Shemales Porn Stories
Page 78

What a sissy wants from her Daddy

Many people ask me, Why are you a sissy? What do you get out of it?

Well I will explain.

I'm male and when I'm in normal clothes and at work, I look like a normal guy. I like girls and am straight.

BUT

I have another side!

Becky my sissy side!

Such a lovely little girl, cute, loving and submissive. Becky loves her Daddy or Mummy. She likes kisses and cuddles and loves being hugged.
Becky loves pink satin panties with white lace frill. Ivory sheer tights and stockings, pretty knee socks or frilly ankle socks and patent black Mary Jane shoes! Satin Dresses, Japanese Sailo... Continue»
Posted by igglepiggle 9 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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An unusual surprise

This storey is a bit different to anything I have written before. It was written for a friend as this was a scenario she wished to explore.

Sally contacted me and asked if I fancied some fun, never being one to turn down a good time I immediately agreed, she said she had a little surprise waiting and I was intrigued. I arrived on time and was stunned to see Sally sat with another beautiful lady at the bar, after greeting both ladies Sally suggested we head straight to the room as she could not wait to show me what the surprise was!

As the room door clicked shut behind us I watched as yo... Continue»
Posted by zibbles 5 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Dawns Early Light

Almost closing time and I was enjoying a wicked high but not quite d***k. Looking around the Bar I saw almost nothing that would make my night any better and thought I'd simply head out for home. The other Bars were letting out and people were sorting out their options and pouring into their vehicles or making last ditch efforts to not go home alone. The Cops were out in f***e in the area watching for belligerent d***ks and last minute d**g deals. I knew I shouldn't be driving so I thought I'd stop at a local eatery for breakfast. It was a popular place and a lot of folks coming and ... Continue»
Posted by Keith_Walters 1 year ago  |  Categories: Shemales  |  
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Creole Nigga...Chocolate Bottom

"Class dismissed," remarked the professor.

The students filed out of the room in a decent order. Xan Brooks gathered his belongings and headed back to his office on the campus of the University of Texas - Health Science Center at Houston. On his way there the five-foot-eight-inch, dark-skinned man, pulled his cell phone from his messenger bag. He saw an email from 'Mr. Fantastic'.

Dr. Brooks had emailed a few times with this person who purported to be stationed overseas, but from the area. The message indicated the gentleman was back in Houstonfor two weeks. Specifically it said, 'I wann... Continue»
Posted by faggyboi 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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XENA FOR HALLOWEEN

XENA FOR HALLOWEEN
By Karen Flynn

It was approaching Halloween. My girlfriend and I were trying to
figure out some good costumes. Halloween was the only time of the year that
I was allowed to venture out of the house crossdressed so I always tried to
make the best of it. We were sitting at home watching TV when I saw my
costume. I got a smile out of Debbie when I said "That's it I am going to
be XENA." Much to my surprise Debbie said "Ok, I will be Gabriel."
Let me give you a little background on myself. My name is Andy I am
thirty-two years old. I have been a cross dresser since ... Continue»
Posted by btmbjb 1 month ago  |  Categories: Gay Male, Shemales, Fetish  |  
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cross dressed cocks

I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller then me and of average build . it was the bulge in his panties i was interested in. I was dressed in pink thigh highs red strappy heels pink panties and a light purple chemise with a pink bra under it.

we sat on the couch watching some porn he took out his semi erect cock and told me he wanted to s... Continue»
Posted by amitokinki 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Interstate Reas Area Whore

Driving down the interstate the sign said Rest Area one mile. My heart skipped a beat and there was slight stiffing of my male meat in anticipation of events to unfold. This interstate rest area was always packed full of eighteen wheelers as many as forty. Surely one or two of these truck drivers would be horny enough to over look the fact that this slut had a little something extra a top her nylon covered legs.
I had a black merry widow corset on that pulled my waist in a nice four inches. Eight garters held up my coffee colored FF nylons. I had on five inch red stiletto pumps. My bla... Continue»
Posted by littleoralvee 4 years ago  |  Categories: Shemales  |  
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Summer affair with a latina ts mmmm

So, we all are busy and have our jobs n all and not much time for fun...So i'd thought ill try craig's list for the hell of it-which was something I would never have tried in a millions years lol. Jokingly I was repulsed by what i saw under the casual encounters but decided, "what the hell." I put up an ad with a toss away email saying something along the lines of 'big black juicy cock for horny latinas and white.' Mind you in the small town of Chico California i doubt any one would even check it, even left my cell number on there as well lol. So far, tons of spam, a few responses but they wer... Continue»
Posted by iluvtgurl 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Panty Fantasies - Coleen's Magic

Sissy - body change – panties – satin – feminization – lingerie – cocksucking – gender swap

He swallowed hard, his body tense with anticipation and admittedly a small amount of fear. He didn't _really_ know this woman and her beauty was no guarantee of her honesty. He was exposing himself as he had never done before, all in a desperate attempt to capture his dreams, to experience the most intense pleasures.

Looking around the bathroom he saw that it was finely appointed with grey and pink marble and fine Italian tile. The towels were Egyptian and felt wonderful. The whole penthous... Continue»
Posted by naughty_bi_interest 3 months ago  |  Categories: Anal, Fetish, Shemales  |  
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THE BUSINEES TRIP - PART I

HI

This is another one of my real life experiences. All my cross dressing and sex experiences are on my work trips as that is the only time I am alone and I can indulge in my pleasures ( as I live in a joint f****y n India so cross dressing at home or in my home town is not possible).

