Shemales Porn Stories
Page 113

Roadtrip - Part One

My vacations started in five minutes, and I couldn't wait to get out of the office. I had been counting the days impatiently for 2 weeks. Unfortunately, I had made no plans but that was ok, I was going to sl**p late for days! A last minute customer call and I was walking down the hall and out the door, oh boy, I was free! I felt a tinge of fatigue, as my heels clicked on the sidewalk and I felt a nice cool breeze run through my nyloned legs. It was springtime, and soon I would not need thigh- hi's to warm my legs, or boots for that matter. Karl, my co-worker and occasional lover, joined me for... Continue»
Posted by latinCharm 3 years ago  |  Categories: Interracial Sex, Shemales  |  
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Mutual stroking

He pushed her back against the wall, pressing himself against her as they passionately kissed each other. He could feel her cock rising, pressing hard against her mini-skirt as he began to grind his crotch between her legs. She began to groan as he ran his hand up her leg, hitching up her mini-skirt and roughly pulling her knickers down enough to free her throbbing cock.

Then she began to unbuckle his belt, pulling his jeans open before starting to run her finger tips through his pubic hair. Their tongues ran across each other,then he ran his tongue along her neck amd behind her ear. He cou... Continue»
Posted by ass_pussy_fucker 1 year ago  |  Categories: Shemales  |  
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womanly experience 2

In high school everybody thought I was a girl. I was just approved hormone replacement therapy and people thought it was just a late development of tits. I was mocked for that but I never really cared. My tits did grow to a formidable size later. I was pretty much disgusted at that time with my penis so I tried to not to touch except when I really needed to. And when I talked with the girls about girly things I always referred to my ass as my vagina. It was fun times.
At least until I went home. Even though I was officially approved for sex change my father hated the fact and tried to humilia... Continue»
Posted by p1llow 5 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Once a Slut Always a Slut

I held my breath – and then I knew I had crossed a line – I had become by my submission, in that instant of time, another individual.

I had known Paul Phillips since I had arrived at the local school in the village some 6 years before. We had moved on together to the grammar school in a nearby town a couple of years later. We had been sort of friends from the start but as we grew older he became one of the ‘in-crowd’ and it seemed everyone sought his company and approval – for why I am not entirely sure but perhaps it was that he was a keen sportsman; good-looking bloke with an acerbic wit... Continue»
Posted by charlottekerscot 5 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Black Girls Have Big Dicks

She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long legs, swaying her hips in a short dress. She walked over to the bar and leaned over toward me, a good number of inches taller than me in her heels. Up close, her face was perfection, skin like dark chocolate, thick, full brown lips and sparkling white teeth, dark eyes and a cascade of wavy black hair... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Tgirl Hooker pt5

All my stories and based on my own experiences.

All other parts are on here and would recommend you have a read.

The next time I saw Emma my ass was still sore and I was quite bruised inside from how are she had fucked me, so we went for a curry and a few beers.

After Emma had been perved at all night by the staff and some older business men in the restaurant but I know she loved it, the cute little giggle she done, the way she would look at them and bit her lip, for all I know they could be clients of her's. The thing I learned was although I was her fuck buddy, I was still paying he... Continue»
Posted by dirtydisco99 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Dressed for Sucksex

Dressed for Suckcess

(DISCLAIMER: This story is part reality/truth, and part fantasy. Please feel free to comment.)

It had been a busy time and I had not been out as Danielle for several weeks. I was so aroused I could hardly stand it. I had arranged to meet two of my crossdressing girlfriends at a bar that was tgirl friendly. We often hung out there since it was safe and there were a number of male admirers there. These guys were there to meet us so they were almost always clean and polite. I had already prepped my ass so I was completely clean and had lubed up hoping for some a... Continue»
Posted by Chrissycdslut00 5 months ago  |  Categories: Shemales  |  
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A Sissy Slave for a Transvestite...continuation

Gwendolyn giggled and hung up the phone and begin to grind more exuberantly as her penis harden. Gwendolyn rode me for nearly an hour, my bung hole was full of her seed and made obscene sloppy sounds before she stiffen and flooded my bung hole once again. Gwendolyn laid there for a little while before pulling her flaccid penis from my bung hole and admired her handy work. '...Look at my cum oozing from your pussy, my girls are gonna luv you boy. I've got to get cleaned up, just relax, I'll be back for you in a sec...'

Laying there, feeling Gwendolyn's spunk seep from my ruptured bung hole... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by MichaelaCD 5 years ago  |  Categories: Shemales  |  
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My Boi Trish

This is a true story about a young lover whom I will call "Trish".

I attended a Halloween party several years ago. There I saw a cute boy who worked in the same retail store I did. He was all hussied up like a gypsy (still think of him whenever I hear that song by Fleetwood Mac). He had a very smooth, lean body and I think his ethnicity was middle-eastern. Nice almond skin and jet black, shaggy hair, very thick. Anyway, he kept giving me the eye all through the night until I finally walked over and said hello. We chatted about work and other things, etc. until he finally pretended to drop o... Continue»
Posted by RazedGlory68 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Chrissie Learns A Harsh Lesson The Conclusion

Chrissie Learns A Harsh Lesson (The Conclusion)

My arms were stretched straight up over my head, metal handcuffs circled my wrists and were tied to a metal ring that
had been embedded in the ceiling. The rope which was hoisting me up left me suspended from the ceiling in such a manner
that only the toes of my black 4 inch heels touched the floor. The hard metal of the handcuffs cut into the skin of my wrists and
a burning ache traveled through the muscles in my arms and shoulders. I felt totally helpless, totally vulnerable and yet
strangely aroused.
Standing ten feet... Continue»
Posted by chrissieCD 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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My meeting with tranny milf Sandy 54 part 1

Wanna tell you about my meeting with Trannymilf Sandy 54!

