Shemales Porn Stories
Page 6

My wife introduces me to submission and cuckoldry.

I was instructed to put the DVD into the player which i did, and my wife held out her hand for the remote control which i placed in her hand. She pointed to the sofa and indicated that i should sit as she sipped her drink from the glass that i had refilled, she pointed the remote at the player and pressed the play button. I sat there watching as the DVD played and could feel my wife's eyes on me every now and again as the scenes unfolded before us. The story was one of a man who's wife wanted someone who was "better equipped" to satisfy her sexually and the husband over the length of the DVD f... Continue»
Posted by oldognewtrix 2 months ago  |  Categories: BDSM, Mature, Shemales  |  
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Girlfriend Changed My Life Forever

CHAPTER ONE - JANE,LINDA,"JOANNE" & I

I have enjoyed the sensation of wearing women's clothing since the summer of 1976. I discovered my liking for female outfits after I my girl-friend, Jane, left her black bra in my bag & I found myself trying it on & wanking. When I told Jane about her bra,she said she hoped I hadn't stained it with cum. I looked at her & told her I left it in my bag all the time,& I returned the item to her. Later that night, after a bottle or three of wine I admitted to wearing it to wank. Still giggling Jane asked if ... Continue»
Posted by Tvluver1958 2 months ago  |  Categories: Group Sex, Masturbation, Shemales  |  
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s****rs boyfriend.

There I was trying my s****rs panties on when I here'd a voice say "hahaha I knew you would look good in panties faggot" my hart snack I turned my head to see my s****rs boyfriend standing there with his huge cock in his hand with a look on his face I have never seen before. I said "what the fuck are you doing here dean" he said "I think the question is what the fuck are you doing with your s****rs panties on" I was so embarrassed I had no words to say. I went to walk out the room so I could get changed he stood in the door way and said "where the fuck are you going I have pictures of what you... Continue»
Posted by blacklj 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Becoming a Rubberdoll Part I

This story is a work of fiction. I have always fantasized about becoming a woman and in real life that is what I am working on right now. I have also fantasized about being a rubberdoll. That might happen in real life for me as well, but my story will be fun!

My name is Cody Jackson. I am a recent college graduate who got two degrees in Biology and Psychology with an emphasis in genetics. In college I did an independent study on Alzheimer's and I discovered a way to alter or reduce the decay of the brain. My research was well received and I got a fantastic job opportunity straight out of co... Continue»
Posted by Chloelatex69 2 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Becoming a Rubberdoll Part II

I wake up in a cloudy haze after I have been knocked out for God knows how long. The room I am in is very small with a bed, table, chair, and a toilet. The motif of this prison is just like everywhere else at Femco: black and pink. I start to get up and after I pull the latex sheets off of me I realize a horrible discovery. All of my clothes have been removed and my cock is placed in a tiny chastity cage. I try to take it off but I get a horrifying shock that knocks the wind out of me.

"I'm sorry sweetie but that teeny cage is not going to come off for a long time." Amanda's voice was comin... Continue»
Posted by Chloelatex69 2 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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How I went from a Cocksucker to a Total sissy Sub

I was living in Las Vegas in the 70's. I used to get high and go to an ABS and suck cock. After going there a few nights a week for few months a black guy(which was rare) came in. He opened my booth and asked if I wanted company. I was scared but I said yes. He was about 5'11 220 and dark. We were watching a movie when he took my hand and put it on his crotch. It felt so big. He then told me to get on my knees and I did. He said undo my pants so you can get what you want and need. I unzipped and unbuckled his belt, pulled his underwear off and there it was. Soft and veiny about 6 inches. He s... Continue»
Posted by mickeymouse1953 2 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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New Neighbour New Role Part 2

'Wake up sweetie,' Said Vicky, rubbing my sore butt. 'Here, take your medicine and I'll sooth your pussy.'

She passed me another of the tablets that Mistress Jen gave me earlier.

'What are they for?' I said, swallowing the pink tablet.

'Conditioning. Besides, you promised Mistress didn't you?'

'Yes.'

'Now stretch out on your front whilst I soothe your hole. My it is so puffy and pink.'

