Shemales Porn Stories
Page 75

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 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1208  |  
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The "Ball" Game

Dad and myself had not had any "Barb" time in quite awhile. We never played when mom was around and needed some time together. A "boys" trip to KC would be just what we needed!

Soon as dad got home from work we headed for KC. He had put my stuff in the trunk and when got a ways from home he got it out. I jumped in the back seat to see what he had brought along for me to wear(he always chose my attire for me). Several very pretty dresses and a couple skirts, one was very short, and some blouses. An eight garter waist cincher and the most beautiful FF nylons! Black, coffee, suntan, all with s... Continue»
Posted by Barb51 3 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1208  |  
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TV Times

One evening I was online when someone wanted to start a chat with me. It was a bi guy who enjoyed cross dressing and having viewed his online profile I said “Hi” and we got to talking.


He was married guy named Mike and he had a very understanding wife who allowed him to meet men and allow him to explore his feminine side by dressing up. His wife did not participate with him and none of his explorations happened at home.


During our chat he explained he’d just bought a pair of long, nearly thigh high, boots and he longed to be fucked whilst wearing them. He was off th... Continue»
Posted by hotbiguy 4 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1207  |  
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Interview with Emma Stone

While I was in New York City, I discovered that the new Spider-Man film was being shot just a few blocks away from where I was staying. I was very excited for the new film, so I decided to head around to the set and have a look around.

So I was snooping around the city when I decided to grab a coffee. While waiting in line, none other than the film's star, Emma Stone, got into line behind me! I was babbling in no time; simply rambling on about how great the movie would be and so on. She was very nice, smiling and nodding and even laughing. Then, she was even nice enough to pay for my coffee... Continue»
Posted by IFuckedYourGF 2 years ago  |  Categories: Celebrities, Hardcore, Shemales  |  Views: 1204  |  
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Jason's Joy Part 3

I parked my scooter at the side of the house. Walked through the unlocked gate and the unlocked kitchen door. I knew where Jackie would be and was not surprised by the house being silent. I was just about to slip past the sitting room door when a voice came from that room.
"Is that you Jason?"
"Yes Jackie." I replied. "I need the loo. Won't be long." I held the rucksack I was carrying down low so that she wouldn't see it.
"OK!"
I slip upstairs quickly and pause at the bathroom door just to make sure that she is not following me. Satisfied, I enter and quickly shut the door and lock it. I c... Continue»
Posted by dasilva1672 1 year ago  |  Categories: Shemales  |  Views: 1204  |  
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My special day

Mistress Beth comes to me late in the morning and wakes me. She has let me sl**p in as today is my special day.
She takes me to the bathroom and there is already a feminine smelling bubble bath waiting for me with candles and rose petals on the bubbles.
She bathes me and gently washes my hair and whispers gently to me, converting my mindset from masculine to feminine as we talk about clothes and perfume and makeup.
She makes me stand in the middle of the room and raise my arms, proceeding to lather me all over and shave all my body hair, until my skin is smooth. Mistress Beth moisturise... Continue»
Posted by diesel41 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1202  |  
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sissy lola gets a treat1

Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been.

I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or fuck my ass with a huge black dildo untill she was amused. So last night, i received a set of instructions telling me that i must prepare for a very special night. I was to lock my cock in a chasity device a week before. I then had to post the key through goddess maureens door. She said i had to get... Continue»
Posted by sissy_bitch 3 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1202  |  
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dogging tv slut

It was dark enough now I thought. It was about eight o'clock on a warm spring evening and I was ready. I had started getting ready about three hours earlier. I'd showered, cleaned all those special parts, applied my make-up heavily and dressed. I was wearing a skimpy flower print top over a black silk bra, my favourite suspenders, black leather micro mini skirt, black gloss stockings and high heeled black knee length boots. I peered from out behind the curtains. Yes the street was clear apart from some young lads on the nearby street corner. It was only about ten yards to the car. Quickly I c... Continue»
Posted by JuliaMiller 2 years ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1203  |  
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From big band to big bang

My special friend Marla and I like to get all dressed up and go out dancing. Well we ended up at a club that has different thems. The night we went was the Big Band era that played a lot of swing music. If you're not careful some of the moves has your dress flying out and even over your head. It's not unusal to see two girls dancing, so we could scan the patrons and see who was going to be the lucky guy. I spotted a tall handsome prospect so I gave him a little sneak peek up my dress to peak his interest. He took the bait and ask to dance. he was a very good dancer, swinging me around s... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1200  |  
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A Fantasy Realised

I have a great many fantasies and have been lucky enough to realise some of them. This has been a very mixed blessing. Some have been fantastic, even better than the mental image but others have been disapointing, for various reasons and did in fact turn me off from the fantasy altogether. The following is one of the succesful attempts.

I'd been chatting to a guy on the internet over the course of a couple of weeks. He was quite dominant, which I liked and the chat was very erotic.

He asked me if I had any fantasises and when I said yes, he asked me to tell him one.

I'd had a recurrin... Continue»
Posted by ksopen1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1199  |  
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First BBC Story!

