by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Twenty Two: Satin, Ruffles and Lace, Sissy Maids contracted out to Work.
Monday morning and I arise as typical at 7:30am, enema, shower, shave do my makeup and put on a maids dress for the day. Today it's back into a black satin one. Master told me though to put on black back seem pantyhose for today which I dutifully do and make sure the seems are...
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by
willow619
on Sep 12, 2017
Transsexuals & Crossdressers
"Now the preliminaries are over, and it's time for the entertainment part of our evening!"
That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation.
Fer...
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by
oneguy4fun
on Sep 12, 2017
BDSM
Chapter 7: A Brief Digression
Mistress Sarah sat naked, in a stiff padded chair in front of a large vanity. She waited patiently for her two sex pets to return. It was time for Joe to learn how to properly dress her for a night out and she wanted him in full sissy attire for the event. May had been charged with the task of getting him back into his dress....
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by
CandiCumminz
on Oct 3, 2018
Transsexuals & Crossdressers
Please read Parts 1 & 2 first.
-
Candi has had a long night and tomorrow she begins her sissy life properly.
First thing? Shopping of course!
-
I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping.
Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...
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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
corduroysissy
on Dec 19, 2018
Transgender & Crossdressers
Having gotten a good look at what would be his future living quarters, Debbie followed Mistress Sylvia through a doorway and down a second corridor of bedrooms. She explained that the rooms were where the fags did their whoring, and the door at the far end of the hallway was the client's entrance. Just before the end of the hall was a set of double doors on...
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by
Sissyhalo1
on Dec 16, 2019
Transgender & Crossdressers
It was one of my first lessons as a sissy that I learned on my own.
New girl only appealed for some men.
And there were all sorts of hotter sissy girls there just working it in the food hall and other places.
With real breasts or close enough, with great asses that were getting attention.
And as femmed up my brain was there was still this sort of competi...
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by
sissyjolie4u
on Jan 27, 2020
Transgender & Crossdressers
After a long evening of studying, practicing, and of course grooming myself, I woke to a message from Mistress. The message read; Sissy Jolie, douche your pussy, bath yourself, and be ready to meet. Make sure you douche and your trainer is inserted. I'll be over around 11 and I expect you to be in matching bra, panties and your heels. Also, ensure your cocks...
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by
darkheathyr
on Sep 16, 2017
Transsexuals & Crossdressers
"Heathyr." The haunting, melodic tones of the Countess' voice rang out through the cold, silent house. Even after months in her service, I still couldn't get over the way the exquisite marble floors and twelve-foot arched ceilings managed to create seemingly impossible acoustics. It was as if the entire house was built to obey her beck and call -- which prob...
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by
DivinaTellsAll
on Jan 1, 2019
BDSM
Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock.
This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock.
I begged them to allow me to embark on a quest that would...
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