by
Sissyhalo
on Sep 13, 2017
Transsexuals & Crossdressers
Finding a place in the city is rough sometimes for a good place honestly and I spent two years in a real shitty studio apartment with not even a laundry room in the building and just no room or increasingly no room.
And my luck turned around after I won money.
Seriously there's a 50-50 draw at work and just sort of on a whim I put my name in and I won. Not...
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by
Sissy_Chantel
on Sep 16, 2017
Transsexuals & Crossdressers
Chapter Three: Another Exciting Night as Sissy Slut Wannabe.
Well about a week has gone by since I bought the dildo, wrist cuffs, ice lock and the lubricants at the adult sex shop. Dressing up as a sissy maid or a sissy slut everyday at home and learning how to use the dildo first with my mouth and trying out the flavoured lubes for added pleasure, but most...
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by
SissyLoniOR
on Sep 28, 2020
Transgender & Crossdressers
This is part 3 of a 3-part series, to understand better, go back and read parts 1 and 2. Thanks for everyone's comments, this has been my first story here at Literotica, and I have ideas for many more. Please feel free to contact me with ideas for future submissive sissy slut stories!
My visits to Daddy now typically involve more time than just during the...
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by
Sissyhalo
on Nov 25, 2017
Transsexuals & Crossdressers
They say you're born gay, they say you can't catch gay, that you can't be made into something you don't want to. That somewhere deep, deep down you really want it.
It's somewhere in between and none of it either.
It's actually so much like dominatingly slick, sinking, drowning...so very like that first time you sink into sweet sissy ass.
It started for me...
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by
Hotenuf4u
on Sep 19, 2017
Fetish
When we got to the car Elaine said, "This won't do, you are missing something Sissy Boy. Kneel down here," as she pointed to a place just behind her car. I immediately knelt down, hoping no one would see.
"Lisa my little Slut, remove your stockings and garter belt," it wasn't a question. As Lisa was getting done removing the items, smiling at Elaine as she...
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by
Sissyhalo1
on Jun 1, 2020
Transgender & Crossdressers
My life changed about a year after I was done college.
I'm Mason, or I was and I used to be a football jock all through high school and played all through college and after all that I kind of just never got picked up.
So...what do you do with a physical education degree?
Most guys taught gym or coached some places. Me? I got a massage job at a spa. There...
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by
maxdname
on Sep 16, 2017
Romance
See that beautiful girl in the poster? When I first met her she was a simple hillbilly girl from Appalachia sleeping with stock car drivers in order to get a pit pass. Look at her now: she's a blond and a model with her own TV show that earns her more in a year than most stock car drivers will earn in a lifetime on the circuit.
A national racing magazine i...
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by
Sissy_Chantel
on Sep 14, 2017
Transsexuals & Crossdressers
Chapter Seven: Another Day in Chantel's New Life.
It's 7:30am and the alarm clock goes off. I awake to my first morning in my new sissy slave home and life as a sissy maid and slut. I get out of bed, stretch and strip nude for my enema and shower. My butthole still hurts from last night's gang rape session, but I won't protest, nor do I really wish too. In...
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by
antares34
on Mar 30, 2020
Transgender & Crossdressers
This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+.
Chapter 5
Today began like any other. I awoke in my bed with my wireless earbuds still in my ears. The sissy hypnosis audio track was gently playing...
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by
SissyTwinkleToes
on Oct 5, 2020
Transgender & Crossdressers
After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend.
She frowned, not pleased with my whimpering. She's an ol...
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