Shemales Porn Stories
Page 65

Date Coach from sissifyourself


Chapter 1


“So what brings you here today?”
Daniel looked at the date coach. He wasn’t sure of his height, taller than himself for sure, who stood at a paltry 5’ 4”, even though he was already 23 years old. He’d been made fun of his whole life for his height, but he still had a good bit of muscle, and some fat on him, as he weighed about 150 pounds, with nary a hair on his body. The doctor on the other hand, still looked athletic and muscular through his button down shirt, and didn’t look a day over 35. With his short clean cut hair and clean shaven face he could tell this guy was real ... Continue»
Posted by slim_krak 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1231  |  
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Being Caught

i'll put in my 2 cents worth and it's true...it's been a few years ago. I took a 'date' to a local gay bar, she and i danced and flirted with most all of the guys there. They weren’t used to seeing a real woman dancing with a crossdresser (me) and we created quite a stir with the fags. We had a blast: dancing, playing pool, in the bathrooms, at the bar, we both pretty much drank for free the whole night. At closing time she and i both turned down several lewd offers and i drove her home. i dropped her off and headed home...well it was 2 am in a small city, i'm half loaded, dressed, made-up, wi... Continue»
Posted by sissyteri 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1228  |  
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Sissy Emma is Turned Chapter 6

I went through into reception to see my ex-wife sitting there. She was a big lady, maybe one some people would call a BBW. Today the was dressed a little more conservatively than the last time I had seen her, but only just. She wore a very tight low cut top which exposed her massive cleavage, a short skirt and when she crossed her legs, I caught a glimpse of her stocking tops.
'Ah sissy' she said, 'I'm here to check up on you'
I hurried outside with her as quickly as possible, hoping nobody had heard what she called me. We walked down the steps from the building and around the corner out of ... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1228  |  
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My Story - Wet Dream Making love to a T-girl

For some unknown reason while I was watching a sexy film a girl came into my room – don’t know why? She was tall, fit, Brunette with long hair and had sweet little face. She looked as though she was in her early Thirties! – Nice
She asked me if she could join me in bed. I said yes and was very curious about who she was – never mind. She noticed I was naked; she smiled at me implying she was very pleased at what she saw!
She asked me if I wanted a kiss. I said yes in a deep sexy voice.
She approached me at a slow pace with her lips ready to pounce. We finally touched with amazing passion. We... Continue»
Posted by master081169 10 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1226  |  
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Away From the Campfire, Part Deux

I never for a second believed he was actually going to show up next Saturday. But, it hardly mattered. That quick, trashy blowjob I'd given at the camp had awakened something in me: lust. I'd long repressed my bisexual tendencies, and buried my femme side. And now they were awake.

When I got back home from the cabin, Sunday, I dug out my old friend, Dildo Daggins, and went to work on my ass. I came three times that night.

It was hard to concentrate, and to sit, at work Monday, but I managed. That evening, I got my boxes of girly clothes and supplies out of storage, and went through... Continue»
Posted by TransContinental 16 days ago  |  Categories: Gay Male, Shemales  |  Views: 1229  |  
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my crossdressing experience

i went over to the big double bed look over my shoulder gave you the filthiest look youve ever seen bent over and grabbed my ankles! My denim mini skirt rode up revealing the bottom of my tanned cheeks, theres no way im undressing my self so i waited till u picked up the courage to come over. Your stood behind me now and your hands stroke my bum then SLAP mmmh you gave me a firm tap on my little ass i fucking loved that! Then you lift up my skirt my arse is red from the slap but very beautifull for a man!! You kneel down pull my thong down slowly and tongue my little fuck hole, i reach round a... Continue»
Posted by andytmpson 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1222  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 9 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1223  |  
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A Sissy Slave for a Transvestite...

I barely remembered what had happened to me, my head was spinning, my hands were restrained. My feet was spread wide and I was on my stomach on a bed in a strange room. I could raise my head, only to have it resound with thunder as my heart pumped bl**d through out my body.

A feminine voice said softly '...I see that you are woke. Don't try to move to fast or you'll go back to sl**p...' I turned towards the voice only to see a very muscular black shemale sitting in a chair stroking a very massive twelve inch penis.

I laid my head down as I watched her manipulate her male member. I sig... Continue»
Posted by d4david 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1221  |  
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wife fucked by shemale

Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink his cum. He tried all the filthy things on me and now I feel like a big whore.... Continue»
Posted by harvin007 2 years ago  |  Categories: Shemales  |  Views: 1221  |  
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new job part 4

I spent the Sunday recuperating from (and reliving) my slutty encounters of the night before. As I replayed the events in my mind, I kept asking myself was that really me? Was that me letting Bethany slam me with that big dildo on the couch? Was it me catching my cum in my hand and guzzling it down? Did I really kneel handcuffed before two cops and let them spit roast me and cover me with cum. And did I really like it that much? The answer kept coming back…yes. Yes that was me. Yes I did do that. And yes I loved it. It looked like I was becoming quite the little slut after all. I wasn’t sure w... Continue»
Posted by cinful6767 8 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1219  |  
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Both girls had nice cocks..

