Shemales Porn Stories
Page 67

WHAT A WEEK !! ANAL DEBAUCHERY at its finest

AZNSWAG here in toronto , canada !

i dont even know how to start this .. because everything i can sense and feel is still so fresh .. and im by no means an author ..
this story is gonna be as raw as it gets lololol .. i think what happened this week will be stuck with me for the rest of my life.. im only writing this now because it is sunday.. and now it is time for me to recover and get some rest for what remaining time i have before i end up going back out for more debauchery.... but i also wanted to reflect and share what happened with me this week ..

i live in a luxurious condo i... Continue»
Posted by AZNSWAG 8 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Riding along the edge with a slutty gurl :)~

We take our time in the shower making sure to be very clean, shaved, lotioned smooth and fresh... After choosing the porn - We slip into panties and bras, then do our hair and makeup - ohh the firetruck red lipstick is really hot! Soon enough we are doing nails and prepairing the room for a long steamy passionate session... We have several fun and wild toys to share... We pile them with extra towels on the bed tables... You choose some hot lingerie and we sit on the edge of the bed and watch each other dress... I slip into my yellow dress, black pantyhose and yellow 6" fuck me pumps w... Continue»
Posted by hotbrandilove 8 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Becoming a Sissy Bitch: Part 1

This all started for me when I was very young, I'm sure you've heard
it all before, Mom leaves for the day, sissy boy gets into her clothes etc etc. I did go through that phase and it was strong for me. However my story takes an unusual turn in my early adulthood. My experiences changed dramatically.

I was just starting college and was working after school everyday at a downtown firm that published catalogs, manuals, and those types of books. I would go there everyday after class and usually put in 4 or 5 hours and then head home to catch up on my chores. I started in the mailroom, as clic... Continue»
Posted by yummycumshot 8 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Seducing Nelly, a TS erotic story

I first noticed Nellie on a Friday evening when my fraternity and her sorority got together to make a homecoming float. She had gorgeous blonde hair that flowed down to her shoulders, she knew exactly what she was doing with her eye makeup, lining them in black with a smoky finish. Once my gaze connected with hers I couldn’t look away.
I smiled, grabbed a couple beers from the ice trough, walked up to her and offered the drink. She smiled, accepted and introduced herself, “I’m Nellie” she said, I told her my name, we shook hands and both smiled. Her teeth were perfect, bright white surrounded... Continue»
Posted by Mskyeuploads 8 months ago  |  Categories: Anal, First Time, Shemales  |  
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The Pill - part 1

Early in the morning, I parked the van in the multi-storey car park and sat there looking out over the rooftops of the shopping centre which serviced the needs of this drab London suburb, without really noticing what I was looking at. My mind was elsewhere.

It was a major decision I was taking; the potential for disaster was huge, but the rewards, if it all worked as promised, would be immense: a dream come true, if only for a day.

I looked down to the small pill case in my hand, surprised that I was holding it, as I did not remember having taken it out of my pocket. I flipped open the l... Continue»
Posted by mallenwc 8 months ago  |  Categories: Masturbation, Shemales  |  
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The Pill - part 2

This is the second chapter in the story of my adventures in London, on the day when I took a small pink pill and my face and body transformed into that of a beautiful young woman.

However, I knew that I only had 24 hours before the effects wore off and so determined not to miss any opportunity as I had a day of sexual adventures, some planned, some on the spur of the moment.

The story so far: I had started my day in the back of a van, in a multi-storey car park, choosing the outfits I would wear during the day, and discovering the wonders of my new female body...

====================... Continue»
Posted by mallenwc 8 months ago  |  Categories: Shemales  |  
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Uncle Bobs Lesson

I posted this story on another site years ago. I had some nice feedback, but not many views.

In '91' during my senior year of high school my folks split up just after my18th birthday late in the summer. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas.

Since I am older by about 7 years, and was in high school I did not want to leave town in my last year. No way did I want to be sent off to someplace I did... Continue»
Posted by Cuckarama 8 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Becoming a Sissy Bitch

Becoming a Sissy Bitch Part 2

As I stood there completely naked in front of this wonderful woman I realized that what was happening to me would completely change my life forever. She looked me straight in the eye and asked me how I felt. That question came from a different part of her than the dominant woman that just a few minutes ago slapped me and admonished me for not addressing David correctly. The question was almost motherly in its tone. I felt completely free for the first time in my life to say what I felt.

So I responded, “ Mam I feel free, I want to be a pretty girl so badly ... Continue»
Posted by yummycumshot 8 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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My first blowjob (sirky)

I started crossdressing when I was in high school. Small things that I had found or stolen: stocking, make up, thongs... I loved to look sexy, but I didn't feel gay at all. In high school I met a boy some years older than me. He was a great friend, we used to go to his house to play videogames since I didn't have a console.

One day he started dating a girl, and we started to talk about porn and sex (I was virgin, so I was really interested in that topic). We eventually ended watching some porn. I had some magazines, but no videos, so it was awesome to go to his house, play for a while with... Continue»
Posted by sirky 8 months ago  |  Categories: Gay Male, First Time, Shemales  |  
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Who is seducing who?

One of my main fantasies involves me seducing a girl in public... in a cafe for example! I've only just met you & you are so glamorous I am absolutely captivated! We are in a 50's style diner & it's really busy but we have a table in one of those booths. We;ve ordered our food & are chatting easily all the while flirting uncontiolably,
We're sat opposite eachother at the small table & your stocking clad leg accidently brushes against mine I can feel the silkiness even through my jeans. You apologise & I tell you thats absolutely fine & I reach my hand under the table & touch you kneee.. A sm... Continue»
Posted by chrisluvsgirls 8 months ago  |  Categories: Masturbation, Mature, Shemales  |  
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helpless



Helpless[/b

He coluld do nothing to escape the lip gloss brush across his lips as he
had just started the engine to the car and done up his seat belt when she
reached over and applied it to his lips. He had thought she was going to
put it on her own lips and was caught by surprise by her sudden act.

