Shemales Porn Stories Page 66
Chrissie gets spunked
As mommy and I walked down the street, arm in arm, on a sunny August
Saturday afternoon in London I felt happier than I had been in years. I
was 30 years old, had a pair of tits to rival my mother and we were both
dressed to kill; in above the knee skirts, heels and silk blouses.
Underneath we had matching bras and panties and natural coloured hold
ups. We caught the glances of virtually every alpha male on the streets.
Mommy is 55 and looks a decade younger and is every young man's fantasy
of a hot mature woman. I look more like her younger s****r... Continue»
Chrissie Gets Some Payback
It was late Saturday afternoon when we finally arrived home. Mommy was in
a wicked state of sexual bliss brought on by the humiliating session she
had f***ed me to go through with a professional mistress. Her beautiful
face was flushed with desire. Mommy had grown to love putting me through
degrading experience after experience but this time she had gone way over
the edge. I had been f***ed to service over two dozen faceless men in a
filthy glory hole in a sex shop off a narrow alley in Soho, spending more
than two hours on my knees under the ... Continue»
Chrissie & Kate
It was the end of our first day of the working week and mommy and I
sneaked into one of the empty rooms, locked the door and climbed on the
bed. She lewdly spread her legs allowing me to lick her pussy clean,
savouring the scent of her juices and the remnants of the many men who
had been inside her. She let me tease her clit briefly but was too
sensitive to let me carry her to a climax. After I was finished I wiped
my lips with my hand and looked down at my mother's beautiful body.
"I'm leaking like crazy, as usual," I said with an embarrassed laugh.
Chrissie looks forward to getting deballed
Kate and I watched the video of Magic Mike in bed later that night or to
be more accurate, Kate watched the video on her laptop while I licked her
well used pussy. I could sense that she was having a hormonal rush at the
same time my careful attention brought her to an orgasm.
It is strange having a relationship with a woman I'll never be able to
have sex with, particularly when sex is her livelihood. I know Kate has
been a hooker for ten years and simple mathematics tells me that she's
had sex with thousands of real men duri... Continue»
Chrissie hears wedding bells
It's been six months after I first started working in the brothel with
Kate and mommy and I've made friends with most of the girls who work
there and, more importantly, they are starting to think of me as a she
instead of a he. I think getting castrated was the best thing for me. It
boosted my confidence in my appearance and took away all vestiges of my
manhood. I do have a little penis but I don't think it detracts from my
appearance at all. It is easily hidden in clothes as it lies flat when
pressed against tight knickers. It's just a bare... Continue»
We walked into his apartment and he said we can be comfortable here in the living room. He started to remove his pants, so I did also. He was down to his bikini panties and after he took off his shirt, he pulled his panties down and off. He was now nude and I got my first look at his cock. He looked large, long that is and he was cut. I finished removing my shirt and stood there in my garter belt, black stockings and black bikini panties.
He said, “Nice.” I had told him over the phone what I was going to wear.
He sat on one end of the couch and I sat on the other and looked at his... Continue»
J'ai 18 ans et j'habite dans une petite ville du Vaucluse. Comme tous les adolescents de mon âge je me branlais devant des pornos après les cours ou lorsque mes parents n'étaient pas là. De nature curieux, j'ai voulu savoir ce que ça faisait d’être une femme. Pourquoi? Je pensais que c'était mieux que d’être un homme. Depuis que je me suis mis cette question en tête, j'ai essayer de trouver un moyen de se sentir femme au moins une journée. Le seul moyen que j'ai trouvé était de me travestir, alors je me suis mis en quête de féminité.
Je me suis préparé pour aller a une soirée chez des amis ... Continue»
I lay on the table, my erection had disappeared and my limp cock still smeared with maids lipstick lay on my thigh. The restraints were so tight that i was already noticing that my feet and hands were without feeling and i could imagine them biting into my flesh much as they had done with maids when she was strapped onto this same table moments before. I waited looking around me and taking in more of the surroundings, i noticed just how many fixing points were around the room, there were O rings and O bolts screwed or fixed into the walls and ceiling wherever i looked and i could only begin to... Continue»
A recap: My career was spent as the Captain of a 100' high-end charter boat in Alaska. I had a crew member leave the boat on an emergency, and my office sent up a new crew member for me. Normally I interview a potential employee before hiring them, but in this case I needed another crew member fast, so he was hired sight unseen by me. His name was Louie, and he was a short, slight of build young man in his 20's. It turned out that he was also a cross dresser, and when a 'woman' her name was Louise.
The first night we had sex was while we were at anchor waiting for a storm to end. Loui... Continue»
4 week I was in a well known high street shop that sells men and ladies clothes..i was looking at jeans I went to try them on in cubicals men to the right ladys to left .as I shut main door it caused a draft and blew a curtain open I see this guy with good size cock in suspenders belt black stockings with his cock and balls on show he was clean shaven.i didn't bother buying any think as all I could think of was his little arse and cock I wanted to fuck him as its been about 14 months since my last had tv sex.i waited out side for him to come out wen he did he was dressed in the black stocking... Continue»
Here I am, surfing on my favorite porn site. My dirty little urge has taken hold of me again. After a long period of deniying myself the need to dress up, i relapsed again. I bathed and thought of trimming my pubes a bit, but ended up shaving myself completley again. I tend to do it in my urge to cam and show off my sexy body and after cumming i regret it instantly. It makes my life difficult because i have to hide my hair free body from all my workmates and friends. So here i am, shaved, smelling really good from my favorite gucci scent, wearing my dark hair wig, my sexy stockings and lingeri... Continue»
On the long trek back to the room, something else catches your eye, another sign. This one says Dragon’s Persuasion. Just the name on the sign is enough to pique your curiosity, so you turn and head down this hallway. Unlike all of the other halls that are adorned in medieval decorations, this one has various colors running horizontally down the hall. The colors, you notice, are the colors of the rainbow, but very faint. You wonder what could be down this hallway and continue along until you reach a heavy oak door. You push this door open and right away, you hear moans. Not the same moan... Continue»
I was a longtime secret panty sissy who played in private and only dared dream of finally meeting someone face to face when I met Miss Jamie on xhamster. We had an immediate rapport online and before long she suggested meeting. Of course, with her long experience as a sissy, and with me being an obviously natural submissive, she would take the role of teaching me my proper place as a submissive sissy. This is the account of that first meeting.
Miss Jamie's logistics were simple:
I was to park at a nearby shopping center and wait for her.
When she arrived, I was to get in her car.
She wou... Continue»
It was my second year as an assistant counselor at River High School. I was young, in my mid twenties. Everything was typical in the small town school. I would help students with scheduling issues, direct them towards colleges, and help them with different scholarships and programs that would benefit them. It was entirely unremarkable and nothing out of the ordinary happened until I met Brittany.
One day a woman walked into my office. She was tall for a woman of her age, yet very slender and petite, with an almost non-existent chest, gorgeous round bottom, tanned skin, and long deep brown... Continue»
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»
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»
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...