u need i said im not sure she sad let me know ill give it to u any thing dont be ... Continue»
Posted by gothicslave 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1330  |  
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How I Became Vanessa Chapter 3

Hello dear readers,

I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life.

*

At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all the things that happened at July's, blushing as Jeff was watching me with desire.

Elena hadn't changed her sexy outfit and her beautiful face leaned towards Jeff's crotch uncovering his 10 inch cock which was even thicker than John's. She started to suck it hungrily, encouraging me to join her whi... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 708  |  
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Becoming Aphrodite Ch 01

My wife and I have been married for 10 years. She is a beautiful brunette of 5'8" and 120 pounds. With her long hair and her cute and innocent face, she looks a lot like the porn star Cheyenne Silver. I would dare to say she's even prettier: her extraordinary green eyes are totally unforgettable and even the famous porn star I mentioned could not compete with her.

We got married very young and we were very happy for many years but Jennifer was slowly changing, discovering parts of her which could not be ignored any more. In fact, she did not have enough sexual experience before getting marr... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1645  |  
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How I Became Vanessa Chapter 1

PART I:

I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to our place with a beautiful daughter named Elena who was only 18. I was a handsome 22 year old blond boy, quite feminine in my features and certainly very shy with girls because of this very reason. My girlfriend, July, was actually my first one, and she did the first step towards me. I was not rea... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Shemales  |  Views: 1862  |  
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How I Became Vanessa Chapter 2

Hello dear readers,

I strongly encourage you to read the first chapter of this story to fully grasp the sudden changes which affected my life.

I dressed up with a very tight black long sleeves top and a black mini-skirt. I added a choker necklace like the one Elena used to wear. I chose a pair of black fence net thigh highs to show my beautiful legs and stiletto high heels. I also chose to wear my shorter blonde wig (jaw-length) and some heavy make up.

I didn't know I wasn't alone. I was starting to prepare my ass with some lubricant and to squeeze my big black dildo in when Elena cam... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Shemales  |  Views: 545  |  
99%
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How I Became Vanessa Chapter 3

Hello dear readers,

I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life.

*

At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all the things that happened at July's, blushing as Jeff was watching me with desire.

Elena hadn't changed her sexy outfit and her beautiful face leaned towards Jeff's crotch uncovering his 10 inch cock which was even thicker than John's. She started to suck it hungrily, encouraging me to join her whi... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Shemales  |  Views: 895  |  
99%
  |  17

How I Became Vanessa Chapter 2

Hello dear readers,

I strongly encourage you to read the first chapter of this story to fully grasp the sudden changes which affected my life.

I dressed up with a very tight black long sleeves top and a black mini-skirt. I added a choker necklace like the one Elena used to wear. I chose a pair of black fence net thigh highs to show my beautiful legs and stiletto high heels. I also chose to wear my shorter blonde wig (jaw-length) and some heavy make up.

I didn't know I wasn't alone. I was starting to prepare my ass with some lubricant and to squeeze my big black dildo in when Elena cam... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Shemales  |  Views: 345  |  
100%
  |  4

How I Became Vanessa Chapter 1

PART I:

I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to our place with a beautiful daughter named Elena who was only 18. I was a handsome 22 year old blond boy, quite feminine in my features and certainly very shy with girls because of this very reason. My girlfriend, July, was actually my first one, and she did the first step towards me. I was not rea... Continue»
Posted by slutyvanessa 2 years ago  |  Categories: Shemales  |  Views: 599  |  
97%
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moms friend 2 - dressup slut

so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her.

little did she know I was visiting her best friend to dress up as a whore every chance i got.

Linda had had to lay down some ground rules. I had to dress in the outfit she had picked out for me as soon as I entered her house. She would watch me dress.

Linda insisted I wear suspenders and stockings. I was fine with this as i just loved the look of my cock, framed by la... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1275  |  
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cinema fun

Cinema fun
i love all sex, anything is good sex as long as everyone involved is happy.
Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go for a walk and see what shops i could find. I walked for maybe ten minutes and made my mind up there were no quality shops in the area, it was quite run down and seedy. It wasn’t long before i came to a adult sex shop, i walked past and glanced in ,unable to see a thing i walked on f... Continue»
Posted by sean1000 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3352  |  
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Deep trouble

I'm at a bar, it must've been a weeknight because it was sparsely crowded. I'm having a few drinks (more than a few but), there is music playing, people are kinda dancing. This beautiful blonde about maybe 5'7'' comes in all alone. Sexy little thing with big dick sucking lips, huge breasts squashed together in an extremely tight fitting one piece denim jumpsuit. Like the kind Jennifer Lopez wears. She sees me alone and makes her way over to me. Now this girl is hot, she was probably hotter than any woman i've ever slept with, so I try some small talk and its not really taking to her. So I give... Continue»
Posted by hothothot103 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 994  |  
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The Slave and the Sissy Part Eight

Slave kissed Pepper’s pretty face to reassure her before they were both shackled and then gagged, and sat on a prominent open seat on Ayesha’s carriage, their hands bound in front of them; Ayesha loved to display her power and ownership of slaves, and would always ensure other people were made aware of it, even if the chattels were only hers to borrow. Slaves cock was in an erotic quandary as he felt the closeness of his soft sissy; bound and submissive and thinking only of how she could please him, and there before him cracking a whip above the heads of the horses, sat the impressively domi... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 223  |  
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Whore For Two Mexicans

One night I came home from work and saw a old beat up truck from Texas parked in in spot next to my room. As I walk to my room I looked in truck and the back was full of tools and junk, then looking in the cab I could sdee it was a mess with trash everywhere. I thought who ever it belonged to must be slobs. As I got to my room I saw my guess was right as two mexican guys came out of room next to mine and they were a dirty mess. I looked at them and said hi and sort of smiled, they both had sort of nasty grins on there face as they looked at me.

That night I was standing outside having a bee... Continue»
Posted by sissy_gurl 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1545  |  
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