Shemales Porn Stories
Page 3

Kolkata Business Trip - Part II

Read part I here


After the long session of sex we ordered food. I was sitting there on the sofa sipping my drink and having a smoke wearing my padded bra n lace panty only. Saurabh was lying on the bed nude and facing me. We were chatting and then he told me he is a sports trainer and works out. Thats where he got his stamina i guess. The room service told us that food will take about 20 mins so we were watching tv and after i finished my smoke i got up
me- i should change to normal, the food will be in shortly
Him- OK
but wear your t shirt over the lingerie
me- OK, you als... Continue»
Posted by hornyboyind 16 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  

Hypnotised sissy hooker

Erotic story 1
One night I was alone in my room when I heard a knock at the door. When I answered I was caught off guard, there in front of me was a sexy lady, who looked like she had just come back from a night club. Her dress was gold and tight, the kind that showed every curve of her sexy body. Her nipples must have been so hard, they showed through the dress. Her red heels must have been 6" high with a strap around the ankle. I could not help myself drawn to looking at her legs, with shiny black stockings. I found myself speechless as she looked at me I felt her see right through me, know... Continue»
Posted by BoltonCrossdresser 16 days ago  |  Categories: Gay Male, Shemales  |  
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Cockatoo part 13

Cockatoo Part 13

Nikkie Silk

Jandaeng’s voice came through loud and clear and chilled me to the bone.
‘It seems you’ve had some trouble at your bar over there, James.’

Bad news travels fast I thought. I hated the sound of his voice. It made
my flesh creep and took me straight back to the bar in Bangkok and what
he had done to me that night. I took a deep breath and tried to keep my
voice as calm as possible.

‘Yes Inspector, the mamasan was stabbed in a bar fight. I’m surprised
you know about it.’

‘It is my job to know these things. I also found it surprising that
Kritsada ... Continue»
Posted by nikkiesilk 17 days ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  

First taste of shemale piss

I am a straight guy that has a fantasy about being fucked by a shemale, but unfortunately in the place that I live in no one can find one . but one day while I was at the latin dance class a new girl arrived she seemed very nice but real tough, she was about 165 cm. , slim and a very beautiful face with green eyes, wide lips and long brunette hair, she needed some one to dance with and since I was the best in my class the trainer told me to dance with her, and while we were dancing I felt her beautiful but strong arms rub and squeeze my butt, I looked at her ,she winked at me and I winked back... Continue»
Posted by samcolt1911 17 days ago  |  Categories: Fetish, First Time, Shemales  |  
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My Coworker Lily

I’d worked with this girl Lily for the last four years. She was a 27 year old size four, 161.3 cm tall, with pale skin, long dark straight hair and brown eyes behind unstylish glasses. She was pleasant to everyone unless you didn’t take her rejection well; then she cussed like a drill instructor from the 1970’s. I’d seen her in action and never bothered to ask her out. Women our age aren’t attracted to guys who play videogames, drink beer, watch sports and read comics with their spare time. After a while I found out she was a fan of videogames and manga. So we grew to be friends.
29 d... Continue»
Posted by camay1997 18 days ago  |  Categories: First Time, Shemales  |  
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How do you get an hourglass figure? Part 2

I get asked this question A LOT !

The most important thing to emphasis is that there really isn’t a definitive answer. What you will be able to achieve, in terms of your figure, will depend a lot on your start point – your current body shape and your frame.

That said – I think it is really useful to have some guidelines to try and help keep your figure as feminine as possible. For me one of the most important things in achieving this is to keep everything in balance. There is always the temptation to go bigger (especiall... Continue»
Posted by asslikeawoman 18 days ago  |  Categories: Fetish, Shemales, Taboo  |  

Summer Transformation Part 2

I drove home in shock, my mind racing. I was about to go into the middle of no where with a man that I only just met and be his employee for an entire summer! On top of that, I had just sucked his cock! As I drove home I couldn't get the image of him using my mouth out of my head.