I moaned as Vicky started rubbing lotion into my hole. 'It feels so good.' I said dreamily.

'It should. It's got clove oil in it.' Vicky started dipping her index and forefingers of bo... Continue»
Posted by waraxe13 2 months ago  |  Categories: Fetish, Shemales  |  
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2 years ago




I am a married sissy cd and my wife has known about my desire to dress since we were married. We have been married 10 years now. She hates my dressing and all of my sissy desires and wants nothing at all to do or even see or hear of them. Well one night I told here that I had to go out of town for training for work and that the training was only in the next state over so I could drive but still had to stay the night. She believed me so I booked a room at a local Holiday Inn Express and got all of my sissy/CD clothes, shoes, makeup, wigs, sex toys...etc together packed them in the miniva... Continue»
Posted by Krissy_Love_Sissy 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Me and Mrs (Mr) Jones.

My first business trip as a married man. My first sexual adventure.

So at the hotel bar around 2230 is not a particular hotspot on a Monday night but this did not turn out to be your average Monday. I had a excellent day with work smashing previous records and was feeling very good about myself so I sit on a corner table with a bottle of 1997 chateaux du pape and face the bar. I see the occasional person have a drink and leave whilst I fantasise about how they would approach me if this was reality porn. Then she walked in. As I observed her long legs, 1 bent at the knee leaning on the bar s... Continue»
Posted by nomatterhowhardyoutry 2 months ago  |  Categories: First Time, Shemales, Voyeur  |  
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Bathouse Fun. First Time getting Fucked.

I have always known I was bisexual since I was a k**. I have topped but never bottomed, I have attempted bottoming a few times. First time I was 16 my friend and I tried, we didn't have lube and I wasn't streached out properly. A few months ago I bought a butt plug which is 4 inches long and a 8 inch dildo. I lube every night and put the plug in and every other night the dildo. It feels good when I do so. A description of myself, I am a black male, 51, looks to be in my 40's. Slim 5'8, 140 lbs. I have a 8 1/2 inch uncut BBC.

Last night I go to the bathhouse, I was feeling extra horny. I pay... Continue»
Posted by iamcontent 2 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Cubicles heels and dirty men

It's 730am..Tuesday morning and I've just spent the last hour and a half inside a toilet cubicle. .x dressed and hooded with my favourite 2" diameter  dildo for company ..it was my fifth visit in the last 6 days.. This time what with it being so early I was alone throughout and simply laid across the toilet seat on my back which then made my stockinged legs reach vertically towards the toilet ceiling. .with my red soled black Mary Jane platform heels high above me I felt very dirty yet very sexy..my dripping ass ,stretched and beautifully ruined was feeling happy with what it had taken ..an re... Continue»
Posted by THE-HEELS-STAY-ON 2 months ago  |  Categories: Anal, BDSM, Shemales  |  
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“Friend”

University “Friend”

Finally I had earned a little more freedom. I was off out of my sl**py village and at university. I had a small flat in an apartment block all to myself in a nice enough part of town. I unpacked my clothes and settled down for my first quiet night in, but as I put a few of my more sexy items away, I changed my mind. I hopped in the shower and cleaned up my legs, arms and face. Everything else was kept smooth for ease. I let my now shoulder length hair dry off as I picked out an outfit. I decided seen as it was my first night in a new town that I should make a good impres... Continue»
Posted by klammer 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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New Neighbour New Role

It was a hot damn day and my neighbour was out in her balcony with two of her pals, laughing, drinking and enjoying the heat. I'd just moved in next door and our balconies are parallel to each other, no private divider. At eighteen, these were my first moments of independence and I was loving being able to do what I want – a home to freely play with my boypussy. Although at this moment in time all I'd managed to do was unpack a couple of essentials - TV and console.

So yeah, I was checking them out in between haphazardly setting up my den and enjoying myself at the same time - what kind of... Continue»
Posted by waraxe13 2 months ago  |  Categories: Fetish, Shemales  |  
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Miss Kim

It was the middle of the summer, and Shirley, Marsha, JJ and her s****r Claudia and Claudia's two daughters were taking their annual 2 week vacation in North Carolina at her parent's house. This left me all alone, a bachelor again. Claudia lived in Northern Virginia and had driven down Saturday so that they could pull out Sunday morning. After they had left I spent the rest of the day laying around munching on snacks, sl**ping, and just doing whatever I wanted.

