by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Five: I'm going to be more than just a sissy maid.
Waking up Sunday morning, I sit in my bed and think about my slut duties last night at the rest area. I get into the shower and it all floods back to me as I shower, then dry off, moisturize and get back to my maids quarters and do my makeup, put on my bra, panty and maids outfit, black one today wi...
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by
BrightTightandWhite
on Sep 26, 2017
Transsexuals & Crossdressers
"Wakey wakey sleepy head."
The sound of curtains being drawn open was accompanied by a blinding light as my bleary eyes blinked open.
"Wha... What? Huh? Hello?" I struggled to come up with coherent words as my brain wasn't fully awake yet.
"Good morning Rosie, I hope you slept well," said the same voice as before.
"Umm... Yes. Who are you?" I asked.
"My...
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by
mdw_dark_angel
on Sep 17, 2017
BDSM
Master is an OTR driver for a national corporation. That could make things very difficult for O/our relationship as W/we would not be able to see Him very often, for very long at a time, except that - sissy, affectionately known as pet, and angel, referring to this girl - are His relief drivers. W/we travel with Him everywhere so it makes life a bit more exc...
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by
missjennymaid
on Apr 8, 2019
Transgender & Crossdressers
I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle...
Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife.
Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves.
Jere...
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by
LadyJae01
on Jan 21, 2020
Transgender & Crossdressers
I hate bars, especially being alone in one.
So, I make the best of being stood up. I pretend like I meant to be here, all dressed up, in a slinky, off the shoulder red dress, by myself. I migrate from the bar to an open booth, so I can people watch more easily. As I walk, I have to tug my dress down my thighs as it tries to ride up. Nothing is ever quite lo...
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Transgender & Crossdressers
Chapter 18
Marcy had hoped the stop at CC's would have been the last one. She had suffered enough embarrassment for a day. Lisa's claim that they still had a few errands to run made her worry that it wasn't all over after all. Her worries were soon confirmed when they stopped in a rather seedy looking neighbourhood.
Getting out of the car Marcy knew better...
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by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel.
Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...
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by
EROTICbearscribe
on Oct 19, 2020
Transgender & Crossdressers
SISSY FOR A SPELL
The Omega Psi Phi Fraternity loomed in front of him. The lights were on in almost every room.
Frank's hopes, that maybe the brothers of Psi Phi were at the Halloween party across campus being thrown by their sister sorority Sigma Gamma Rho, were dashed.
He took a step forward. His hand was shaking and the child's Jack O' Lantern bucket...
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by
EROTICbearscribe
on Sep 21, 2020
Transgender & Crossdressers
I must tell you of an experience Daphne and I had one Saturday night.
I know, I know. You're dying to find out if I ever finally met Daddy. All good come things to those who wait. I really am a sissy tease. Aren't I?
I think you'll enjoy this side trip though.
***
It was a lazy Sunday morning. Daphne and I were sipping coffee and nibbling on some danis...
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by
sissymaidrose
on Sep 12, 2017
Transsexuals & Crossdressers
There was a sharp, heavy rap at the door. Mandy scrambled out of bed as Mistress Charlotte pushed the door open, hastily smoothing the tiny, soft, pink and green nightdress that barely went past her hips and surreptitiously tugged the matching knickers down from where they had ridden up into her bottom. As Mistress sashayed past to the throne like chair in t...
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