Shemales Porn Stories
Page 68

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 2 years 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 2 years ago  |  Categories: 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 2 years ago  |  Categories: Anal, First Time, 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 2 years ago  |  Categories: BDSM, Hardcore, Shemales  |  
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My sisister

My sisister caught me crossdressing over the weekend when she stopped by, and she was rather interested.. She stood there looking at me as I was dressed in my stuffed bandeau bra, a black sports bra over that with a gray VS cammy, and I was wearing my black VS boy shorts panties under a pair of black yoga pants, my cock was hard and bulging out of the yoga pants! She said I love how you look! "You have a nice plump girl booty in those yoga pants!" she said, she too was wearing a white cammy a bra and black yoga Capri'sis.. I didn't know what to say after she said that to me, all i replied with... Continue»
Posted by cdyogas 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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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 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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It'sis been a long hot summer

If you've read my blogs you know that Kimmy and I have had some incredibly hot encounters, but the summer months have been rough on a married closet sissy like myself.family obligations ,works schedules and vacations have left little or no playtime lately.But things are starting to get back to normal. The sky"sis opened up and our schedules synced up for a window of opportunity this morning,neither one of us could host but we did have some time to get together,I must interject that we have a sort of sissy bucket list that we want to work through what happened this morning is ,or was on that li... Continue»
Posted by jeper11us 2 years ago  |  Categories: Gay Male, Shemales  |  
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First meeting with Dom sissy mistress

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»
Posted by Shelleyisasissy 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Daddy'sis Little Slut

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»
Posted by ignitron 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Dragon'sis Hole Part 2

On the long trek back to the room, something else catches your eye, another sign. This one says Dragon’sis 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 mo... Continue»
Posted by sabre72 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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tv sex

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»
Posted by feormale 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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The new "Girl" On the Boat, Part 2

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'sis. 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. Lo... Continue»
Posted by 1kaaboom2 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Following on from the signing of the contract ...

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 bro rings and bro bolts screwed or fixed into the walls and ceiling wherever i looked and i could only begi... Continue»
Posted by oldognewtrix 2 years ago  |  Categories: BDSM, Mature, Shemales  |  
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The new "Girl" On the Boat

I have mentioned in previous stories that my career was spent as a Captain of a high end 100' charter yacht working the waters of Alaska. It was a job that provided me many opportunities to 'play' with men, women and couples, most of them older, and all of them very well-off financially.

Passengers and crew had to sign agreements that I could inspect their rooms and belongings for any reason whatsoever, though I assured them it was very unusual for me to do so. For the crew, my main reason for conducting such inspections would be to check for i*****l d**gs.

But another reason for chec... Continue»
Posted by 1kaaboom2 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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My Fondest Memory

As my friends here and anyone else who has visited my profile page will tell you I am a frequent visitor to adult book stores that have viewing booths. I will admit up front to being a glory hole slut. At one time I would visit them at least once a day but nowadays not so much. As can be expected I have had my share of both good and bad experiences over the years and today I would like to share one of my best and most memorable.
It was late afternoon when I stopped into my favorite place, Video News and Book on South Main Street in Waterbury Ct. I have been going there now for over 20 year... Continue»
Posted by DeniseTV 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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Mon nom est Angie [1]

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»
Posted by AngieTv 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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True Story - about Fucking my Mouth.

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»
Posted by guycd 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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There Are No Limits, part 2

I didn't see Connie again after the experience, and after a couple of days (okay, a week) of waiting for her to call me (I'd given her my number and explained that I wasn't good at phoning) and realizing she wasn't going to, I returned to normal, that is, Asshole Cop Mode. On May 24th, Martinez came into Wesley Avenue practically singing. Since Sheridan and I were going off shift, I only had the briefest opportunity to ask him what was up. He looked both ways, lowered his voice, and said "Tonio, I met a girl last night that practically blew the roof off my house." Sheridan, overhearing, came b... Continue»
Posted by asphalt3 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Chapter 20 Chrissie hears wedding bells

Chapter 20

Chrissie hears wedding bells

It'sis 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'sis just a ... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Chapter 16 Chrissie & Kate

Chapter 16
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'sis beautiful body.

"I'm leaking like crazy, as usual," I said with an embarrassed laugh.... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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