Shemales Porn Stories
Page 5

Cross Dressing Cock Slut Party

Sadly this wonderful story is just a fantasy, but who wants to make something similar a reality!?!

The evening had taken a while to arrange, but had finally arrived. All 5 guests turned up within 15 minutes of each other and as they did, I fixed them a quick drink and showed them into the living room to get to know each other. Alan was a suited businessman in his mid thirties. Dave and Brian were dressed casually in jeans and Tshirts and both in their mid forties. Jeff and Keith were my age, early fifties and dressed in a shirt and smart trousers. We looked like a bunch of golfing mates who... Continue»
Posted by sissydonna 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  

My new assistant - her story, part 2

The next week the office renovations were finished and I started working for Mr. Anderson full time as his assistant. It was a busy week since the office was closed for renovations the week before. I dressed carefully for work every day: makeup, dress, panties, bra (lightly padded), skirt, stockings, and low heels. Although I was born male, I pass easily. I am 5'6” tall, 135 lbs, with a small frame and a small face so I was never masculine. I've been female all my life in my mind; with a little makeup and a little estrogen, no one is the wiser. I plan to keep my penis – it has been a source of... Continue»
Posted by MassMan669 1 month ago  |  Categories: Fetish, First Time, Shemales  |  


She set herself next to me on the couch in the lobby of the hotel I was staying. I was in a lousy mood and everything to lift me up was welcome. I had noticed that elegant strut that only Asian women have and the short summer cotton skirt that made her look younger than she was. Mid thirties, straight short black hair, her white shirt showing a promising decolleté.
"Do you like women?" she asked looking straight ahead.
I nodded.
'Do you like men too?"
Äre you a professional?" I asked.
'No, I am in heat." She replied off-handedly.
We hadn't looked at eachother and I felt she wanted to kee... Continue»
Posted by FetishFreddie 1 month ago  |  Categories: Masturbation, Shemales, Voyeur  |  
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My new life as a brainless d**g house whore

Look I am not like your typical gurl. I am well educated from a good home and I have a great practice. I am clean disease free and always smell nice. I have always been a sex addict since I was little. As I got older my tastes got kinkier and kinkier. I have now been a submissive since my teen years and I just came to the extreme side of that. It all started a year ago when I started seeing a new mistress. She was into feminization so she started dressing me. I liked it ok as she would use dildos on me but what I really liked was being called names and made to go out in public. I found I liked... Continue»
Posted by dncn31 1 month ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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I knew I should have checked the long range weather before I left the
airport. I had been airborne for several hours and the weather was rapidly
getting foul. November weather can be very tricky in this area and can change
quickly...warm one hour and cold the next. It was snowing heavily now, I was
hitting strong, gusty headwinds, and I wasn't exactly sure I knew where I
was. I estimated I had about an hour's worth of fuel left in my single engine
Cessna 172. Unable to make radio contact with anybody, I really felt alone in
this unfamiliar white world. For the first time, I felt a stran... Continue»
Posted by lana100 1 month ago  |  Categories: Shemales, Fetish  |  
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wedding breakfast

Hi all. This tale of mine is 100% true and happened 5 or so years ago.

I'd been invited to a wedding at some stately home in Essex. One of my old uni pals was getting hitched to his long term girlfriend. As was the norm with these occasions I left booking a hotel till the last minute so ended up in a travelodge or it could have been a premier In rather than the plush hotel where everyone else was staying. It was just off the a120 nr Braintree opposite a retail park so could be good for some hotel fun I thought.
The day of the wedding I drove up checked in and threw my bag of Clara clothe... Continue»
Posted by claracduk 1 month ago  |  Categories: Anal, Fetish, Shemales  |  
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The unexpected awakening

This was an era in which sexual fulfilment and experimentation was the norm. It wasn't uncommon for people to host parties at their homes. Nearly every single sexual experiment one could imagine would take place at these parties, legally of course. It was a great time to be alive.