[user]http://xhamster.com/user/scorpiodragon[/user]

So Im online, couple years ago, in a chat-room, im checking out profiles, looking at their locations, bingo find someone in California. finally found someone with similar interests, BOTH OF US very horny and love to give oral top & bottom also HIV-.

She didn't live that far, we started regular chatting n flirting just about every other night..
One night she happen to be in LA - Im in the valley not too far. So I Sent a TXT PM. She replied back very fast.. It seemed we had instant chemistry always flirting.
always saying lets hooku... Continue»
Posted by scorpiodragon 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1217  |  
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Bus Stop

Dressed with my red 17cm boots, fishnet stockings, transparent skirt and transparent top I was waiting at the bus-stop to go back to my hotel in Barcelona, but suddenly a car behind be honked.


A beautiful Spanish guy stopped and looked at me, he couldn’t leave his eyes from my beautiful huge tits under the shirt. He whispered into my ear, “Need a ride?” I wasn't even startled and thought if this guy would have a nice cock as his body it would be a good start for the night…. I said “Sure, let's go.”
I saw tha... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1216  |  
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Young Sissy Ch. 01

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.

*

I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a... Continue»
Posted by bi_hengst 4 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1221  |  
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POP GOES THE CHERRY

POP GOES THE CHERRY

I recently read a delightful account of a young gurl loosing her virginity to a f****y friend. Got me thinking about loosing my own virginity.

First, you should know, my mother made me a sissy. She took great delight in dressing me as a little girl, thinking back I can not remember when she did not. We lived in the country and most of the time growing up I played outside with my dolls in dresses. The only time I wore little boy’s clothing was when f****y visited or I went to school.

Everyone in town knew I was a very sissy acting little boy. I was bullied a ... Continue»
Posted by littleoralvee 2 years ago  |  Categories: Shemales  |  Views: 1215  |  
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Sauna Special Service of a Kind

Sauna Special Service of a kind

My name is Yaki, a shemale in Tai Chung, Taiwan. One Saturday afternoon, I dress in my usual lady costumes and go to the sauna palour on Daya Road with my three CD friends.

This sauna palour is really gorgeous. It occupies three floors with over 20,000 ft in area. In their usual manner the waiters greet us at the reception area in unison and lead us to the changing area. We have been here a few times before. This place does not preclude entrance of cross-dressers, so I often come here to enjoy special services with my 36D implant breast and my small c... Continue»
Posted by ewong6220 4 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1212  |  
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She dresses him like a slut

My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes and around the bottom of her eyes, her lips painted pink with a thick coat of lipstick. She wore a tight black strapless cocktail dress that just covered her sweet spot with black nylons that had a thin dark stripe down the back stopping at her sexy black high heels. “Suck his cock now” Carol barke... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 1211  |  
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foxxiroxxi takes two BBC,s in sex shop

The other day i went shopping for a sexy fetish outfit for a fancy dress party , the theme was doctors and nurses so i decided to suprise everyone at the party and turn up in a naught nurse outfit with platform heels . Looking online i found a sex shop that had the outfit that was going to blow every girl away at the party. It was red and white extremly short and tight , they also had all yhe accesories to go with it . When i got to the shop there was this big fit and very hot black guy w... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1211  |  
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Fantasy with TS

Fantasies I have wet dreams about. Here is one :D

Shemale bus driver
I ride the late bus home from school. I could ride the normal bus, but the late bus driver is HOT. I am the last stop on the late bus so I get to talk her alone for a while. Also since my parents don’t get home until after 6:00 pm. I get home around 4. But I usually chill on the bus and talk to her. Her name is Alex. She is around 5’4” with a round ass and plump tits on an average frame. Hair dyed red and short. Today was different though. She had a rough day and wasn’t in the mood to talk. But I was persistent. She would... Continue»
Posted by Tabias 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1208  |  
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A Night to Remember

About six years ago just before Christmas I went to a transvestite bar in the centre Manchester after I had finished my act at a private party on the outskirts of the city. I was dressed in my sexiest outfit mini dress, suspenders, sheer stockings and 4-inch Fuck me hard stilettos, and my favourite long brown wig. I was fully made up with long false eyelashes and blue shadow, red painted finger nails, and dark red lipstick, pearl necklace and large chunky earrings. I looked quite stunning . I have a very good figure and long shapely legs. I need to, in my line of work, as a part-time tranny... Continue»
Posted by TgirlViki 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1208  |  
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Ladyboy Secrets

LADYBOY DIARY
by utubeslut

forgive the misspellings but inocent words get sensored
by the auto censeless

Diaries can be dangerous and have unexpected
consequences if they fall into the wrong hands.
Or the right hands ….


Early Spring and that meant a visit from my
Aunt Becky and my cousin Susie.
I loved Susie but she was kinda weird.
She had mood swings like she had permanent
PMS, very unpredictable.
Otherwise she was very sweet.
Crazy bitch.

The neighborhood girls were drawn to Susie
like a magnet. Crazy peop
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Lesbian Sex, Shemales, Voyeur  |  Views: 1208  |  
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