Shemales Porn Stories
Page 80

HERMAPHRODITE BLACKMAIL

I remember it as though it were yesterday.
19 years old, jut dropped out of college over a sex scandal
with my History professor.
I managed to find a good job in a high end boutique
because I was beautiful, sexy and could pass myself off
as classy, even though I was a cheap whore.
My boss was a perverted dominatrix and immediately
made me her plaything as a condition for my employment.
As long as I obeyed her and serviced her clients.
I was making very good money as a prostitute for rich perverts.
I found a fairly nice apartment, no penthouse for sure
but far from a dump.
I del
... Continue»
Posted by Utubeslut 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Preparing For a Special Date

Preparing For a Special Date



I have a date to night with a girl called Lucy just like myself another Transvestite who I met on the net over a month ago. She is a little smaller than me with nice little breasts, nice little clitty and brown hair like mine but shorter, she is a little younger and good looking and we get on so well. We have met five times now dressed, mainly in the back of her car and have tasted each other on every occasion, I have put my fingers inside of her and she has done the same to me but ... Continue»
Posted by alanyagirl 3 years ago  |  Categories: Anal, Mature, Shemales  |  
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Emo twink get 20 yrs hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 3 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Busted Wearing Panties Ch. 04

Tranny – bisexual – bdsm – nipple play – anal – first time

Chris and Jessica had to leave for a dinner engagement which they could not get out of. Emily and I we wanted to be alone anyway so we were glad.

Jessica and Chris weren't even out of the driveway before I slipped behind Emily, reached my arms around her chest tweaking her nipples, and then I started rubbing my cockhead between her cheeks. "MMMMM! That feels nice. I'm going to clean the kitchen up a bit. You grab the towels outside and put them in the laundry. I will meet you in the bedroom in five minutes."

I ran out t... Continue»
Posted by naughty_bi_interest 4 months ago  |  Categories: Anal, BDSM, Shemales  |  
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The Mechanic

My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a couple of times a year for a car service so you get to know some of them quite well.

I hadn’t had that much in the way of action for a long time. I had split with my wife a few years before and now I always seemed to be working. Anyway it’s not the most attractive of looks when you hands are covered ... Continue»
Posted by domestique01 4 years ago  |  Categories: Shemales  |  
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What you name it...

Susette and Brenda, were two shemales that would come by the burger joint just before closing on Saturday nights. I would always work the drive through window on those nights and got to know our regular customers well. Susette had thick brunette hair and Brenda was a dirty blonde.

This particular night they arrived just as I was leaving, around twelve-thirty, they slowed down as I crossed the parking lot and called out asking 'are y'all closed already', I smiled and answered 'for about forty minutes, you got here a little late to get anything'.

Susette was driving, as usual and qui... Continue»
Posted by d4david 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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More adventures with my Roommate

It was Saturday evening and I was dressed in my "maid sissy outfit" waiting for my roommate, Ed, to come home. I heard the sound of two male voices talking loudly outside the front door of our apartment. One voice was the unmistakable booming voice of Ed and I didn't know who the other voice was. The door opened and in walked Ed and another guy. Ed introduced us, he said, "Baby, this is Robert. Robert, this is Baby." Robert smiled and said hello to me as he leered at my stocking clad legs. Robert was quite different from Ed and I wondered about their friendship. Robert was in his late 5... Continue»
Posted by rikki50 2 years ago  |  Categories: Gay Male, Shemales  |  
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A story-tribute to Susie

This story is fiction. Some people like to do tribute photos, where they cum across a photo of someone’s face. This is a story tribute to Susie, aka soeager2, an xHamster user I really want to fuck.

I wasn’t sure what to expect when I got an e-mail about my boss needing to see me in his office later that afternoon. I hadn’t committed any real transgressions and I’m one of the more productive workers in the office, so I didn’t think I was going to be terminated. My mind wandered to anywhere but the job, until it was time for our meeting.

We exchanged some pleasantries and the... Continue»
Posted by 247hornyboi 8 months ago  |  Categories: Anal, Mature, Shemales  |  
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The College Fantasy Part 4

I walked towards the bathroom where she had gone before me. I was in a daze. The reality of what had been happening was sinking in and my body would not stop the incessant tingling. It felt like my skin was heating the room. A cold shower sounded magnificent.

The water was already running. I could hear it from the hallway. When I turned the corner into the bathroom she stood before me. Her whole body was exposed and for the first time I was able to observe all that had changed. Her tits had grown from the C cups they once were to D cups. Her feminine figure was as beautiful as ever... Continue»
Posted by fictiong 6 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Hooky

"You're not seriously gonna leave me like this are you?" Daddy Mike said as he waved his now hard (again) cock back and forth. I stood on wobbly legs as I had still not gotten used to walking in the heels daddy bought for me.

"Daddy I gotta go to class, you already fucked me twice. You can fuck me again after class, now I gotta find my clothes and get out of these stockings and thong." I looked around for my pants but couldn't seem to find them which seemed to make Daddy Mike harder as he watched me bend over a lot to look for them, the heels he bought for me to wear during our play enhanci... Continue»
Posted by sublimeguy 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Becummin DADDY's Bimbo Fuck Toy Sex Doll

My Very Dearest Cum Slut Whore Doll Roberta,



My Fuck Doll, I command that you becum my Decadent Super Trophy Bimbo Slut Whore -- sluttiest, trashiest, nastiest, hedonistic, sinful cock candy whore in heat. I am looking for a nasty, trashy “teased up” platinum blond cock whore with ultra micro minis that are never too short and large breasts that are never too big. I want to display my Bimbo Slut Whore for all to see --- fondling and feeling you up in public --- fucking and sucking --- and whoring you to friends.