And this mark Dave's first time going to one of these parties. Dave wasn't a strapping man, he wasn't a man who's body was that of a greek god. He stood six foot one, thin body frame and thin arms, and viewed the world through his glasses. He could feel his nerves shaking his body as he made his way through the r... Continue»
Posted by pornfan1976 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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My First Visit to the Adult Book Store (part 1)

My First Visit to the Adult Book Store

After I checked out the Store and Bought that Big Beautiful Cock I went into the booths put some money in the machine (these are more like rooms then a booth you could get about ten people in there) and took off my street clothes to reveal my Pink Mini Thigh Highs Black & Pink Pantys Black Bra small fake Boobs & Chastity Cage and sat down to watch and rub my Sissy Clitty about ten minute the door opened I forgot to lock it and a guy walks in looks at me and says Nice do you mind if I stay?
I said ok, he put more money in the machine and sat down and ... Continue»
Posted by Bi_Norfolk_cd 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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The Birthday girl

Carmen birthday was due in a few days time within the next few days. Carmen woke up feeling a little different, lonely as she look to left to see the empty side of the bed where her husband Ali would sl**p, he was on a business trip, she missed him dearly and the love for each other wasn't there. She felt different after having this particular strange dream during her sl**p. Carmen dreamt of having a beautiful young black female slave to use and humiliate. The bed sheet rippled over her body as she laid comforting herself in the warm cool air that surrounded her in the bedroom. Carmen spreads ... Continue»
Posted by Zaracuckoldress 1 month ago  |  Categories: BDSM, Group Sex, Shemales  |  

Kandie's Party

Guests should begin arriving at 12:30PM, she (the hosting Cd) said, so be here by noon. You’ll have time to get dressed, apply make up, and I’ll shoot some warm-up photos while we wait. I arrived promptly at 11:50AM. It’s always both exciting and a little spooky meeting a new gurl-friend as it was that day as I approached and rang the doorbell. But, she immediately made me feel warm and most welcomed. I couldn’t help but notice a table in her playroom where there were six of the largest rubber dildos I have ev... Continue»
Posted by Kandie_LaHoe 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  
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Two Of Both Worlds

It’s weird how two unsuspecting people could meet and suddenly end up together in unexpected ways. It all started in high school with my long time and now ex boyfriend, Bill, and my long time and now ex girlfriend, Charlene, we called Charley for short. Charley and I have been best friends ever since middle school. We would talk about everything. The clothes we wear, the girls we thought was unpopular, the guys we screwed. We were like s****rs. Well, sort of. I remember when I was having a sl**p over at her house and we were watching porn. We used to talk about the guy’s dick and how it couldn... Continue»
Posted by DirtyCouple011 1 month ago  |  Categories: Shemales, Voyeur  |  
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Naughty sissy dream!

This is something I wish to happen to me and as mentioned this is just a dream, my sissy dream!

My regular day as a crossdresser, coming home from work changing my clothes to something more erotic, sensual and sexy. Red lips nice makeup, black bra, Red g-string, short skirt, lingerie, nice long heels and I look amazing. Im 22yrs latina 169cm round ass. I start to chat and post pictures of me stripping and posing. The Message board goes crazy with nasty comments and date offers which I get excited. I panic a little and delete them. I get to nervous and afraid that I will be caught. After a ... Continue»
Posted by christycristal 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  

The story behind some of my fetishes

Well, I don't really write unless I have to; however, a lot of people question the videos in my favorites and thought some of you would like to know how I allegedly "inhabited" some of my fetishes.

I was in a relationship for a little over two years. My ex boyfriend was a white 5'11", brunette with hazel eyes very sweet to me (until the relationship ended of course) yet very possessive.This man influenced so many fetishes of mine; I'm not sure if I consider it a curse or a blessing. As high school as this story sounds, my best friend at the time cheated on her boyfriend with him and I was ... Continue»
Posted by ashleylynn01377 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Lisa’s New Role Part IV

When Lisa came to she was on her back, her legs resting on Lydia’s shoulders and had a large black cock sawing in and out of her ass hole.

The thing was, it did nor hurt. It felt wonderful.

I don’t understand, said Lisa.