The week was going mostly the same way, I would get home from work, strip down to tee shirt and shorts. I would lay around enjoyin... Continue»
Posted by blkjack0718 2 months ago  |  Categories: Anal, Shemales  |  
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Be-cumming a School Girl - rewrite

Be-cumming a School Girl - Rewrite

From the time I was 5 or 6 I would sneak into the lodger’s bedroom after she had left for work. I would dress up in her lingerie and climb into her warm bed. It just felt so good wearing silky clothes which felt so delicate against my skin. I just loved to feel feminine. If anyone looked in I would pull the covers up to my neck to hide what I was wearing. A few years later I would be wearing my elder s****r’s panties and occasionally my mother’s when she was out. I guess she was suspicious because one day my s****r caught me out and paraded me in front o... Continue»
Posted by Sally5050 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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THE HUNT: MORAL CODE pt 1

whats up everyone ! i just wanted to share another epic fender bender story of my interesting life and chronicle the events that have happened over the last 48 hours while everything is still fresh. i never write short stories.. i like to reminiisce about each detail as i remember it

life is like a box of chocolates.. you just never know what your going to get!!

first off... if you are reading this .. you can check out my profile page AZNSWAG, remember to read the requirements if you plan on adding me. i was an uploader but recently got the dreaded 3 strikes... Continue»
Posted by AZNSWAG 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Playtime Stories 15 - ABS Wildlife

As usual, a hot mix of real experiences and fantasy. The part that is fantasy would surprise you- ENJOY and Comment please!!

15 Playtime Stories 15 – ABS Wildlife

“Just another trip to the arcade” turned into a very memorable time. I was away on business at a convention and very horny. I hadn’t been able to indulge in nearly a month and a half. The first night of the trip I had been fairly lucky for a Wednesday. I had done a lot of cock sucking, but as a guy. Thursday afternoon I still had the itch – the itch to be a slutty gurl. I got out of the networking session at the bar n... Continue»
Posted by 6988slutty_rbckyy 2 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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First Time Shemale Surprise

It was pretty late and I was well into my drink. God knows where my pals had gone off too. I was sat in a bar nursing a bottle of beer when this tall, sexy lady sauntered towards me, her black wavy hair bobbing with each step and her dress shimmering purple and gold as the dim light reflected off it.

She rested her hand on my leg and without taking her bold eyes off me said, 'Hi. I'm Jess. Drink?'

I was still fairly lit, but completely taken aback by her directness, I still managed to mutter, 'Sure.'

'Bobby – Two whiskies.'

We clinked glasses and she downed hers in one. Not wa... Continue»
Posted by waraxe13 2 months ago  |  Categories: Shemales  |  
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My New Trainer

transsexual – oral – anal – blowjob – workout

"So, do you need a spot?" she asked. Wisps of red hair, which had fallen from her pony tail, framed her face as she looked down on me.

"Ummm sure," I lied. The equipment at the bench press station where I was working out was designed to be used solo. With a quick flick of the wrist I could lock the bar into any safety position, if I had gotten into danger, but accidents do happen and you can't be too careful. Besides, I wasn't going to turn down help from the most beautiful girl in the gym. She also happened to be the only girl in the ... Continue»
Posted by naughty_bi_interest 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Roommate Pt. 04

sissifcation – sissy – feminization – prostitution – fisting – anal – blowjob – transformation – spanking – domination

I swiftly walk across the courtyard, the taste of cock still lingering on my tongue. I glance across the area and notice it's mostly empty now that the morning lectures are over. I look for Jamal since he's one of the only people I even know, but he's gone too. I take my phone out to check the time and see that it's 12:16. I guess I sucked cock for longer than I thought, 15 minutes felt like only 15 seconds. I have 45 minutes to kill before I can meet with Mr. Gibbs,... Continue»
Posted by naughty_bi_interest 2 months ago  |  Categories: Anal, Fetish, Shemales  |  
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