Shemales Porn Stories
Page 69

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  |  Views: 1271  |  
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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 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1271  |  
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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 10 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1270  |  
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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 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1270  |  
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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 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1269  |  
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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  |  Views: 1268  |  
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General Jackson's Unlikely Legacy.

Please note that this is not an erotic story but rather a story of Civil War and Civil Rights. Please forgive me if you have come looking for titillation and found it not. This is a different kind of story but an adventure nevertheless.

General Jackson’s Unlikely Legacy.


It would, I suppose, be hard to discern the link between a peaceful English park full of happy revellers in the year 2012 and a tortured bl**dy battlefield in North America in 1861. It would take, in fact, the sort of mind used to connecting up apparently unrelated dots; the sort of mind that... Continue»
Posted by Mikebasil 1 year ago  |  Categories: Gay Male, Lesbian Sex, Shemales  |  Views: 1265  |  
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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  |  Views: 1263  |  
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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 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1261  |  
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sex with strangers in public bathroom

I always had a sexual fantasy of dressing up as a chunky sexy slut tranny and visiting a known public mens bathroom close to my house and giving oral sex and what ever they wanted me to do for them sexually.Well I finally got up the courage to do it and before I go into my true first time experience,I must say it was everything I imagine it would be and more.I realized after my first time it was like crossing an invisible line that I did not and could not return back.Well it was about a year ago around 8 at night.I got all dress up and wearing a black tight silk mini skirt that showed all my p... Continue»
Posted by mahulani 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1262  |  
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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  |  Views: 1261  |  
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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  |  Views: 1260  |  
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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  |  Views: 1263  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1260  |  
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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 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1260  |  
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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  |  Views: 1258  |  
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My sexual fantasies



Well, I've always had sexual fantasies, since I was very young, I discovered the joys of masturbation around the age of 8, I remember playing in my bedroom with my pillow, I imagined it as a woman, or something like that, and so I took the pillow and I put it between my legs, rubbing my little cock against the pillow in a sensual movement, thinking about dirty things, until I reached the orgasm and jizzed over the pillow, it was so exciting for me and I enjoyed very much those situations. I remember several afternoons playing with one friend of mine in the staircases of my condominium, we ... Continue»
Posted by Porcellone 2 years ago  |  Categories: Masturbation, Shemales, Taboo  |  Views: 1255  |  
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getting panties

So, after my first time wearing panties I had to do it again and again. I only had the one pair that I had gotten fromn the neighbor girl and wanted more. When I saw her the next day she ask me what I had done with her panties, I had hand washed them in my bathroom sink and hid them to dry. I did not wear them again hopeing she would give me another pair. I told her I had forgotten all about them but since all of my boxers were in the laundry I did not have any underwear on. She blushed and said she would just have to loan me another pair of her panties. I think she just wanted to see me witho... Continue»
Posted by peggyacd 2 years ago  |  Categories: Masturbation, Shemales  |  Views: 1255  |  
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The dream

I just finished my shower and stepped in to my bedroom wearing nothing but my boxers. I felt something behind me and turned to find a red headed goddess walking in to my bedroom. I’d never seen this beauty before and had no idea who she was, but she slowly walked toward me, wearing this black silky long dress, her nipples visibly poking through the fabric. Even though confused at who this was and what was happening, my male responses kicked in and I immediately started getting hard. She noticed the rising bulge in my boxers as she got so close to me that the front of her body was touching mine... Continue»
Posted by Wargods 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1254  |  
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Slut first meeting

I was contacted by the sexy 57 years young woman. I informed her that I was a married Dom and what I was looking for. I told her that there her boundaries would be pushed to her limits, and at times past them. I told her there would rules and protocols she would be required to follow and failure to do so would bring swift discipline. She let me know of her past experience and that she was not familiar with this type of lifestyle. We discussed the lifestyle, she was interested so we decided we would take it slow and as she became more comfortable we would ramp it up. I told her my first rule w... Continue»
Posted by MIchaelnchas 12 months ago  |  Categories: Hardcore, Shemales  |  Views: 1253  |  
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