Shemales Porn Stories
Page 60

Three Sissies At The Lake House Sucking Cock

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 26 days ago  |  Categories: Shemales  |  Views: 1273  |  
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One Torrid Night

“One Torrid Night”
I had no idea how a sexual impulse one night while we were fooling around would excite us so much later. We have been married for nearly 27 years and we have just found our love life again after some barren years. A year previous to this story I had come out of the closet and told my wife about my crossdressing, fortunately she took this news rather well but in return she told me she had strong bisexual feelings. This had added a whole new dimension to our lovemaking. Her toy collection gained a slim strapon cock and this she uses on me from time to time. Chrissies toy coll... Continue»
Posted by michaella_cd 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 1274  |  
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BIRTHDAY

I had just got home from work , and what to my wondering surprise my gf is naked and waiting for me on my lazy boy , with her legs spread , playing with her pussy.

ON the couch are 3 shemales also naked and playing with there cocks , how she did this i have no idea , but its been my fantasy to have a shemale and my gf in a sexual frenzy ,now i had this and plus two more , wow what a girl.

IM licking my lips as i watch all 4 of them playing , my gf tells me she has run a bath for me and has nikki one of the shemales lead me upstairs to get washed and relaxed , and says we will be waiting... Continue»
Posted by cocklover47 3 years ago  |  Categories: Shemales  |  Views: 1271  |  
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Something in my drink, the captive part 1

So I'm new to Southern California, and I stop in this club for a few drinks, I meet this tranny, she didn't tell me but I could tell, I didn't plan on taking a run at her, just having a few drinks and chat. I let it slip that I had just moved to Socal and didn't know anyone..the next thing I know I blackout and wake up naked and tied up face down with my mid-section resting on a small stool. I woke up terrified with no clue where I was, or who had done this to me.

Just when fear had taken over I see this stunning girl standing in front of me, she spoke and said "you have two choices,... Continue»
Posted by smonkeys32 3 years ago  |  Categories: BDSM, Shemales, Taboo  |  Views: 1272  |  
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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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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 5 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1271  |  
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Trapped and Trained Sissy Ch. 18

Trapped and Trained Ch. 18
I don't remember much to how I got here from the previous night, mostly just flashes. I remember the limo pulling into the parking garage and seeing the redness behind my eyelids as we passed under the various lights before it crept to a stop in front of the elevator. Mitch climbed out, then Vivian stirred me awake and led me out, still wearing just my red latex leggings, gloves and black heels, dried cum sticking to my legs and pulling at my skin as I walked. Mitch quickly slung me over his shoulder and strode to the elevator, his hand resting on my ass as he walke... Continue»
Posted by hpm12 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1271  |  
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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: 1268  |  
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The Interview

Times are rough theses days and my wife job just closed down. She is not a well woman and is having a difficult time finding employment. Just flipping through the paper one Sunday I find an ad for a part-time job I can do without jeopardizing my regular job. I don't tell her about the extra job I'm trying to get. I call the number and get the receptionist. She sets up an evening appointment time for the interview. I arrive at the address, it's an impressive office building in a desolate part of town. I enter the building and approach the security desk. There's a huge woman security guard seate... Continue»
Posted by blasy 11 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1265  |  
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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 11 months ago  |  Categories: First Time, Shemales  |  Views: 1264  |  
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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 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1262  |  
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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: 1262  |  
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Xdressers sexual fantasy with my wife's siste

This is just a fantasy storie about my wife's s****r catching me with her boyfriend and actually loving it .It all started one night I had some sexy pics of me dressed up like a women in my phone to send to a male friend .Now I have a great sex life with my wife she let's me play around and i let her so I had these pics and I accidentally sent them to my wife's s****r Lexi .I wasn't bothered cause my wife knows I xdress .A week later we were at a party drinking dancing having fun when Lexi grabs me for a chat about the pics .To my suprise she was fine with it so back to partying when lexis boy... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1263  |  
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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 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1261  |  
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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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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 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 1260  |  
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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: 1261  |  
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Being Vicky for the first time

(November , rain storms releases the opportunity to go and take a lonely car ride .... what can possibly go wrong?
Damn it….the car engine stops ,typical my bad luck , the torrential rain I am now soaked , who will stop at this hour to pick up a man in a terrible state wet sad mad…at his luck my thoughts take an abrupt end simultaneously with the car passing before me and slowly stops a few meters away from me)
E: I guess you didn’t see that coming? shouts the girl running with an umbrella towards me
Me: Thank you, I saw the weather I couldn’t “see” the car abandoning me on my own... Continue»
Posted by vicky_cross33 3 months ago  |  Categories: First Time, Group Sex, 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 3 months ago  |  Categories: BDSM, Fetish, Shemales  |  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 1 year ago  |  Categories: Interracial Sex, Shemales  |  Views: 1256  |  
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