Oh, my Bimbo Fuck Doll, I want to fulfill your dreams, includ... Continue»
Posted by BertaBootyLicious 2 years ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Drink Me (Sissy Story) by sdvine

With my chin resting on the table, I stared at the little bottle. It was a rather unremarkable looking thing. It could almost be called a vial, but I think of vials as something smaller and thinner, like in a lab. This was more like one of those small energy drink containers, only bigger and made of glass. The liquid inside, however, was much more remarkable. Silvery, with tinges of blue, it appeared to shimmer. Almost as if it were alive and breathing, the shimmer was like a pulse. I found it very easy to stare at it, it was quite hypnotic. Like it was calling to me, enticing me to drink. I h... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Ally...


I was at a customers' house doing some yard work as they had paid me
in advance for just minor clean up, pulling weeds, mowing, trimming the
hedges. I was finishing trimming the hedges in between the neighbors and
their house and as I finished up the neighbors' wife came out or so
I thought.

She politely smiled and waved to me and I nodded trying hard to act as
if I was not noticing her in a skintight bikini with a lacey French cut
bottoms. She could tell and began to tease me by dropping her towel and
turning her back to me showing her pear shaped bottom with the long legs
leadin... Continue»
Posted by NaughtyNshy 4 years ago  |  Categories: Gay Male, Shemales  |  
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my night with my Black Master

I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar he was 6 foot 6 and very big build i am only 5 foot 6 and small build i felt a bit scared, once we were alone i would have no chance of stopping him from doing as he wanted to me i said that to him but he just looked at me, he told me to go to the room get dressed in what he had told me to bring an... Continue»
Posted by rory1945 5 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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A Crossdresser’s Life

Initially i use to wear my s****rs dresses or my mothers bra,panties,saree,blouse,petticoat and see myself in a mirror and admire myself. Though i wasnt so good at makeup, i used to apply lipstick and put some jewellery items. It couldnt make me look like a girl but the feel of women’s clothes turned me on. And then i used to masturbate after my every crossdressing session, thinking about being fucked by a guy. But then as i grew up chances of being alone became less and i had to kill my desire of dressing as a woman.

I got enrolled in college, moved into Rajeshs house. Rajesh and his wife ... Continue»
Posted by nehanair911 2 years ago  |  Categories: Shemales  |  
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Vicky's Pink Diary 04

My head is spinning now, and as my uncle slowly pulls my panties down, I close my eyes dreading my fate!

I watch as he pulls my case out from under the bed. He takes a key out of his trouser pocket and unlocks the padlock.

"My god, how long have you had a key?!"

"Vicky, surely you remember losing a key a little while ago. It fell out of your jeans when your stepmother pulled them out of the washing machine. She didn't notice, but I did. Now I don't want to bring the other you up, but I did wonder why you would have a key in your jeans."

I knew I'd lost one of the keys, but I ne... Continue»
Posted by sparkyking 11 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Playtime Stories Ch 12. BBC Gang Fuck at Club F-Bl


12.

Then, by chance one day my darkest fantasy came true. I got “used” by a large group of black men in the backroom of a club.
I was in town for work and decided I wanted to play one more time before flying out the next day. I’d had some visitors from c-list and the chat lines to my room several times over the week, but I wanted more.
I went from my nice hotel to a crappy motel and changed. Then I drove across town to an arcade that had been pretty fun a few years before. It was lame- nothing to play with but myself.
I decided to check out another place I had read a... Continue»
Posted by 6988slutty_rbckyy 10 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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two for the price of one.

Let it be known everytime i right here rest assured that these are some of my experiences. It was another one of those hot days and I decided to go to my local adult book store with the private booths and private rooms. But before I wanted to go in I decided I would just sit outside and relax in my car, no need to rush it. As I was sitting there relaxing getting ready for an adventure I noticed a white car pull up and these sexy somewhat short stocking filled legs popped out of the car. I was like "yea" The rest of the body came out and a sexy little cd walked out of her car with a very sugges... Continue»
Posted by frkinatl 3 years ago  |  Categories: Shemales  |  
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LICK ME ALL OVER MAXINE



Wife enjoys the taste 2 (cuckold) - xHamster.com

AS YOU KNELT BETWEEN MY LEGGS

YOU LOOKED AT MY DICK AND WHISPERED

I LIKE IT...

I LAUGHED AS YOU SLID THE TABLE BEHIND YOU BACK

YOU LICKED MY DICK

THEN ONE THIGH AND THE OTHER

SEVERAL TIMES YOUR SOFT WARM WET TONGUE LICKED ME

FROM TOP TO BOTTOM YOU LICKED ME UP AND DOWN

YOU HEAD ROSE UP TO MY CHEAST AS YOU TASTED MY NIPPLES

YOU LOWERED YOUR HEAD RETURNING TO MY BALLS

LICKING THE SHAFT OF MY DICK





YOU GIGGLED AS YOU WENT UP AND DOWN THE SHAFT OF MY DICK

YOUR HEAD BURIED BETWEE... Continue»
Posted by blkice2u 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Real Life - Blue Black Thug


This is a true story...Names are changed to protect the innocent.
---------

A strange number appeared on Gabriel's phone. He answered as he had recently

relocated to this city and was working to build his stable of straight DL top men.

"Hello," the five-foot-seven-inch sissy answered.
"What had happened to you," inquired a deep voice Gabriel did not recognize.
"What do you mean?"
"You talked to me last night on da chat line and I told you I could head your way

today. You said you was gone call me when you got off."
"I'm sorry sweetie. I was a little d***k last night. I did... Continue»
Posted by faggyboi 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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