She told him, "Pucker up your lips like you see other women do."

Having just had lip gloss put on his lips against his will why did he
obey this direct instruction? He could have refused as he wasn't a woman
was he? He felt the sticky feeling on his lips of the lip gloss she
... Continue»
Posted by klammer 8 months ago  |  Categories: Shemales  |  
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The Slithering: The Cloak and the Dagger

The Slithering: The Cloak and the Dagger



The young boy quickly wiped the large amount of sweat from his brow,
finding it very difficult to withstand the unbearable heat of the dingy
workshop as he placed the fiery, malleable blade against the flat
surface of the blacksmith's anvil. The thick, black smoke choked his
lungs and he gagged a bit while trying to maintain his composure.
Grabbing his small hammer with his left hand, the boy raised it upwards
and then f***efully brought it down against the blade with a loud
strike, as bits of heated metal spewed forth. This was a ... Continue»
Posted by klammer 8 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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cant help falling for hot sexy times with married

When i was younger i never got the pretty girls and never functioned down below well and soon became transgendered. I dont have the pressure to perform any more . I was still attracted to girls but one day saw a huge black man with 2 sexy girls and i began to wonder why so many females had black boyfriends. All of my female relationships ended with the girls going to black men so got intrigued.
One day i was out one night in Manchester and was asked by a very tall black man if he would be able to lick and kiss my feet. Instantly i thought that would be lovely. I didnt expect to see his m... Continue»
Posted by Jennifertaylor 8 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Locked In Chastity – Sissy

“Oh, dear, baby! This won’t do at all. Another two months it is!” Amelia chirped as she gazed upon her helpless husband, “You know the rules!”

John was fully aware that being caught with his hand on his straining little sissy clitty, desperately trying to stroke it through its cage for the third time, meant that his period of enf***ed chastity would now last six months. In the brief, thrilling moment of his quickening heartbeat forcing bl**d into his face, John remembered the first day he had been locked up by Amelia, and a shiver ran up his spine. They had been happily married for nearly f... Continue»
Posted by JSissy206 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 1 –

“sissy come in here, W/we need to talk.”

“Yes Mistress, coming.”

Sissy enters the room and curtseys, with sissy’s eyes downcast she sees Mistresses finger pointing towards the floor. Sissy hobbles over to Mistress and kneels at Her feet. Today, Mistress has sissy in her black satin maids uniform with pink lace trim and a pink apron. Sissy also has on a matching pink hair bow, pink petticoat, matching pink ruffled panties, black hose with matching garter, a black bra, and black 4’’ locking pumps. This morning at breakfast Mistress had told sissy that today sissy was to clean the house ... Continue»
Posted by JSissy206 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 2 –

Chapter 2

Sissies Opportunity Blown

Sissy was dead tired. It had been a long and tiring day. Mistress was very picky today at inspection and sissy had to redo some of her work several times. Sissy would admit that some of her work was sloppy, but sissy could not concentrate. Mistress had just told her the biggest news and she still couldn’t wrap her head around it; no wonder her work was messy. As a result sissy had to spend an hour in the corner tonight and was sent right to bed following her chores and Mistresses dinner. Yet as tired as sissy was and as much as her feet ached she ... Continue»
Posted by JSissy206 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 3 –

Chapter 3

The Decision

Sissy got out of bed at her usual time and went about her morning routine of shaving, showering, and getting dressed. Sissy thought maybe she got an hour of restless sl**p. After not being able to perform last night she had pretty much laid in bed all night crying and pondering how she became to be such a sissy. To her own surprise she didn’t put much thought into what decision she would make b/c deep down she knew the answer already. If she couldn’t perform with her current girlfriend how would she ever be able to perform with another Woman, after all Mistr... Continue»
Posted by JSissy206 8 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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CHAPTER FIVE

CHAPTER FIVE
One really bad thing about a last minute airline reservation is that you take what you can get. This meant a six hour layover on the way home. I got in at 9:30 local time. I claimed my two empty suitcases and retrieved my car from the parking garage.
Once on the road I drove to my townhouse with the moon roof open. I felt good to be in my own car again, the smell of leather instead of plastic, my body held snuggly by the bucket seat, the sound of the wind rushing over the open space above my head. I cranked up the stereo’s volume in order to compete with the wind noise. It was ... Continue»
Posted by justluvtrans 8 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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nylondaddy

I went through forty-five years of my life as a single man, no one to answer to but myself. I watched my friends marry, have c***dren, and get divorced. I kept hearing the same old stories, 'money problems', 'she wasn't the same in bed after the k**s came', 'we are too tired because of the k**s', and the best of all 'we fight too much over money and the k**s'. I would just listen and laugh in my head at them. Then I met ellen. Ellenwas just your average sized woman on the outside, size 12 full figured, but she carried it well. It was her big boned body frame rather than just added weight. She ... Continue»
Posted by satinexinhose 8 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Sarah Collaring Julie

Sarah: *slides her hand under your shirt*

Julie: *Guides your hand up to the middle of her chest then scrunches her shoulders, gently squeezing your hand between her tits*

Sarah: *Gently squeezes at your breast as your soft mounds press around her hand. Slowly pushing her thigh up under yours, making your leg lift up around her hip*

Julie: *Moves over top of you, sliding up onto your lap, quietly purring as she looks down, watching your hand between her tits*

Sarah: *Purring up at you quietly, moving her other hand up under your shirt, both cupping your mounds now, squeezing them s... Continue»
Posted by noin007 8 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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