Shemales Porn Stories
Page 82

My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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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  |  
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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  |  
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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 3 years ago  |  Categories: First Time, Shemales  |  
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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 3 years ago  |  Categories: Group Sex, Mature, Shemales  |  
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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 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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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  |  
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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  |  
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Working late

This story follows on from my last story “On the Road”

Working Late.

Dannielle had been woken by a call from Paul asking her to come into work early as they had some figures to go over. She knew what that meant, a quick fuck before work. As she was getting ready she remembered what those builders had said yesterday, the photos they had taken and the note they had left. “Wonder if they where actually going to come to her work and find her if she did’t get in touch” she thought as she got ready. It wouldn’t be that bad, she had fun with them and she loved Johns cock. “Bet they where just p... Continue»
Posted by danni1 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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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  |  
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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  |  
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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  |  
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My Life as a Shemale Part3

The next year would become the strangest and the most turbulent of my life, I will have to write more chapters just to get it all in. What came next was my transformation, even though it was becoming more clear to Tim, Sam and I that I was transgender from the onset.

Sam came and saw me more often, I started to understand that she was an e****t that Tim had come to his house but I also learned that her and I became friends and that her visits to me were not something she usually did and didn't charge for. It was only a few weeks after her first visit with me that we were sitting in my bedro... Continue»
Posted by gigi750 5 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
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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  |  
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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  |  
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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  |  
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shemale fantasy - i've read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by shikzaid 2 years ago  |  Categories: Shemales  |  
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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  |  
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Becoming Linda


I am in my late teens with a very feminine side that I started discovering much earlier. I live with my s****r, my mom whose a workaholic, and my stepfather John who is caucasian.
I am Chinese-American, 5 feet, 4 inches tall with a nice, completely hairless body except my pubic area and under my armpits. My body is a bit on the full side, and I have long, thick and soft black hair that I keep in a pony tail. According to my s****r, I have the greatest butt any girl would die to have, and I tend to agree with her as I look at my profile in the mirror, especially when I wear her undies. I hav... Continue»
Posted by cocksucker1966 1 year ago  |  Categories: Shemales  |  
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Lakeside Awakening

Lakeside Awakening



If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We just didn’t click after a while and I was feeling down on myself for not being able to hold onto a girl for very long. My friend Dan took me to a friend’s house where there was a party going on and I went along mostly to distract myself from my thoughts. The place was a dump an... Continue»
Posted by valeriuscatullus 4 years ago  |  Categories: Shemales  |  
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