Shemales Porn Stories
Page 77

Sissy Emma is Turned Chapter 6

I went through into reception to see my ex-wife sitting there. She was a big lady, maybe one some people would call a BBW. Today the was dressed a little more conservatively than the last time I had seen her, but only just. She wore a very tight low cut top which exposed her massive cleavage, a short skirt and when she crossed her legs, I caught a glimpse of her stocking tops.
'Ah sissy' she said, 'I'm here to check up on you'
I hurried outside with her as quickly as possible, hoping nobody had heard what she called me. We walked down the steps from the building and around the corner out of ... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  Views: 1278  |  
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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: 1277  |  
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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 3 years ago  |  Categories: Group Sex, Shemales  |  Views: 1279  |  
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My Ladyboy- LittleLi- Part 2

After LittleLi had finished swallowing my cum, she fell back and i noticed she still had on her frilly ankle socks and MJ,s. Now that I knew LittleLi was a ladyboy i could tell her about my collection of stockings, panties, shoes and dresses that i liked to get dresssed in. LittleLi loved the the fact and took off the rest of my man clothes. I got up off the bed in front of her naked and went to my cabinet with all my fave clothes in it. I lay out satin frilly panties, stockings of all different colours and school uniforms with knee socks from Japan to England. LittleLi immediately ordered me ... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1276  |  
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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 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1274  |  
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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: 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 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1270  |  
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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: 1269  |  
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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: 1267  |  
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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: 1266  |  
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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  |  Views: 1266  |  
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my son turned me into a cuckold slut

Oh my God I my son turned me into a cuckold slut. I know that this might sound crazy
But if you take a second and let me explain you will better
Understand my complex situation. Where should I began
Ok a few years ago my husband passed in a single car accident.
My son Devin and I took this hard, Ben was our world. We used
Each other as a way to heal the womb his passing created in our hearts.
The first year after his death I stayed at home and lived off of the
Large insurance policy my late husband left us. I could not find
The energy to get up and go to work. If you have ever lost a... Continue»
Posted by kinghut 1 year ago  |  Categories: , Hardcore, Shemales  |  Views: 1269  |  
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Part 2 - Meet up with Kelly

If you missed the first part, go find it - Back in College with Kelly.

I came home from class one early afternoon to find that Kelly left something in my room for me. She always had a key to my room so she could enter the building and get up the elevator and so I didn't have to go get her. On my bed was a bag from the local clothing store in town. There was a note that said, “Put this on and wait for me. I’ll be back later. Love, Kelly.” When I opened the bag, I instantly smelled her perfume and inside the bag was some sexy panties, thigh high stockings, and a sort of slip/nightie top. I im... Continue»
Posted by ahsleymills 1 month ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 1266  |  
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My sissy son by his dad and lover Part 5

Well...what a few months it's been since i/we last spoke to you.Many things
have happened,some of them great,some fantastic..some not so good,best tell you!

Lucy and i are in love,no two ways about it,we found out how to change her name by deed poll(to legally change your name in the UK)So she's now,legally..Lucy Alice Andrews and she wears a matching wedding band and engagement ring like mine.I wear just the band when we go out together,as i said..she passes for a woman no problem.So people just think i'm a guy with a younger/sexier trophy wife,(which in a way is right!) She dresses as Lu... Continue»
Posted by chocandres 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1266  |  
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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: 1264  |  
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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  |  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: 1263  |  
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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  |  Views: 1263  |  
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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: 1262  |  
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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  |  Views: 1262  |  
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