Shemales Porn Stories
Page 119

petite evil - part 1

When i was four years old i started wearing stockings on my bare smooth legs. I didnt have any hair on them at all yet as i was an extremely late bloomer. Sitting at the shoe store with my gramma i would take the nylon socks they give you to try on ,which are nylon knee high stockings, and pull them up past my thighs. I had very very petite girly legs with very balanced curves that drew your eye very hard to the depths of your sexuality to fight the demons that plague men their entire lives. Families are broken apart by a pair of legs so perfect and unusually attractive as mine for my age. Mos... Continue»
Posted by morphentia 5 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Singapore tranny sex

My ship was dry-docked in Singapore for 3 weeks, n i was lucky enough to meet a gr8 girl first nite ashore, Lin, half chinese/ half malay, n fucking sexy. I slept at her flat most nites and the sex was awsome. She shared with a girl called Meena, a hostess on Singapore Airlines, but until this special nite i had never met her. Anyway, this nite as we got back to the flat Meena was in too, taller and bigger tits than Lin. Well we got on very well, the drink flowed, talk turned sexy, and Lin said that she had told Meena how gr8 i was in bed! We all laughed, then i grabbed Meena, kissed her face,... Continue»
Posted by horneybial 4 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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my date with jennycumslut part two

The second part of my story about my date with Jennycumslut. This memory will be burned in my mind forever and thinking about it drives me wild to know I did what I always fantasized about! Hopefully this will make you cum hard...

I left off that I had just made plans with Jenny to see her later that evening. I was out for a nice paced walk in the park close to my apartment at the time we had made plans so I hurried back home. After drenching of sweat from hurrying home since I was to meet her in less than a hour I quickly showered and didnt have time to shave my pubes down.

Me and her t... Continue»
Posted by redhotnailpolish 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
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Trapped and Trained Sissy Ch. 16

Trapped and Trained Ch. 16
I slowly opened my eyes, feeling how heavy my eyelids were and how cloudy my vision seemed. I was drowsy, as if I was fighting a bad hangover and still a bit d***k from the night before. I didn't know where I was - it certainly wasn't the room I had fallen asl**p in, my last memory being drinking some fluid that was supposed to offset the chemical imbalance in my system that was causing a need for me to ingest cum. I shuttered as the vivid details from the night before came rushing back through my mind, closing my eyes tightly and shaking my head to try and f***e th... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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My first CD

I remember how horny I was when I was living in Hollywood. I was only there for a few months but I remember the smell of sex in the air. This story is about me and my first encounter with CD and then my first encounter with a real tranny. I was constantly looking at shemale porn and became balsy enough to email some through CL. I didn't want to pay so i was looking for nsa hook up. A couple responses came through and I started talking to one. I was all codeined out but still for some reason horny. Im 24 skinny and straight(but i wanted to try a shemale). I finally showed up and i knew from the... Continue»
Posted by goldenstarboy 4 years ago  |  Categories: Shemales  |  
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Ninasissygurl opens up about her sexual urges. Par

Hi there all you horny perverts!

My name is Nina, and if you take a look at my profile, you will see that I'm a bit of a sissy faggot.

I used to go out with females, and have illicit encounters with anonymous gay men on the quiet, but slowly, I have become more and more attracted to men, and in particular, crossdressers/transvestites/transexuals.

I still find women attractive, but I don't think my penis would get hard properly for a normal, straight woman.

But I always get rock hard when I look at anything vaguely gay or shemale-like.

I think I know what this means, that I am j... Continue»
Posted by barclay2011 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by SiobhanSeeDee 3 years ago  |  Categories: Shemales  |  
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Shemale suprise Colt and Celia

Colt is a young man and doesn't have a girlfriend and just turned 21 years old
He has brown hair and brown eyes.

Celia is a shemale and is 20 years old
She has half long to long light brown hair and bleu eyes.
She's got small shemale breasts and a beautiful thick cock and looks really feminine.
She likes to fuck and get fucked.

Colt and Celia don't know each other yet but go to the same bar,
but on different days.

Now Colt gets the idea of going to the bar on saturday instead of on friday.
This is the same day Celia goes to the bar.

Colt ordered a beer and Celia just enters t... Continue»
Posted by J-art 2 years ago  |  Categories: Shemales  |  
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A wonderful experience


When I was 20 years I was a wonderful thing happened as I remember all my life.

With my best friend Dani and friend, we agreed that we are going to our dull and went around the city a bit. This was a great opportunity for me to be dressed as a woman and such a walk around town for all to see. From what I can remember is I enjoy women's clothes and the role of women. Although I had all the things women I asked a friend if I could borrow her things and be with her disguise, that would not be too suspicious that I'm a transvestite since time immemorial.
Dani and I have come to friend Suzi w... Continue»
Posted by maximatv 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Worshipping Carla's Cock

I am a closeted bisexual. I have been since I was an adolescent.

These days I have a secret regular lision with a south american transexual who is 20 years younger than I am.

When we date, she dresses in full feminine attire, a black minidress, silk stockings with a suspender belt, and heels. She is curvy and beautiful and easily passes for a girl until you speak to her, when her slightly husky voice seems to give the game away.