So here I was getting ready to go on another work trip to Lucknow ( a big town in the state of UP in India). I reached there by train around noon and since the office was about 60 kilometers out of town I hired a cab as I would be staying there overnight. I contacted the travel agent at the rail station and... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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caught masturbating & crossdressed living at a

This is the first story of a few that I was so lucky to be a part of and I would love to share them with you!

I had hired this woman as a delivery driver because the store I had just taken over had ruined the reputation of the business with terrible service. Her bubbly demeanor, bordering on ditzy was cute and she was herself a beautiful 40 year old woman and a milf for sure! She would be my best tool in the road to rebuilding the business. The customers will love her. She was tall with long slender legs and a real nice round ass, small titties with huge pinky size nipples. Her hair wa... Continue»
Posted by happytayls 3 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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One night I

The last time I got fucked was in may or june 2011,. in spokane, wa. I was horny and d***k in my mums apartment with no privacy,. so I got on craigslist,. and sent out a few emails to people who have posted looking for a bottom boi, or something to that extent. I got a few replies back but chose the one closest to me (just north of the fred mayer on freya) cause I didn't have a car,. and would have to hike over to meet him. luckily it was only a few blocks away.

I got to his place and waited around the back for him to come to door,. I didn't knock ,. but texted him and let him come outside ... Continue»
Posted by villelohne 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone noticing but too many people in the airport to hide from as I only attracted more attention.

When... Continue»
Posted by moeclitty 11 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Gender bent – Ch 9 – Lack of free will

Gender bent – Ch 9 – Lack of free will

“Nikki, he Nikki?, Wake up” I heard a voice as I opened my eyes. “What happened?” I muttered as all I could remember was being dolled up like a bimbo slut encased in pink latex looking like a flat chested girl with a bubble butt with a ton of fake tats on me. “The process finished” J said as Kandi stood right next to him. “Wow did It work?” Kandi said. “Did what work?” I replied. J looked at Kandi and then pressed a button on the watch and said “Looks like it, but let’s test, Nikki standup” I stood in a instant is if my legs had moved on their own. “Wh... Continue»
Posted by youngprboi 6 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Whore For Two Mexicans

One night I came home from work and saw a old beat up truck from Texas parked in in spot next to my room. As I walk to my room I looked in truck and the back was full of tools and junk, then looking in the cab I could sdee it was a mess with trash everywhere. I thought who ever it belonged to must be slobs. As I got to my room I saw my guess was right as two mexican guys came out of room next to mine and they were a dirty mess. I looked at them and said hi and sort of smiled, they both had sort of nasty grins on there face as they looked at me.

That night I was standing outside having a bee... Continue»
Posted by sissy_gurl 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Mistress sissy slut


Waking up, sometimes, can be rather difficult to do, especially when you know that you were d**gged the night before. Or, at least you HOPE it was only the night before. And this time, it was far worse than the first times. So many things have changed about me from the first time I was d**gged, unwittingly and unwillingly, though as I look back, I can’t really say that I am upset about the outcome of each of these times. Well, I have to admit that I was, kind of, pissed off the first time, as I never really expected something like that. But that was quite some time ago and now, well, I gues... Continue»
Posted by Latexslav3 10 months ago  |  Categories: Shemales  |  
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super cock 14 inches meets angel buxom (written by

This how I see the biggest cock in the world violating the biggest tits in the world ,was looking at the news one day when they had announced the opening of a very unique new building that was just built in NY NY and clamed to be the tallest in the world at 4500 stories tall it was the biggest building on the planet ,it is uniquely shaped like a massive erect cock shaped after Mr Supercock the longest most powerful cock in the entire world the next biggest would only be about half his length the building is owned by Mr Supercock ,multie zillinare porn king ,king of the cock.
They showed some... Continue»
Posted by huge_cock_rules 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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LADYBOY DOMINATRIX

YOUNG LADYBOY DOMINATRIX
by utubeslut


If you read my other stories you know I'm intersexed
and I was a ladyboy prostitute when I was um, very young.
I don't condone such activities.
They were sick perverts who used me.
True I got a lot of money and expensive gifts but
that doesn't make it right.
They should all be castrated.

This is a story about one of my clients.


Let's call him Mr. submissive.
My sex club supervisor gave me a sheet of paper with all
of Mr Sub's needs and desires.


How do I begin this? It's almost unbelievable.

An expensive hotel room, laminated h... Continue»
Posted by Utubeslut 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A night to remember with G/F and a sweet little tr

At 52 years old i have had a extensive sex life. I have always been impressed by and i will use several words to describe Shemales, trans, Gurl, Traps, cross-dressers. I guess I like the fact that they take some time to look and or change into a better person and going from male to female can take some time and tricks.

Boston MA 1997: My G/F and I decided to add some spice to out very adventurous sex life. We went out one night to a alternative club that had a fashion show. Most will call it a drag show, this was a little slice of heaven for her. She played with my cock through my pants as ... Continue»
Posted by wankingamerica 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Halloween Pt3

My enthusiasm waivered a little once his crotch was in my face. I could see his cock straining against his sweat pants. But, I considered the alternatives: He was horny, and he was expecting relief. We were in his frat house. And he was much bigger than I was. And, I was dressed like a young woman hot for the D. If I told him no, he could easily beat the shit out of me. And then tell everyone he was fooled. God knows what his frat b*****rs would do.

Besides, he'd sucked my cock. How bad could it be? Women liked giving blow jobs, and obviously some guys did too. It's not like anyo... Continue»
Posted by TransContinental 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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