First Black Man's BBC, A True Story


Hi Mistress!

i thought i’d write to you because You might like to hear my news. i’ve been Your servant for a long time. Thank You Mistress for making me the sissy bitch i am and allowing me to serve You and Black Men.

Over time i’ve become ever more conditioned by your videos to submit to my sissy desires – and especially aroused by Big Black Cock!

i’ve missed sucking Your Cock and taking Your cum, which i adore, of course, but it has left me craving a good hard fucking to really satisfy my slut desires.

Watching BBC clips on Your site to
... Continue»
Posted by kuk4yoo 1 year ago  |  Categories: Sex Humor, Shemales  |  Views: 1198  |  
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Atrip to the dentist

My wife thought I was at the dentist but I was really with my special friend Sandy. It had been over a month since I could sneak away to see Sandy. My cock was wet and hard just from the ride thinking about what she would be wearing and how we would please each other. When She met me at the door I almost exploded just looking at her. She had blonde hair today in a long braid d****d over the front of her shoulder. Her eyebrows were dark thin lines followed by different shades blue all the way to her eyelashes. Her cheeks were painted a blush color and her lips a dark crimson. She wore a black ... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  Views: 1197  |  
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First Sissy Fuck part 1

I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels, fishnets and a very short dress. She has lots of make up and very red, shiny lips.
'I assume you are wearing everything else I requested' I ask.
She giggles and hitches up the dress to reveal lacy panties barely concealing a but plug at one side and a cock cage at the other.

She asks for permission to touch me, and when I nod she feels stokes my erection which rises to the occasion and trembles under the soft touch.
She kneels down in front of me and unzips the fly, releasing my fairly av... Continue»
Posted by honestjohn1962 2 years ago  |  Categories: Anal, Shemales  |  Views: 1200  |  
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My Frist time with a tranny

My Frist time it was back when AOL frist came out. I was in a miami chatroom and I met a tranylicous. We Started to chat. I remember going to the profile on the side of the message window and I found out throu pics what a tranny was. I must of been 13 at the time or so. She gave me her address. it was not to far from Downtown so I head over to meet her as I smoked a joint. She had a nice apt, pretty empty She had just moved from Ny. After a little chat we had that helped me relax She came closer to me and we started to Kiss. I felt my bl**d rush threw my body I could feel my ear tingle. She w... Continue»
Posted by lucifer696 2 years ago  |  Categories: First Time, Shemales  |  Views: 1197  |  
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Sissy Emma is Turned Chapter 4

I couldn't go outside dressed like that could I?

Here I was f***ed to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse with which could clearly see my black bra and 38d breastforms and heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me it would be clear that I was in fact a feminised male. This was going to be humiliating.

But I couldn't think of a way out. At the least it was going to... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  Views: 1197  |  
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Hotel Weekend

(Short Weekend Story)

A couple months ago i went on a work trip to Ohio. I thought this would be the perfect getaway opportunity to put on some of my lingerie and prance around in it. I was definitely excited when my boss said it was mandatory to go. All sorts of things had ran to my head. Even my cock started to bulg up in my pants.

When i got to my hotel the first thing i did was stripped naked and started trying on all sorts of my lingerie. Its been awhile since i had worn them so you can tell that my cock was just super hard and dying to cum. I had my tablet with me so i jumped on x... Continue»
Posted by asiansexi 4 months ago  |  Categories: Shemales  |  Views: 1195  |  
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Fringe Benefits

Shawn showed his employee badge to the TSA agent and was waved through to the metal detector. He quickly slid off the lanyard placing it into small bin to take a ride down the conveyor belt. Once he was fully cleared, he collected his belongings and headed away from the security checkpoint to the Office of Physical Plant. He clocked in then spoke to his boss’s secretary before heading out to make sure the trash bins in the terminal were empty.

The 29 year old airport custodian landed this job just six months earlier thanks to his aunt, who was the administrative assistant for the deputy may... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1195  |  
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My Life as a Shemale Part10

Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal through pain and made a plan for that. Tim was not happy but it was something I wanted to discover before I turned my back on it, even Sam had concerns but could see benefits in mental health coming from it, so she didn't complain too much. She might have thought that she would lose me as a friend as we... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1198  |  
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Brianna...

Rob asked me to house sit and I didn't hesitate since he lives in a
beautiful big house on the end of a Cul de Sac. There is only one
house next to his and no one can see his backyard except the house
next to his.

His neighbor Bryan is a local college professor at the community
college and doesn't seem to mind when we skinny dip in the middle of
a Saturday afternoon. He seems cool so I thought this was going to
be a great two weeks. I had no idea what was going to happen during
these two weeks.

It was the first Saturday of my two week stay and I was sitting in
the back yard enjoy... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1192  |  
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Gina

Gina

you hate yourself. that's all you can think of. every day. every night. you hate what you are. you hate what you have become. it's been one year since you've been k**napped. one year locked in this house! in the middle of nowhere. one year since the last time you saw your office. your friends. your wife. your son! it's been one year since you were normal. if you only knew... you would never have opened the window of your car! that guy would never have sprayed you! you would still have your life...


you hate what you have become...


*****


1 year earlier...

this nightmare... Continue»
Posted by slim_krak 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1193  |  
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