Shemales Porn Stories Page 65
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»
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»
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»
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...
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»
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»
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»
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»
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
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»
“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»
“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»
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»
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»
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»
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»
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»
Being in chastity constantly starts to make me extremely horny. After several days of being alone I just couldn't help myself. A dildo wasn't going to do it. Due to the kind of parties we have had I knew there was a gay couple down the street. I was dressed as a French maid when I first met them. Chris was the younger one, my age. Mark was a little older, they were slim and in good shape. Chris was a little taller and more blonde. Mark commented on my outfit, heels, stockings, chastity cage, short skirt and bottom of my ass hanging out.
Since then, they have always invited me to come 'dirty... Continue»
As a junior in college I was overwhelmingly lucky to have a girlfriend that was a freak in bed. Her brown hair cascaded down over her D cup tits that would bounce beautifully whenever we fucked. The only description of our sex life that even came close to describing reality was a porn movie. By the time we had been dating several months I had learned many of her kinks. She loved being tied up, even having her tits slapped. There was no limit to the degrading names I could call her or where I could blast my load whenever we were fucking. Over the span of the whole time we knew one another... Continue»
A couple of months a had sex with a ladyboy for the first time. I met her on the internet, after chatting for a couple of weeks she was visiting my country for vacation (she's from Thailand).
We met in Amsterdam on a sunny afternoom. After walking through the city and showing her the touristical highlights, I asked her if she would like to come to my house. She agreed. On the way to my house we were holding hands constantly, and in the bus she rested her head on my shoulder. At my house we started kissing en making out. Then she asked my if I wanted to go to the bedroom. I showed her the wa... Continue»