Shemales Porn Stories
Page 59

Redcoats

Here is a little fantasy of mine.

My wife and I are staying at a holiday village, and there are a lot of competitions and things going on. For a laugh we decided to enter me in the men dressed as female competition, which was to be held that night. I have never told my wife that I like dressing in her clothes, and although I think she suspects, she has never said anything. To my surprise it was her idea to enter me, "....to get into the spirit of things.." she said.

As the competition came closer Jen decided which clothes I should wear. She dressed me in her lace bodystocking, lace top... Continue»
Posted by tvtammi 1 year ago  |  Categories: Fetish, Group Sex, Shemales  |  
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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 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 15

Trapped and Trained Ch. 15
As I took my first steps forward, feeling the leather straps of my dress slide across my smooth skin, Miss Vicki placed a hand on my shoulder and spun me around to face her.

"Oops, with all of this excitement I almost forgot the most important thing of all. Now, let me fix your lipstick while I let you in on a little secret."

She reached into her bag and pulled out a black velvet bag. Reaching inside, she held a black tube of a deep red lipstick. She applied that as well as some strange looking lip gloss with what looked like bits of glitter in it. After she w... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 16

Trapped and Trained Ch. 16
I slowly opened my eyes, feeling how heavy my eyelids were and how cloudy my vision seemed. I was drowsy, as if I was fighting a bad hangover and still a bit d***k from the night before. I didn't know where I was - it certainly wasn't the room I had fallen asl**p in, my last memory being drinking some fluid that was supposed to offset the chemical imbalance in my system that was causing a need for me to ingest cum. I shuttered as the vivid details from the night before came rushing back through my mind, closing my eyes tightly and shaking my head to try and f***e th... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 17

Trapped and Trained Ch. 17
Walking back into the suite, I felt the cold air blowing on my wet skin, causing shivers to flow through my entire body and goosebumps to pop up. Also, another undesirable effect occurred as I felt my nipples become hard as rocks underneath my bikini, which was a detail that did not go unnoticed by Vivian. As soon as the door was closed behind us, I heard the shower running, meaning that Mitch was awake. I felt her presence behind me and then her hands running up my legs and onto my ass, feeling the small bumps and continuing upward until her hands were atop my brea... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 12

Trapped and Trained Ch. 12
I sat down on the couch, completely spent, staring at the screen with the "Blowjob 101" title flashing on the screen with images of women in various stages of sucking a man off. I noticed that there was a 7" pink dildo on the side table, which I certainly hadn't left there. I decided to lie down for a bit and began walking back to my bedroom only to find that the door had been locked with a similar electronic lock that was controlling the front door. The spare rooms were locked as well, leaving me no option but to be in the living room where my assignment was waitin... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 13

Trapped and Trained Ch. 13
The next two weeks were a blur. I had no idea what was going on, just short flashes of consciousness followed by blackness and confusion once again. The times I was awake I was still groggy as I must have been kept heavily sedated. I'd feel myself being shifted and moved from room to room periodically, bursts of extremely bright lights, fluids and pills pushed into me, bandages removed and replaced around my body. Then it'd be back to the darkness and confusion, wondering what was going on, panicking about all of the possibilities.

Finally I awoke one morning, fi... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 14

Trapped and Trained Ch. 14
It had been thirteen days since my last outing. Thirteen days since I was f***ed to sit in the middle of a bukkake of dozens and dozens of men, feeling the warmth of their sticky semen drizzling down my cheeks and chin, dripping steadily onto my exposed, and now pierced, breasts before being made to clean it all off, swallowing every last drop. Thirteen days of being trapped in this prison of an apartment, a place I used to call home but now call hell. Thirteen days...

I wish I could say that I'd been left alone, but I was kept on a meticulous schedule. Through t... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 09

Trapped and Trained Ch. 09
I was groggy from having passed out for so long. It took me a little while to blink away the fogginess in my eyes as I watched my Master walking into the room with a cloth bag in his hands. I craned my neck to my left and made out the time to be just past noon, so I'd been asl**p for just over seven hours and now had just under seven hours before I was to be rented out for the night to some perverted high bidder who had won the auction for my services for the night.