I pulled into my parking lot and made my way up to my apartment. I went straight to my computer and checked my email - he had already sent a message! It read:

Hey Slut - you have two options... I'm leaving the choice to you.

Option one: you can remove all of the hair on your body, and start practici... Continue»
Posted by archerfan88 20 days ago  |  Categories: Fetish, First Time, Shemales  |  
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Kolkata Business Trip Part I

As you all know and those who dont i am from somewhere in north india
i am tall fair smooth and i love to crossdress when alone. I am bisexual and when alone ( usually on my work trips) i dress in female lingerie and make love to a male as a woman.

So as it happened last monday i was called for some meetings over the next 3 days in kolkata(kol) and i took a flight and reached there around noon. I took a cab and reached my hotel in park Salt Lake city area. It was a nice hotel with cozy rooms. I had a shower and ordered food. I had my food and dozed off. I woke up around 4 pm and was browsi... Continue»
Posted by hornyboyind 22 days ago  |  Categories: Anal, First Time, Shemales  |  
  |  1

cd gangbanged

I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV club.

Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off.

I wore my latex rubber corset: pitch black, very tight, and very heavily boned from top to bottom. It was smooth enough not to show under dresses, and tight enough to make me look like I had natural breasts, even let them jiggle a little. The corset held up some sheer black seamed stockings with little sparkly rhinestones woven in.

The centerpiece of my outfit was... Continue»
Posted by tanyacd65 22 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Hook Up

This is purely fictional.

I was sitting opposite the bar, looking out of a darkened window watching people moving on the sidewalk. I had been nursing the same drink for at least an hour. I was waiting for him. We were supposed to have met up an hour ago. I had been excited to sit on his giant cock again. But as the time passed, I was more and more starting to think that I had been stood up. I took another sip of my drink and pulled out my phone, his last text was nearly an hour ago, he had not replied to mine. I texted him again and waited. Still no response. I was growing m... Continue»
Posted by nightlyfun002 23 days ago  |  Categories: Shemales  |  

A night of surprises

Away with business had never been so much fun.

After a brilliant day of breaking company records with more to come i was feeling on top of the world. A nice bottle of 97 chateaux du pape would go down nicely at the hotel bar. I collect my wine and head to a corner table facing the rest of the bar. I savour the first few mouthfuls then I begin to people watch. Mostly men in tonight but the odd women comes and goes. My mind races to the reality porn scenarios in which would get me laid but it’s all fantasy. I’m just sitting silently drinking. Bottle number two arrives at my table. It’s g... Continue»
Posted by nomatterhowhardyoutry 23 days ago  |  Categories: First Time, Shemales, Taboo  |  
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Origins Part Two

I soon found myself busier, and going out as Danielle more and more often. I had also found I needed to expand my wardrobe too. I now had a lot of outfits, dresses, skirts, blouses, sweaters, shoes, and accessories that had consumed a large amount of my walk-in closet. My shoes and boots had occupied a large rack in the closet to capacity. I also had several drawers full of lingerie and stockings and at least a dozen wigs of different colors and styles on their Styrofoam heads. One large drawer of the vanity held nothing but all of my makeup and nail products. I had also acquired severa... Continue»
Posted by Chrissycdslut00 24 days ago  |  Categories: Hardcore, Mature, Shemales  |  

A Welcome Surprise – Part 2: The Morning After

This story is a continuation of a previous story I have written. Please see Part 1 on my profile to get the whole story.

I awoke on the floor, with a blanket we had pulled off the couch lazily d****d over my body. I looked over towards the hallway and just caught Kris’ beautiful ass turning the corner. It seems she had just woken up as well, and I could see she was headed to the front hall washroom. I threw the blanket off and sat up, looking down at my spent dick in the process. My mind immediately ran wild with memories of the night before, and I could feel myself grinning from ear to e... Continue»
Posted by FearlessAddict 24 days ago  |  Categories: Anal, First Time, Shemales  |  


My name is Clinton Crayle, and I'm a very different kind of Private
Eye. I specialize in untangling the kinky sex problems of the very rich.
My fee is One Thousand Dollars a Day, and I'm seldom out of work. My
clients know that my discretion is absolute and I guarantee my results.
So if you're rich and in a jam, come to my office. Harold Belt did....

