Shemales Porn Stories
Page 4

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 4 years ago  |  Categories: Shemales  |  
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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 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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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 4 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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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 4 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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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 4 years ago  |  Categories: Shemales  |  
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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 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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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 4 years ago  |  Categories: Shemales  |  
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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 4 years ago  |  Categories: Group Sex, Shemales  |  
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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 4 years ago  |  Categories: Group Sex, Shemales  |  
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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 4 years ago  |  Categories: Group Sex, Shemales  |  
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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 4 years ago  |  Categories: Group Sex, Shemales  |  
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Penis dreaming

Boys love blow jobs and I know that oral pleasure are often better than sex -if its done properly. I sincerely hope I’ll one day life my dream and get the chance to take on a huge black cock or a tiny pretty penis like mine. There are of course some constraints. Hairy, smelly or strange colored. Dicks are individually unique they might all look similar but every single one has its trademark. You could say I’m penis picky but when that day comes and I have a penis in my hands that is not mine I just want it to be perfect. Shaved, hard, clean, breezy and beautiful and not a weird looking Popeye ... Continue»
Posted by penisprincess 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Late Nite Hype

The past three months was spent by me trying to find a job. I looked & search every where to no avail. So, I went thru this temp service, Ameri-Temps for the time being. They gave me a study job. I worked the job for two weeks now it was cool cause i had got money in my pocket. After working so hard this friday, i was ready to go home & sl**p the night away. But, a buddy of mines said" Man befo i head in i gotta have me a drink. Ameri-Temps always had a van that drop us off & pick us up. After the van drop us off downtown where it was always told too. We were walking for a sec. My guy said ... Continue»
Posted by fabbie454 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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hardcore afternoon at the crowder ave arcade pt 1

out side, a very hot, humid, new orleans summer saturday, inside, where i have been cruising the the video arcade and theater, it is comfortably cool. of course, as the silky texture of my high french cut bikini panties moves against my swelling hot clit, which is tightly cinched down with cock ring and seperator harness, and is tucked snugly back between my legs, i've gotten very hot, even in the loose fitting light shorts and silk hawian shirt i am wearing over my panties, training bra, and sexy full slip. as i round the corner n the arcade i see two men standing out side a couple of booth... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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hardcore afternoon at the crowder ave arcade pt 1

out side, a very hot, humid, new orleans summer saturday, inside, where i have been cruising the the video arcade and theater, it is comfortably cool. of course, as the silky texture of my high french cut bikini panties moves against my swelling hot clit, which is tightly cinched down with cock ring and seperator harness, and is tucked snugly back between my legs, i've gotten very hot, even in the loose fitting light shorts and silk hawian shirt i am wearing over my panties, training bra, and sexy full slip. as i round the corner n the arcade i see two men standing out side a couple of booth... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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diffrent

the world around her blurred. she tried to speak but nothing came out. her eyes wattered from the gas that the room was slowly filling with, but for some reason, it felt good. peacefull, even. then, the world went black.

she awoke to the sound of beeps from a heart monitor. she looked around the white empty room to see nothing, except, what was this? a man? her world slowly came into view. her anus hurt. her legs felt tired. her head ached and her mouth was in pain. her legs felt strange, but only close to the crautch. she put her hand down to feel of them. her vagina, no, this isnt right. ... Continue»
Posted by mj2397 4 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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hardcore afternoon at the crowder ave arcade par 2

this assualt has come so suddenly and aggressivily, that i have been shoved into the wall and f***ed down it to my knees. at the same time i can feel the hands roughly holding my head and pushing my face against the wall, as that happens i feel something pushing at my face and my lips, it's a hard cock, and as the gag is removed from my mouth i feel the hands pushing my head so that i have no choice but to let that hard cock thrust into my mouth and down my throat, and it has happened so fast that it just hits home that these two arn't messing around and fully intend on r****g me. about this t... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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crowder ave arcade part 3

now i feel myself being grabbed by the ropes on my wrists and being roughly snatched up to my feet, as i feel myself shoved sideways i bump my legs into the chair, i then feel myself being grabbed and and f***ed to kneel on the chair facing back wards and hands pushing me down hard,, bent over the back of the chair, which makes my tight little girl butt stick up in the air. when the hands behind me start to touch me on my clit and finger my pussy i realize that they have let another man into the room, for there is two hard cocks rubbing, and slapping against my face, and pushing hard against ... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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crowder ave arcade part the final abuse pt4

i don't know how long i had been sitting in the blindfolded dark struggling to get loose, when i felt, more than heard someone come into the booth. i jumped when i heard a voice hot and close to my ear say, "i don't know who you pissed off, or what you did for someone to leave you here like this, but there must be a good reason. that's when i felt another cock rubbing against my face and lips, felt my face being slapped by a cock, hard,again, and when the gag was pulled from my mouth, before i could even protest it was roughly pushed into my mouth and down my throat so i would have swallow ano... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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Luci........... My first. (Part two)


About a week later I got a phone call from Luci, she told me she had a big surprise for me and I should meet her at a restaurant we knew and I should wear something sexy. Then she hung up!
My mind was in a whirl, what could the surprise be?
I had three hours to get ready, so I started with a shower, then I removed every hair from my body below the waist and moisturised and creamed myself all over.
Then I dressed.
I wasn't the only person who was going to get a surprise.

When I arrived at the restaurant I was carrying a small parcel. I was met by a radiant Luci. Her hair and make up wa... Continue»
Posted by cockhappy 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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