Shemales Porn Stories
Page 80

remembering "uncle" buddy part one

after many years of our having fun together, doing the role playing we so much loved, for whatever
reason, you have disappeared from my life, and it is time to chronicle some of those times. when we first met it didn't take long for us to discover what a good fit we were together, you being the 6'5" 230lb uncle, and my being the 5'3" 120lb bad cock teasing little girl niece, how you liked that I didn't get into the "over the top" sissy get ups, but preferred keeping it simple with just my training bra, sexy little bikini panties, and full slip, you said that was "keeping it real" and it made ... Continue»
Posted by robinlikesitrough 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Playtime Stories Ch 7 - Whored out to BBC

7.

I saw Darren again about a week later and he fucked me and came on my tongue again. I wanted to start a regular thing with him, but he was rarely available. He wanted to get together, but we never seemed to be free at the same time. Later he told me he was married and didn’t want any compromising ties. I understood. I finally talked him into a farewell fuck in which he came in my mouth.

Levonne was a different matter. I have seen Levonne several other times. When I met him with Darren I liked his cock and the sex. Unfortunately for him I was comparing him to Darren who w... Continue»
Posted by 6988slutty_rbckyy 5 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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me being a pet

As you all know i am a bitch of my mistress "sissychick".
This incident happen recently during my training of being a little slut. So i was sitting right next to my mistress bed, like a loyal dog, still having anal plug inside my ass and my dog collar. It was the mark of me being my mistress slave. My legs were folded right underneath my ass, the floor was cold and i was all naked. My mistress was tired from fucking by 3 of her lovers all day, she was sl**ping still having cum all over her.
Her perfect little face makes me horny, i started to get hard again, it was 4rth time in l... Continue»
Posted by hunknextdoor 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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a great experience

in my last post i told you about how my wife is a shemale and how her and her shemale friends fuck me well the other day when we were having sex she for some reason put a large but plug in my ass. she stuck it so far up that i couldnt get it out. after an hour trying i decided to go to the hospital. so feeling a little embarassed i walk up to the desk and tell them what happened so they told me to take a seat. when they called my name i went to one of the rooms down the bottom of the hospital which i was confronted by a really hot nurse. they told me that she was new and that this was her firs... Continue»
Posted by xxjamiexx 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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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  |  
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White sissy tp black man

On the bed in the guest room, Jamie lay back against the flowered pillows, feeling pretty in his pink satin nightie, his stockinged legs spread wide, and the long black vibrator pressed to the mound in his panties that betrayed his tied-back cock. He slid the straps of the nightie off his shoulders and pulled one pale little tittie out a frilly lace-lined cup. He squeezed the small sensitive nipple and took the vibrator off his already wet panties and placed it instead against his tight asshole.

"Oohhh…" he moaned, licking the raspberry lipstick off his lips.

He opened his made-up eyes a... Continue»
Posted by jeffreybarnes 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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Christine ad the Neigbor

Hi. My name is Chris, though some know me as Christine. I am John Collins’ mistress. We care deeply for each other. John “keeps” me, he supports me financially and in return it is my pleasure to keep his sex life exciting, as well as to entertain any of his gentleman friends who drop over.

It all began innocently enough, I suppose, when I had just turned eighteen and had moved out from my f****y’s home to be on my own. To support myself, I worked as a landscaper as well as a housepainter. I was able to support myself ok in this way, though it required that I budget.

I rented the upper f... Continue»
Posted by ssup28 3 months ago  |  Categories: Shemales  |  
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A Different Kind of Woman pt1

As I was leaving work, a car stopped at the corner in the drivers seat was the most sexiest woman that I have ever seen. She had a pair of breast that was to die for, and legs that seemed to stretch for ever, and a smile that would bend steel. She saw me looking at her, probably with my mouth hanging open, she smiled and sorta of waved than drove off. I could not get her out of my mind, when I got home I jerked off thinking about her.
Two nights later I was at the corner waiting for the light to change, the same car pulled up, as I stepped into the streets, she moved forward just a little... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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When will normality return...

Having been caught and transformed into my wife's house keeper, the initial excitement wore off. We now slept in separate rooms and I was continually being told what to do. My wife often came home late from work and whilst serving her supper I was convinced I could occasionally smell another man. Part of me didn't care as I was living out my dream of being a full time transvestite. Less than a week had gone by and my breast development was coming on well. I was close to out growing my bra and suspected I would be going up a size soon. I was ordered to remain dressed each day and to never wear ... Continue»
Posted by LaceTops4U 27 days ago  |  Categories: Anal, Fetish, Shemales  |  
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Trio Lust

My girlfriend at the time Cheryl and I had been on a two week vacation and were traveling through a mid-western state,it was early afternoon and we needed to refill our gas so we pulled into a large travel plaza just off the interstate.As I headed in to pay for the gas I spotted a pretty petite girl dressed in a tight fitting mini-skirt that hugged her petite shapely ass in an eye catching fashion and a light pink cotton blouse that displayed small but luscious breasts with no bra, she seemed to be having difficulty carrying a freshly refilled spare tire back to her car trunk.Being one who enj... Continue»
Posted by goo4u 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Rubber Ball

Hi All,

This is my first ever real attempt at writting a story to post. It is ALL fiction, and most of it is just made up and what I think it would be like but never experianced. I was inspired to write this after looking at some pics from a friend. I have an overactive imagination which is probably much better in my head than on paper. I suppose I should have proof read it, but I'm assuming I'll probabl be the only person to read it. Please have mercy when commenting... if anyone reads this at all.


