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Mistress Chantel, Tranny Dominatrix Ch. 02

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Two: A Day in the Life of Tranny Dominatrix Chantel Waking up into another morning where this transvestite dominatrix gets to dress up and enjoy her life of toying with sub men and sissies/crossdressers. Working hard to get my femme look down over the last couple of years prior to operating this Dominatrix business, I enter my very lady-like powder...

Recruiting of a Sissy Maid Ch. 04

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Four: Chantel, Fitting Into Her New Lifestyle. Master Holt says, as the two of them walk out from the elevator on the 2nd floor, "This will be the floor that you will begin your life in servitude to us Chantel. Lets go find your head maid Penny and then get you to your room." Chantel grows more and more resigned to this new life as she see's a very...

Sissy's Decline into a Slut Pt. 05

by Sissy_Chantel on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Seven: I've been taken, Made into a Maid, Turned out as a Slut. Two days have passed by, it's Thursday morning. Today Master Gage and Master Martin are to arrive by 10:00am. I awake by 8:00am and my stomach is turning. I get up sit on the edge of my bed wearing my sleeping lingerie today it's a white satin full slip, white lace bra and satiny panty....

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

Tranny at the Truck Stop

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

The Perils of Pauline -- Trannie at The Truck Stop Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour...

Sexstory

by JCSTREET on Sep 14, 2017
Erotic Couplings

I'm standing in the arrivals lobby of Dublin airport; waiting for a woman I haven't seen for 23 years. I have jelly legs and dizzy spells. I have flights of fancy and fugues. I don't know what I'm doing here. I don't know who called this meeting. I can't even remember what I'm doing in this country. I know she's coming. It would too late to walk away. I'm s...

Sammi's Gloved Threesome

by JSF79 on Apr 4, 2018
Transsexuals & Crossdressers

This story follows on from Sammi's Gloved Surprise and is response to some kind readers who wanted to know what happened next. ***** George sat in the dimly lit bar talking to Sammi, trying to make out as much of her strong, gorgeous features as he could and watching her bring her glass to her exquisitely painted lips to take a sip of her drink. Although o...

A Feminizing Fuck

by lynntg0444 on Jun 5, 2019
Transgender & Crossdressers

The last conversation with John ended with the line no tranny wants to hear. "Lets take a break for a while, I want to date some women". I was devastated, but knew that day would eventually come. He is a good looking man that fucks good. So what does a girl do, but join a dating site. I used my usual moniker of "Horny Mature will do everything your wife won'...

Always Read Before You Sign Ch. 02

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

Sam stood outside Miss Turner's front door. The weekend was hell was for him. He couldn't sleep, he had to sit down on the toilet and pee like a girl and more importantly, he couldn't jack off. The young man feared what the beautiful woman but deadly woman had in store for him. He took a heavy breath and knocked on the door. He waited for a few seconds as t...

Mature Tranny & The College Boy

by puzziboi on Sep 14, 2017
Transsexuals & Crossdressers

-Sup -Just at home relaxing -Can I come thru -What time? -1 hr -Can you make 30? -Yea Annette sat her glass of Chardonnay on the coffee table and darted upstairs. She was excited about the impending rendezvous with the 21 year old Umar. She recalled how she met the college sophomore who was on a baseball scholarship at a local Christian university thr...