You were u*********s so your anus was perfectly relaxed when I entered you for the first time. Plus I used a lot of lube. I don’t want to hurt you darling, I want you to feel good with my cock in you as she thrust deeply into Lisa’s Ass.

Lisa grunted in dark passion as the cock filled her bowels. She began moving her hips in tempo with Lydia who smiled down at her ... Continue»
Posted by nopenguins 1 month ago  |  Categories: Interracial Sex, Lesbian Sex, Shemales  |  

godess Yeidi Collins

My experience with Yeidi in Amsterdam:
The perfect date.
You have to know that i always was falling for her beauty and her shapes, and have seen each video on the net of her, you can say that I am an admirer too. I have dated with Yeidi in Amsterdam on her last day of staying at Holland. I just found out that morning she was working in Holland as e****t till yesterday before.. She was allready packing but she made a special case for me, after telling her how big fan I am of her.
When she opened the door, she was stunning beautifull, 1.85 tall and smelled lovely. Her dark sexy voice asked m... Continue»
Posted by laurennenl 1 month ago  |  Categories: Celebrities, Interracial Sex, Shemales  |  
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All characters are over 18

Béa was a sexy femboy when she found Lilly, a wild runaway transvestite young girl. Together they grew up as s****rs, and later on became lovers, living a perfect girl’s life together until zombies attack the city. They discovered by chance that people can be cured by having anal sex. Their neighbour Martin and 20 boys in the mall were already saved. But people are killing zombies to defend themselves when they could be saved and cured. Now the girls need to inform the news star announcer Jim J.J Johns so the killings stops!

[image]http://x.imagefapusercontent... Continue»
Posted by Baachan 1 month ago  |  Categories: Anal, Taboo, Shemales  |  
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THE BUS MAN (Sissy faggot romance) Chapter 3


Chapter 3

Weeks passed. I was working crazy hours - even weekends - in the wardrobe department of a large theatre, preparing a production of 'Chicago', so I couldn't go to the club and see how Alice was getting on with Derek. But Tom - who worked more regular hours as an usher - did go, and kept me updated.
Apparently Alice had been sometimes acting as if she wanted rid of Derek, continuing the snide comments about his intelligence (or lack of it), but then getting into a jealous rage if he so much as spoke to anyone else - even Auntie Linda, who must have been... Continue»
Posted by manmare 1 month ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Ashley goes out for Halloween

I took my new clothes home from school and hid them away in my room. I grew up with two s****rs who where both in senior high school and were not around much because they had boyfriends. Sometimes they would bring their boyfriends home or better when they had a girlfriend stay over for the weekend. This often meant that I could occasionally find some sexy things laying around which I could try on. My introduction to lingerie was Halloween when my s****r and two of her friends got dressed up.

My s****r was red riding hood; Sara was goldilocks and Lisa was a French maid and between the ... Continue»
Posted by Ashley-in-stockings 1 month ago  |  Categories: Fetish, Shemales  |  
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blackmailed to become a hot transgender slut

My name is John Smith. I'm a eighteen year old male who's single. I'm into girls. Quite frankly I'm perfectly straight. I'm about to graduate highschool. I started school a bit early due to my birthday, so my last year of high school was done as an adult. It was a month into highschool when Mrs.Cherry called me into her classroom. I'm not the brightest k**. I was failing her math class for sometime now, so when she called me in I was a bit nervous. She had such a devious look in her eye. Like a cougar about to pounce on a small little gazelle. If I'm being honest she was hot. While I'm being h... Continue»
Posted by the15doctor 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  

A surprise at the end of the day

I live close enough to the shore, and there are many cafes across the street from the beach, where you can work on your laptop and enjoy the view and fresh air. Most of the year it's anywhere between warm and hot outside, but the breeze from the sea brakes up the heat pleasantly.
As I often would during the summer, I went out to such cafe to work, instead of staying home all day. I got a few coffees over the course of the day, and I spent nearly all day there. Usually I would go home for a lunch break, but there was a very cute waitress and I decided to stay there for lunch.
At some point I ... Continue»
Posted by GalFa 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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