I scurry up the sidewalk quickly, thankfull that its night and no one seems to see me ... Continue»
Posted by GreyMan44 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Bar trap

Bar trap
By slut michelle

Steven was a dead-normal guy. At the age of 28, he felt very happy.
Everything had developed in the last few years like he always wanted it
to be. His job in a big insurance company was secure with an outlook of
a promotion in the next year. His partner, Nancy, was a very ambitious
lawyer. That meant some days with long working hours for her. But as
Steven was quite proud of her, being so successful in her job, and
because they still had enough time for each other left, he didn't
complain. Steven met Nancy shortly after both of them had left Uni. It
wasn't... Continue»
Posted by trans_michelle 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Sexuality Takes a U Turn

It seems funny when in life we feel we know or thoughts and feelings like the back of our hands. sometimes it feels as if your own sexual existence is played out from c***d birth. you are conditioned to be attracted to the opposite sex, conditioned to desire marriage, a f****y and a nice house in Florida after you retire. to me sexually should have been a opened book in my household growing up. my mom was all for being opened it was my dad that had hang ups about discussing sexuality openly. so my mom told me about sex for my dad thought the birds and the bees was good enough....more like conf... Continue»
Posted by king_k91 2 years ago  |  Categories: Mature, Shemales, Taboo  |  
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A day of dreams - Part 2

Continued from Part 1

“Hi Cheryl, here's our girl. She's all yours. Do your magic and turn our girl into the belle of the ball!” Penny was talking to a pretty young woman who was clearly waiting for us in the hair salon. “Hi there Didi, so pleased and excited to meet you! I've been looking forward to meeting you and getting to work on you. When I heard about you and about our brief to turn you into a gorgeous girl, I came and had a peek while you we're in the spa. But you were fast asl**p while your facial was getting done.” I blushed and softly and demurely greeted her.

“Ok Cheryl, I'll... Continue»
Posted by didi_galtier 1 year ago  |  Categories: First Time, Shemales  |  
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The Upsell





The Upsell


I walked in holding the busted cable. The stupid iPod cable had a cut in
it, or something, I didn't know. All I knew is it didn't work anymore.

Adelaide's was the new department store in town. They were having an
opening-week sale and I figured it would be a good chance to replace the
cable and check out the new place. I'd left my roommate Cal on the couch
and went out to get our music situation sorted.

I headed to the electronics section and began poking around, looking for a
new cable. Before too long I felt a tap on my shoulder and turned around.

... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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SUBMISSIVE PANTYHOSE FEMME...

I would like to begin by saying BLKICE2U. He is a member of xHamster whom I befriended long ago. We finally hooked up and met at my house. I recommend before meeting anybody to get to know them and what they are expecting. Educate yourself, I guess is what I'm saying. Be careful!

We texted back and forth prior to meeting. He was stressed, I was stressed. He was very cautious and probably scared a bit. I know that I was. I didn't think he would show up... he thought I would not be there. It was nice to know that at least both of us were nervous.

Well he did show up, and I was there. He ... Continue»
Posted by blkice2u 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Showing off

So for those of you that know me and what I like to get up to, know that I like to dress in sexy lingerie, heels and skimpy outfits.

I was doing just that earlier today, just driving around some of the quiet spots that I frequent with my camera. I deceided to go somewhere new, a small industrial estate right on the edge of a country village.

I was parked up, right out of the way when a van came past and unnerved me a little so I decided to move. On my way down to this little spot I had passed an oldish man just getting out of his car to take his dog a walk, well as I slowly drove past hi... Continue»
Posted by andismithtv 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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shemale experience (Fantasy wish it was true!)

So here I am sitting at the sherries accross from my hotel.Eyeing a good looking blond girl, she looks about 21, nice little bubble butt,hips and D tittys,very pretty. she catch's me looking at her and give's me a wink, I make it a point to chat her up(while being intoxicated by her strange happy attraction)I end up talking her into coming back to my hotel for a swim,after of course I get her a bikini at the store down the street. we end up back at the room and we talk and begin to make out,she goe's and changes we go for a dip and things get hot so we head back.....

At this point I can't ... Continue»
Posted by tonkier101 2 years ago  |  Categories: Anal, Shemales  |  
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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 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  
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My black lover

After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from him but within a few days I got a reply and two pictures. I couldn't believe it, he was 28 years old, very tall and slender and very handsome. He wrote he is a musician and that he travels to the city where I live a couple of times a month. He wrote he never had experience with a crossdresser and ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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