My Master sat on the edge of the bed and pulled a medical looking jar from the bag as well as a sy... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 10

Trapped and Trained Ch. 10
I moved the material around in my hands... it was so... so... small. There was just nothing to it, it felt like I was just holding a small red string. Britney saw the combination of shock and confusion coursing through my face.

"It's called a 'monokini', Candi. It might be a tad bit small, but don't worry, that'll just make it more fun!"

She grabbed it and laid it out on the table in front of me and finally I saw the material take shape in how it was supposedly supposed to fit on my body. This was impossible - there was no way I could get into that thing. In t... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 11

Trapped and Trained Ch. 11
It took me hours to fall asl**p that night. It was hard to narrow it down to just one reason why...

Maybe it was the tingling feeling of my fishnet stockings sliding around on my pink silk sheets each time I moved. Or perhaps it was trying to get used to the feeling of these D-cup breasts flailing around as I tossed and turned, the glue holding them on pulling at my actual skin and causing the metal teeth around my nipples to grind. It was impossible to get comfortable with these things.

If it wasn't my attire or my breasts, then maybe it was the fact that, e... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 06

Trapped and Trained Ch. 06
I did my best to make it over to the door, but the combination of the lightheadedness I was experiencing and the stability issues I had with the 5" heels I was wearing made it extremely difficult to concentrate. Apparently I was taking too long as I felt another burst of electricity flow through my "SLUT" collar, which was enough motivation to clear my mind and speed up my learning curve on the steep heels.

Just before I reached out for the door, my Master realized he had forgotten something. He ordered me to wait and rushed up the stairs, then quickly came back ... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 07

Trapped and Trained Ch. 07
After a good fifteen minutes of trying to get my makeup just right (talk about sentences I never thought I would ever utter), I started getting a few random zaps on my "SLUT" collar. Getting the message that he was growing impatient with how long I was taking, I hurried up and finished the final few touches of eyeliner and lip gloss. I could still taste Amanda and Britney's juices and could smell their cum with every inhale as a great deal had made it up my nose, but the zaps were becoming more and more frequent through my collar so I just accepted the fact that I w... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 08

Trapped and Trained Ch. 08
With everyone now downstairs in the basement/dungeon and waiting, it was just my Master and I alone in the living room. He uncuffed my arms and legs, but made sure to leave the plug and gag in place. I was so sore that I stayed bent over in that position until he attached a leash to my collar. With a quick tug and a zap, we were heading upstairs to the master bedroom. On the way up the stairs, my Master gave me a warning.

"Now Candi - when we get into the bedroom, you will be on a live feed to your fans downstairs. I expect you to give them the show that they des... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 03

Trapped and Trained Ch. 03
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... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 05

Trapped and Trained Ch. 05
There I was, Saturday morning, back in the driveway of my quote/unquote "Master", as he liked to call himself. I turned off the key to the ignition of my car and prepared to step out. He had sent me an email the previous night telling me to show up in the outfit that I had left in during our last session.

I looked down at myself and shivered as I saw the short edge of my form fitting black dress riding up to where I could already see the tip of my black chastity belt peaking out from underneath. That belt had been absolute hell for me the past 36 hours or so. It... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 01

Trapped and Trained Ch. 01
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often moving the same piece of furniture to what seemed like the same place it was originally. Finally he decided he liked the new arrangement, which wasn't that drastically different than how it looked when we started. Obviously exhausted, I sat down on the couch. He asked me if... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Trapped and Trained Sissy Ch. 02

Trapped and Trained Ch. 02
I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stockings leading down to her pink high heels being pounded by this horrid machine from both sides. Knowing that the slut in the video was me, a man f***ed to wear these whorish clothes and caked on makeup with a brune... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Brad cant go back

It was a foggy evening in the Town. Brad was walking beside the road that lead to a truck stop. He couldn’t help but wonder how the hell everything happend so quickly. Brad was 19 year old boy who seemed to be an ordinary c***d of an ordinary f****y. He was a dark haired skinny boy and had a bit of a feminine features. He was currently in no school as he was not admitted to any since he didn’t do well on the tests. He was living with his mother, enjoying the carefree lifestyle of a student who didnt go to any school. He had friends but no girlfriend; he never had a girlfriend. Yes he seemed o... Continue»
Posted by vacantwhore 1 year ago  |  Categories: Gay Male, Shemales  |  
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