I met Sandy through an add in a pornographic magazine I was 23 then so she was 31 years older than me. Wanting for long to meet a much older tranny beauty I got really excited when she agreed to meet me. We met in her apartment after I rang the doorbell a beautiful woman in her midfifties with a white dress long blond hair,white nylonstockings and white high heels opened the door. Her face had a heavy-makeup I was stunned by her looks. Welcome Nellie she said I guess you would like to change? Yes I said with a trembling voice and she... Continue»
Posted by NellieTranny 3 years ago  |  Categories: Shemales  |  
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A Fantasy

For leannaxtsx

During the flight he had a hard time falling asl**p. He kept all her posted pics in his phone and went a few times to jerk off in the bathroom while looking at her body. When he found out he was about to go to a convention for 3 days and as it happens to be the convention was at New Orleans he arranged to stay for a few more days "to see the sites". Now he was on his way and he knew he had to wait for 3 days until he could meet her. He contacted her a week before, at first she wasn't very cooperative but he managed to convince her they should meet. He promised to... Continue»
Posted by mobi_dick 3 years ago  |  Categories: First Time, Shemales  |  
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Surprise revealed........

The time had come to begin getting ready. I had my first batch en femme..... using mistress' slipper bath I drew a long bubbly bath and quickly stripping slid into the bubbles. The hot water caressing my cock and breasts was wonderful. I particularly took time washing my breasts and cock. It was lovely. I gave my self a through douche and started to lay out my clothes.
A black basque with matching thing. Back seamed fully fashioned stocking and high black strappy stiletto heels. A black silk Chinese style dress with a large red dragon and a tara slit to the waist. I choose long dangly diament... Continue»
Posted by LaceTops4U 1 year ago  |  Categories: Fetish, Mature, Shemales  |  
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Stephon fucks Sora and her sexy ass tranny ass

Ya know what fuck it since my last story wasn't good apparently imma just cut the bull and tell the whole story now shit.

So my dick is in her ass and im in heaven, like on some cloud nine shit.the head board is knocking she screamming, im not sure how loud though cause im pretty focused.And like i said before she released the dragon or sme shit like that i mean, what she did quite literally was with me inside her flip her whole body so she is now all fours and im like... the fuck did i get myself into. but still i don't punk out. the she told me to go deeper. Alright how hard can that be. ... Continue»
Posted by cooler34 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Josh's surprise...........

The next morning I was awake with the larks, that what an early night does for a girl. After showering I quickly dressed, nothing fancy, a soft cup pale pink bra, with lace trim, a matching pair of panties, as much as I like thongs, when I don't have an erection I find my cock finds it's way out the side and leaves an unsightly cock bulge. I choose a simple blue and white stripped cotton stretch shirt, a darker blue stretch pencil skirt and 3 inch kitten heeled sling back sandals. I put on a small gold chain and hoop earrings, the sl**pers and done their job and my pierced lobes were healed. I... Continue»
Posted by LaceTops4U 1 year ago  |  Categories: Fetish, Mature, Shemales  |  
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new job part 2

My first weeks at the new Job were going well. I was getting settled in and making friends. As far as I could tell no one knew my secret, or if they did they didn’t let on.

One thing that became evident early on was that my new boss Andre was a bit of a flirt. He was quick with a smile, and always complementing me on how I looked. He seemed to take great joy in calling me in for some nonsense job, usually something that involved me bending over to retrieve something off a low shelf. I always made sure to bend in such a way as to give him a nice view of my ass, and he really seemed to enjoy ... Continue»
Posted by cinful6767 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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new job part 3

When I work up in the morning I was alone on the couch. At some point in the night Bethany must have moved to her bed and covered me with a blanket. I looked around the room and saw the remnants of last nights romp. My clothes were in a ball in the corner. Her dildo and harness were on the floor. And as for me, my stockings were ripped, my make up was smeared and my ass was sore and still slippery with lube. I looked like a wreck, but somehow I felt more like a girl than I ever had before. Still I was a bit embarrassed and didn't really want to face Bethany. I tip toed into the bathroom and lo... Continue»
Posted by cinful6767 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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TV Whore Attends an Adult Cinema, Collared and Lea

I recently arranged to meet a Mature Dom Admirer at an Adult Cinema in Birmingham, which is about 2 hours from me and would be my first visit to this venue.
We had been communicating for months but both of us seem to be determined to make this meet happen, Which was good.
My instructions were clear and concise, He was experienced at this, He told me prepare and dress as much as possible, lock myself in chastity with my new pink CB device (A first for me) Plug myself.

Drive down to Birmingham, Stay in touch with my Master for day by text, Arrive at the venue, Text my Loan Master, Comple... Continue»
Posted by uktvmaid 6 months ago  |  Categories: Group Sex, Shemales  |  
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You Just Never Know... ya know?

I was out on the road, On my way to Montreal at the end of my stint behind the wheel. I pulled into a roadside rest area, or lay-by... or in this case a 'pickle park', a cruising area for local and tranient gay and bi-men looking for a quick NSA hook-up. Hell, so was I.

I was all nice and clean from the shower I'd had an hour ago at a fuel stop, and I was ready for almost anything now. I waited for a bit and sure enough, a girl walked up beside my truck from out of the shadows, and asked me for a light for her cig. Her voice gave him/her away, and we chatted for a little while.

Short... Continue»
Posted by crochetteDave 5 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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