Those of us who know and love transgender people can often tell before a person who has not made love to these beautiful creatures. When I first met Carla, I... Continue»
Posted by Hangdog90 4 years ago  |  Categories: Gay Male, Shemales  |  
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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 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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bad gurl in town

I love business trips. New towns are so exciting. Whenever I enter a new town I check online to see where the local cruising spots are. This time it was in Vancouver, BC Canada.

Vancouver is a wonderful city with an active GLBT community. If you have never been there I highly recommend it.

Now I look pretty andro so I generally don't have a problem as a man or a woman. Tonight I was putting on my favorite skirt and cruising the town.

I went to the hottest gay night club but there was a huge lineup. Damn, I thought, no luck there. I decided to walk down the street a bit further and... Continue»
Posted by zaria_ts 3 years ago  |  Categories: First Time, Shemales  |  
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Summers of Love (Part 1)



A couple of weeks ago my wife hosted an Ann Summers party. I had hoped to sneak away for the evening as, though I would have been more than interested in the lingerie on display, I didn't fancy listening to the constant cackling common to "women only" parties and also the inevitable anti-partner jibes such as: "I ask are you in yet and he says I'm finished", "he picks his nose and farts afterwards" and "you'd think he was rodding a drain the way he goes about it" etc. The wife had other ideas however and I was drafted in to prepare the nibbles, pour the drinks and answer the door, the latt... Continue»
Posted by MichaelaCD 5 years ago  |  Categories: Shemales  |  
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wish cum true

A wish cum true

My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced.

I came home from work and saw Tara's car in the drive. Strange; she gets in after me most days. Never the less, it was a nice surprise. As I walked into the house she met me at the door dressed to the nines: short mini, fishnets, low cut top and those pumps that I love. Tara is 5'4" and 10... Continue»
Posted by tara-cd 5 years ago  |  Categories: Anal, First Time, Shemales  |  
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Trapped and Trained Sissy Ch. 10

Trapped and Trained Ch. 10
I moved the material around in my hands... it was so... so... small. There was just nothing to it, it felt like I was just holding a small red string. Britney saw the combination of shock and confusion coursing through my face.

"It's called a 'monokini', Candi. It might be a tad bit small, but don't worry, that'll just make it more fun!"

She grabbed it and laid it out on the table in front of me and finally I saw the material take shape in how it was supposedly supposed to fit on my body. This was impossible - there was no way I could get into that thing. In t... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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angel encounter

We both work in Angel Islington, most days we catch the same tube. Most days we stand close on the endless escalator. Most days we leave the station separate ways We never talk, some times I can smell her shampoo and sometimes and I can barely see her. I know she watches me, but she never catches my eye.

Three days ago she did. Momentarily, if it hadn't been for the raised eyebrow I might not have noticed the look.

She walked off quite quickly, leaving me mouth open like a guppy. I regained my composure and followed her, keeping her in view. She glanced back at me, catching me leeri... Continue»
Posted by j0shr0gan 2 years ago  |  Categories: Hardcore, Shemales, Voyeur  |  
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This is fiction - but I can dream, can't I.

This is fiction - but I can dream, can't I. "How I became a Stocking wearing cocksucker"


It was a Saturday night and my wife said, “I want you to take me to one of those movie/peep shows with you. The ones where you jerk off while you watch the movie. I want to go with you.”

“Why?” I asked.

“Because I want to see what you like about them. You could watch a porno movie here and jerk off, why do you go there?” She had asked me about them before and had always wondered.

“I just like to.” I said.

“Do you ever see other guys th... Continue»
Posted by guycd 3 years ago  |  Categories: Hardcore, Shemales  |  
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Car Bonnet Fuck

Hi Guys,




This true story dates back about 4 1/2 months now, and takes place outdoors, well over a car bonnet to be exact.


I had been chatting to this lovely guy called Dave, we had been chatting on a different site and arranged for him to come over from where he lived to where i live in Droitwich. Well I had been getting my self ready most of the evening showering, shaving my self totally smooth including my pussy, made a real effort to look hot with my makup and clothes. The usual things, stockings suspenders, 1/4 cup bra with matching thong, and high heels, a loose fitting top ... Continue»
Posted by donnamarie09 1 year ago  |  Categories: Anal, Shemales  |  
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He doesn't fuck me like you do.

"I'm so fucking horny right now. I can't bear it..."

Those are the kind of texts I get from you throughout the week. Every now and then just to remind me what you are looking forward to. What we are both looking forward to. Thursday nights can never come soon enough, it's a shame I can only get away that one night a week. It's fine though, the anticipation and all the secrecy only makes the experience that much more satisfying when we are in the moment. We tease ourselves, it's almost like torture, until we finally get our moment.

I walk in trying to contain my eagerness and excitement ... Continue»
Posted by virg0man 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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strap on gang bang....

Well hello boi's and gurl's,
Just had a evening of bliss and really wanted to tell the world...
I am tall, slim, sexy CD. Have been X dressing now for over a year.
Never new it but after attending a Halloween Wedding as a female I
was hooked...

I have had sexual experience with male's and couple's in my past,
and am very kinky too...
I also tend to be more submissive when dressed up.
Love to please others before myself type...

So I had set up a meeting with a very nice member of the military and
his wife.He was bi BBC, She was white and very dominant. Both where very sexy, and ... Continue»
Posted by dawncd1 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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