Long Hair Maid Stories

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Orientation
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Infinite Scroll

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...

The House Guest

by Llacheu on Sep 13, 2017
BDSM

'The House Guest' involves characters who appeared in my earlier offering, 'The Discipline Begins', and refers to events contained therein, but can be read as a stand alone story. * Florence Roberts' pretty ever-so slightly retroussé nose had been put out of joint. Sir Richard had invited a guest to stay at the Manse: Marsha Williams, best-selling popular...

View from the Belfry

by OhPossum on Sep 3, 2017
Erotic Couplings

Saintly Pleasures Author's note: These are the erotic adventures of the inhabitants of Ste. Licentia in the Swamp, a special monastery in Eastern Europe. The cast of characters includes Bishop Brutus (the Abbot), Sister Celine (his consort), Master Igor (Brutus' assistant), Squire John (a worker in the monastery's stable) and Sister Pussywillow (Celine's lo...

Cuck-Queen: A Velvet Dungeon Story

by evil_from_cssa on Sep 17, 2017
Celebrities & Fan Fiction

Her heels clacked on the hard floor as she made her way over to the dining room table, a spritz from the bottle and a quick wipe made the table clean. Aly put down the spray bottle and smoothed out her french maid uniform, tugging the top down a bit, smoothing out the skirt and checking to make sure her stockings were straight. 'Madame hates it when my unif...

Slave to My Indian Maid Ch. 07

by spankedboy on Sep 19, 2017
BDSM

Chapter 07 Invading my maids' intimates has its consequences -- Tarek. It was raining when I finally got home in the evening. The rain had been a welcome respite from the usual October heat we had been experience lately. I had spent the whole day with my friends. It was our mid semester break. Early this August we had all gone to different universities. I...

50 Shades Of Pale Pink Sissy

by davine on Sep 26, 2017
Transsexuals & Crossdressers

A warm spring breeze ruffles my short skirt and my long auburn hair. My white stilettos click on the pavement as I walk to work. Hearing them always makes me smile, as does the delicious feeling of my nylon clad thighs rubbing together as I walk. My pale pink skirt is flared and very short showing off my shapely legs. When clubbing or shopping I wear sexy st...

Special Occasions

by Slovdave on Mar 26, 2019
BDSM

By: Slovdave. From original ideas by: Maria. Julia appraised herself carefully in the full-length mirror. She had reverted to her natural dark brunette hair. For these occasions, she liked a certain truthfulness. In her early thirties, slim and toned, she possessed a striking figure even without the current outfit. Her eyes were a light hazel, flecked wi...

My Father, The Maid

by SissyOona on Oct 16, 2018
Transgender & Crossdressers

I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowad...

From a Husband to a Dutiful Sissy Ch. 05

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...

Futanari Ballbusting: Maid

by RichardPercival on Sep 17, 2017
BDSM

I was once a maid. A pretty good maid at that! Granted the maid service I worked at was more of a glorified fetish center and t was fully expected I sleep with the person renting me, but hey, it helped pay through college. I know most people just work at strip clubs or something, and I could have done it easily based on the fact I know my dick was bigger th...