Shemales Porn Stories
Page 4

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 25 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 25 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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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 28 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 29 days ago  |  Categories: Anal, First Time, Shemales  |  
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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 29 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 1 month ago  |  Categories: Shemales  |  
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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 1 month 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 1 month ago  |  Categories: Hardcore, Mature, Shemales  |  
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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 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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TV NUDIST



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 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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BOB BECOMES BOBBI




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 1 month 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 1 month 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 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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SISSY DANI



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
later.

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 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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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 1 month 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 1 month ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Doris is starting to take on older males

Doris is starting to take on older males


When Doris followed the older man into the seedy bar that afternoon barefoot and just a skirt and blouse over her cum caked body, she saw the bartender /owner behind the bar and 3 guys sitting at the bar. It was still early that afternoon most of the men that came there came later after their work shifts were over.

The older man introduced Doris to the owner. This is the girl I was telling you about.

‘Doris, go with him to his office’. She followed the man into his office. When he turned around he had his dick out and it was growing, “Doris g... Continue»
Posted by jenni_serves 1 month ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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Bisexual Cosplay gets serious

BiwayJimmy Vs. SummerSultry & Shesally
SummerSultry was sitting alone in her bed thinking of the next movie she was going to make. Should it be with a guy, or a girl? Should I talk nasty or just moan? What would please my audience? She was wearing a sexy little teddy and had just taken some pictures and posted them online. She was excited posting her sexy pictures and thinking about her next video. Her pussy was wet and she just started to rub her fingers on her creamy pussy lips when there was a knock on the door.
“No!, why now!?!”
She went to the door still in her teddy, “Who is it?”... Continue»
Posted by biwayjimmy 1 month ago  |  Categories: Group Sex, Shemales  |  
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First Date With Khloe

For the last few weeks i've been seeing this stunning girl Khloe. Blonde, about 5'6, small, natural tits and just a little bit chubby. I met her online and we really hit it off, started out just a few casual messages, these got longer, then we progressed to Skype. I was stunned when she first appeared. Hair just touching her shoulders, full and defined lips, cute, feminine nose and dark, piercing eyes. We talked about everything, work, she was training to be a beautician, music, films, everything. We just seemed to click.

After a few weeks of talking on Skype I suggested to meet in real li... Continue»
Posted by xtinatg 1 month ago  |  Categories: Shemales  |  
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My daddy

*This is a fantasy story between me and a daddy who I spoke to for a while on Grindr but never met as I went away :( *

When I pulled over my car at his house I was a mix of nervous and excited. My hands were shaking but I knew deep down that I wanted this, so I got out of the car and walked to the door. I pressed the door bell and waited for an answer. Daddy opened the door and introduced himself. I gave him a little peck on the cheek before coming in. I wasn't dressed at all yet so felt a little uncomfortable kissing him, especially in public. So I went in to his house and went to the livi... Continue»
Posted by uksissyboy 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  
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