Shemales Porn Stories
Page 4

Masquerade invitation

Warning: This story is not greatly sexual in nature. you been warned



As I walked gracefully up the steps towards the grand manor. I looked at katherine a moment. she smiled walking along side me. The nervousness swelled as we came closer and closer to the mansion. I felt butterflys pulling katana's and slashing away at my insides. but then again, as I touched my tummy I remembered the corset redesigning my lungs. I pinched at my blue belled dress with designs of the ocean and seashells imprinted in its laces. Katherine wore a pink dress with cherry blossom flowers imprinted ... Continue»
Posted by QuietSoul 3 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 275  |  
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Sarahcd_legs first creampie

I'm 38 years old and been dressing now off and on for the past few years and always wanted to try bareback. Well my time finally come, I found a local married guy who I have dressed for a few times give me my dream come true. I spent the day getting ready doing a total shave on my body picking out my sexiest clothes etc. I told him what I wanted done to me and wanted my first creampie to be recorder and he agreed.(this movie is in my profile if you want to see) Any how it was a great experiencing and now i"m a bare back addict now. It felt so hot feeling his bare cock penetrate me for the f... Continue»
Posted by sarahcd_legs 3 years ago  |  Categories: Shemales  |  Views: 922  |  
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Too Much is Not Enough

Disclaimer: Hey, reader, do me favor, don't steal my work! All of my work is copyright of me, Luca77. Alright got that out of the way, don't think anyone would anyways.

Disclaimer 2: If you're fascinated with numbers, aside from height and a few others ("and she had 42DDD breasts and he had a 22" dick") look elsewhere or become a mathematician.

Hello reader, allow me to introduce myself. My name is Tracy Rose and I'd like to tell you a little about myself. In your world I would be referred to as a hermaphrodite, having the genitals of both sexes. Here though having both is not uncommon ... Continue»
Posted by Luca77 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 563  |  
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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: 1260  |  
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Broken Dreams

We all have someone in our lives we cherish, even love. sometimes... we hate them, other times... we call them simply to hear there comforting voice. and there are moments when your alone with them, and feel like... life is perfect. At least when it happens to me... I could hope time slows down enough that I can enjoy each second of it. After thinking about it, that is what friends are... we are just Tied to Fate.

After a week of being at home alone I got a call from a friend. It was cliff who as concerned of my unwillingness to leave the house. the only thing I could say was.
"I jus... Continue»
Posted by QuietSoul 3 years ago  |  Categories: Anal, Sex Humor, Shemales  |  Views: 809  |  
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First Time Dressed… at an Electronica Conce

I had been dressing as a girl to get off for some time now. For some reason there is nothing that turns me on more than a tight little cotton thong stretched across the bud of my asshole, holding my tiny little boy toy down where it should be. Over the years I’ve slipped into my mom and s****r’s underwear drawers while they were out and stolen the sexiest piece of clothing I cold find, most likely leaving them wondering where all their stuff went. This practice has gradually become a longer and longer as every time I do it I have a hard time taking the clothes off. Within the first few times,... Continue»
Posted by Cleveland2dc 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 839  |  
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transvestite in trouble 4 - the internet porn quee

Bright light filled the room, waking me from my unconciousness.

so bright it took a while for my eyes to focus. When they did the first site i saw was myself, in the wall sized mirror opposite me, strapped to the chair. It was me only now i had masses of long blode hair, tied up in 2 pigtails, loads of black eye make up and long false eyelashes, and big bright red lips. A new ball gag in my mouth, I was wearing a pink latex basque, white stockings and red slutty shoes, 6" heel with a 2" platform. I had on no panties, my cock was now locked in a heavy, metal chrome device, and there was som... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1170  |  
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The woman I found

I found the woman who I loved the most and understood me better than any one I had met before...tha woman is me....what a relief to be the person I was meant to be and not have to cry myself to sl**p and wonder why I loved silk, satin, velvet, high heels, make up and men who were attracted to me when I had the need to show off my inner Allison....the women with red hair and green eyes and the stuffed bra and the tucked cock....I hated body hair and having to shave,,,,and wanted Allison 24/7 no Roger to see in the mirror.
I worked on my voice and my smile and then a great friend who was a cla... Continue»
Posted by allison_d 3 years ago  |  Categories: Fetish, Shemales  |  Views: 718  |  
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Dressed in holiday style I

Dressed in holiday style I

I watched the speed limit, which is unusual for me, as I pointed the car west towards the Evil City. It was about 1:30 a.m. and dark on the interstate that stretches across the prairie, so I was wearing a black mini-skirt, fish-net garter stockings and my four inch stilettos as I drove through the night. Beneath my soft cashmere sweater, I was wearing a black silk chemise and I kept the cabin of the car cool so that my nipples were erect through the silk fabric.

I usually don’t dress and drive, but it was a special occasion. I was about to lose my virginity ... Continue»
Posted by prairieFreak13 3 years ago  |  Categories: Shemales  |  Views: 570  |  
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Who got lucky last night PT.1

This story is complete fiction.