"Mr. Belt," I said, "Your problem sounds interesting. Blackmail
from a professional Dominatrix is, fortunately, rare. But from what
you've told me, it's very real in your case."

"I guess I was a fool to write... Continue»
Posted by klammer 24 days ago  |  Categories: BDSM, Fetish, Shemales  |  


I was just turning 10 years old the summer I met Marshall. I lived in a
small rural town and keeping busy during the summer vacation was always a
problem. That's why when Marshall a 14 years old and his 12 year old
s****r came to visit there Grandparents who lived just up the street it was
an opportunity to escape some of the boredom. Marshall and his s****r,
Jennifer, were from the big city. To them we were all hicks.

Marshall was quick to start up an association with me only because I was
conveniently located to his Grandmother's house. Jennifer, was much more
prissy and... Continue»
Posted by klammer 24 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Celebrity Surrender:Leslie Mann/Catherine Keener

Ratings for Celebrity Surrender were going through the roof after the signing Ronda Rousey, and membership was had increased more than 1000 times in just over a month. With matches from reality TV stars and B-Movie queens adding to the popularity of the sexual consequences wrestling matches, Ariel was looking to push the envelope even more. She got an overwhelming amount of responses from former castaways of Survivor after the h... Continue»
Posted by mayberry 24 days ago  |  Categories: Celebrities, Hardcore, Shemales  |  
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I
was 13 years old. As a c***d I was a bit small and frail,
taking longer to develop than most boys my age, and as a
result I ended up playing more with the little girls on my
block than the boys. This was also a problem of geography,
not having any boy friends living near us, and that was
probably just as well because all they did was tease me and
beat me up, never letting me play any of their games.

My only real play friend was a pretty 11-year-old girl
living next door to us, and her name was Jacqueline Taylor.
W... Continue»
Posted by klammer 24 days ago  |  Categories: BDSM, Fetish, Shemales  |  
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I was not aware that my girlfriend had begun studying hypnosis,
nor that she harbored ambitions of petticoating me. But I soon
discovered that the combination of the two was dangerous to my
masculinity. One afternoon I was sitting in my living room,
listening to the stereo through a pair of headphones. It was a
warm, sultry day, and after a while I drifted off to sl**p. (Much
of what follows my girlfriend--now my mistress-- explained to me

Seeing that I had dozed off, Jennifer saw her chance. She
replaced my music tape with one she had prepared in advance.
Through my d... Continue»
Posted by klammer 24 days ago  |  Categories: BDSM, Fetish, Shemales  |  

Mrs. Townsend

It is our anniversary and I sit naked on our bed. When I awoke
this morning I was told to shower and to shave every inch of my body, to
rub lotion and powder on myself so that every inch of me was soft and
caressable. I have done as I was told; I am very obedient. By now the
cherry red polish on my toes and my fingers are dry and shiny. My lips are
glossed the same color. My eyebrows are plucked and shaped, my lashes
curled, my face powdered, my cheeks blushed, my shoulder-length hair
combed. I am so excited I want to touch myself, to give myself some
relief, but I dare not.... Continue»
Posted by klammer 24 days ago  |  Categories: BDSM, Fetish, Shemales  |  
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My Roommate's Strange New Appendage

When Gem fainted at my house I barely caught her in time. She was a much bigger girl than me at 5'4", but I still managed to prop her down somewhat steadily. She'd been complaining of lack of sl**p due to studying, so I went from panic mode to contemplative mode quite fast. In fact over the past few days I would be studying with her and look over within seconds she would be out like a light. I ran and got her a pillow. By the time I got back she was quite hot and starting to sweat, so I got a cold pack and started undressing her. I didn't have any romantic feelings for her-she was my best frie... Continue»
Posted by michellcd 24 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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