Black Maid Stories

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From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

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...

Becoming a Sissy Maid & Slut Vol. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Title: How I became a Sissy Maid and Slut for a Dominant Master. Preface: I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

Sex in Viet Nam

by DrLit on Sep 16, 2017
Fetish

My beautiful wife and I recently took a trip to Viet Nam. As with anything we do, we planned for lots of enjoyable sex. We brought plenty of fuck me panties, our strap on with a black cock, a wand vibrator, and plenty of lube. Our flight to Viet Nam was 27 hours long. That a lot of time in airplanes and airports. There has been a time when my wife wanted t...

The Holiday Pt. 01

by mandiejune on May 16, 2018
Transsexuals & Crossdressers

My name use to be Frank its now Helen sissyslut and I was surfing web looking at crossdressing sites on my computer when this holiday competition came up. For some reason may be my wife had left me after finding me dressed up like a hooker! I decided to enter the competition not really expecting to winner a free 4 weeks holiday in South of France. Two weeks...

Made to Maid

by Back2egg on Apr 9, 2019
BDSM

I remember being desperate for my first spanking. In these days there was no net and finding anyone who would take on this task was almost impossible. I dropped hints to girlfriends and in social groups in the form of a joke, which were always met with an eerie silence. The only way of getting in touch with a professional mistress was through an advert in...

Maidservant and Her Mistress Pt. 02

by floor7314 on Oct 7, 2019
Fetish

That day was also a very cold day like yesterday. It was a special day for two reasons. First of all, the maid was supposed to meet her Mistresses today, and secondly it was Mistress Isabelle's birthday. The maid decided to stay in her cramped apartment and not go anywhere. She was looking forward to the phone from her Mistress inviting her to work at her h...

Maid 4 Me

by diaperslut on May 19, 2017
Fetish

Lucy had just turned 25 and had spent it the way she normally did: sitting at home in her underwear looking at porn. She was fit, had B-cup tits, one of the best asses at her job and had shoulder length black hair. Her brown eyes scanned her computer screen whilst her left hand was busy buried inside her panties. This is was her one day a year she got to jus...

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The Family Business

by Mr James on Sep 17, 2017
BDSM

Amber stepped out of the shower and wrapped the towelling robe around her body. Her long blonde hair, darkened by the water hung down her back like a curtain of damp silk. In the mirror deep blue, almost violet, eyes looked at her, out of a lean, high cheek boned face. Her long fingers combed through the wet tresses, the action of lifting her arms pressing h...