He awoke at 2am, throat dry and scratchy and with a hangover the size of Jupiter. He removed the comforter and saw that he was naked, he usually never goes to sl**p naked unless he had gotten some tail. He didn't discriminate against who he go his tail from. Man, woman, old or young, teenage boy or girl. His theory on the whole thing was basically the same as every other logical person. If they could shoot spunk from their young throbbing cocks or if their sweet tight cunts bleed every month they were free game. He believed this religiously.
... Continue»
Posted by james_jones_03 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 864  |  
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Dressed in holiday style II

I was up by 1 p.m., showered, changed into some fresh panties and donned some hated boy clothes to hit the streets. I stopped by a local coffee shop (not the national chain-brand type) and over a mocha latte the barrista was kind enough to give me a few pointers about where she thought the best holiday lights in the city could be found.
I tipped her handily for the information and then went to my fave camera shop, where I chatted with the proprietor a bit and bought a couple of new high speed, high definition sim cards. He also gave me some tips abut possible locations so I spent the... Continue»
Posted by prairieFreak13 3 years ago  |  Categories: Shemales  |  Views: 383  |  
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caught cross dressed part 3

The next few days felt like a lifetime for me. I couldn't sl**p at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bastard's cum - it was as if that taste was permanently embedded in my ataste buds now. The back of my throat was sore so it hurt to speak and my pussy... no, my ass, as I had reverted back to calling it... was sore from the repeated violations it suffered.

I went through a list of possible ideas to... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 656  |  
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The Walking Dead II

Day 15
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Two weeks have passed since my adventure and seems like the punishment did mean something. At least for that two weeks. I wore normal clothes while I did my normal day to day activity of checking out the barricades, stashing food and other necessities, and generally patrolling the mall hoping that none of the zombies got in. I continued on my self-prescribed hormone therapy, though.

I was rummaging through the sex shop one day looking for some fun when I discovered something I never saw before or thought it existed. It was a vinyl fake vagina made for wearing it! And there... Continue»
Posted by harloch 2 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 588  |  
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An Evening's Pleasure in Plastic Panties

Pleasure In Plastic Panties Ch. 01 bytranslucen©

The following started as a PLImail to RubberPanties with the writing of which I became so engrossed that it became a story and in the end I never actually sent it, (so sorry RubberPanties, I hope you enjoy it now). I've tried to describe the pleasure I get from masturbating in feminine lingerie and plastic panties, so if plastic panties don't appeal to you, you may not want to read on. I think though that the enjoyment of sissy girly garments which is an integral part of the tale, means that it may have something all us panties wearing guys c... Continue»
Posted by translucent 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 579  |  
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Interstate Reas Area Whore

Driving down the interstate the sign said Rest Area one mile. My heart skipped a beat and there was slight stiffing of my male meat in anticipation of events to unfold. This interstate rest area was always packed full of eighteen wheelers as many as forty. Surely one or two of these truck drivers would be horny enough to over look the fact that this slut had a little something extra a top her nylon covered legs.
I had a black merry widow corset on that pulled my waist in a nice four inches. Eight garters held up my coffee colored FF nylons. I had on five inch red stiletto pumps. My bla... Continue»
Posted by littleoralvee 2 years ago  |  Categories: Shemales  |  Views: 1531  |  
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transvestite in trouble part 5 - "ride a cock

after feeding me Mary, untied me from the chair, other than keeping my hands tied behind my back, and a short chain between my ankles. She attached a studded collar around my neck attached to a dogs lead, and led me from the room. I teetered on the heels behind her, taking little fairy steps due to my chained ankles. she led me alomg an empty white corridor and into another room.

the room was decked out like a c***ds play room, on a rug in the centre of the room was a large rocking horse unlike any i'd ever seen. protruding up from the saddle was a 10" cock shaped dildo, and protruding back... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 707  |  
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Crossroads Part 1 (fiction)

Crossroads
I had a lonely couple of years with no job and without much contact with other people and I really was beginning to find life a bit lonely after my divorce and eventual move into a small flat. What I really would have liked is a partner, someone to share things with and most importantly someone to come home to. Having seen an advert for help wanted in a charity shop in my town I thought I might try that as a way of meeting people. I was taken on and over a short period of time I was rapidly promoted to the paid job of manager with a few older ladies as volunteer staff. We all got o... Continue»
Posted by michaella_cd 2 years ago  |  Categories: Shemales  |  Views: 460  |  
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Crossroads Part 2 (fiction)

Crossroads (Part Two)
The earlier rain had returned and through the intermittent pattern of rain then windscreen wipers I watched as she pulled the car over into a small unmade lay-by running the wheels over humps and through puddle filled dips coming to a stop under the shelter of some overhanging trees. With an urgent look in her eyes she leaned over patted my thigh and said, "Sorry hon, but I really need to go". With that she opened the door and turned in the seat stretching her long shapely legs out into the cold night air. Soon she was assuming the position of a lady "caught short". Semi... Continue»
Posted by michaella_cd 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 292  |  
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Crossroads Part 3 (fiction)

Something clicked into place in my mind as I looked at the reflection of myself and the approaching Rachel and Alice. I felt their warmth as their arms embraced me. We looked at each other in the mirror and knew this was just the beginning, there was no going back for me now, Pandora's box had been opened. I was steered towards the bed and as I walked I could feel the tightness in my calf muscles caused by wearing the high heels. I was certainly steadier on them than I thought I would be. I knew it and they knew it but were to polite to say anything, looking down at my shoes I said, "I am goin... Continue»
Posted by michaella_cd 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 114  |  
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Bank Holiday

Standing naked holding a morning cup of coffee I looked across at her pale lithe body on the crumpled sheets. She was wearing nothing but tan lacey topped hold up stockings. She lay where I left her when I quietly slipped out of our bed a few minutes ago. Admiringly I took in her form as Rachel stirred slightly drawing one of her legs up closer to her body as she lay on her side. My eyes looked at my lover recalling the passion we had shared during the previous night’s lovemaking. Rachel stirred again and my reverie was broken as I found myself staring at the curve of her boyish buttocks. Now ... Continue»
Posted by michaella_cd 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 563  |  
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