Long Hair Maid Stories

337,930 results
Orientation
Length
Source
Infinite Scroll

She Male Maid Ch. 01

by Anal Slave on Sep 12, 2017
Transsexuals & Crossdressers

My wife has a real good job and she has made lots of money this year. She has been working long hours and she decided to hire a live in maid. Someone to clean the house and cook meals. I wanted a butler but she insisted on a maid. I was away on a trip when she hired a maid named Rosey. All my wife Pam would say on the phone is that I will be surprised when...

A Clean Mouth

by Namazuros on Sep 12, 2017
Fetish

Summary: May doesn't feel the need to really treat her maid with respect. After all, what's the worst that could happen? Author's Note -- I just want to say, thank everyone for the kind emails! If you have any suggestions, critiques, concerns, or comments, I'd absolutely love feedback; I'm very happy to be giving back to this nice site. Hope you enjoy, and...

Meeting Leilani

by SandraMustard on Sep 12, 2017
Group Sex

[ This story was originally submitted in 2012 for a contest. I recently removed all my stories but I have been convinced to return them for the entertainment of readers. I am not playing any ratings game or wishing to plagiarize myself. Written by Sandra, the female half of a Literotica user-couple, in collaboration with and edited by Jack, her husband, thi...

The Ant Woman Ch. 03

by DreamerByTheDiamonds on Jul 30, 2019
Sci-Fi & Fantasy

Wen put her bronze badge in her blouse, the cord looped over her brooch. She put away her thin shawl and picked up a wider one, a gray one, that could protect her from any unlucky chills. Then she made sure her maids had their shawls. They were just about to head out the main entrance of the Sweet Carrot Palace when suddenly two eunuchs arrived. One of the...

Replaced Ch. 02

by chas19839 on May 23, 2018
Fetish

I wasn't anywhere close to having the house where I wanted it when I heard the crunch of tires on gravel in the driveway. Vince and my family had been gone for over three hours. They must have gone for a walk or maybe shopping after lunch. It was such a strange sight seeing the four of them walking from the car to the house. It felt surreal. I opened the do...

Punishment for a Masturbator

by notecraig on Sep 19, 2017
BDSM

The proud and manly flesh swelled as the young man, in first month of his nineteenth year, rubbed his Peter up and down. In the full bloom of tumescence his member was a testament to Venus herself, carved not out of marble from the quarries of Old Rome, but of flesh. Oh what a glorious feeling it was as images of the female bosom filled his imagination! The...

The Club Pt. 06

by RubberBudcus on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 10 What's in a name? I think I must have slept literally as I fell on the bed. As you know there are no clocks here at FemsRace and time passes according to your whims and pleasures. I awoke laying demurely on the bedclothes but cursed my luck that my blouse and skirt would be creased. I rose and checked in the mirror. Sure enough, my skirt and bl...

Recruiting of a Sissy Maid Ch. 03

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Three: Training Done, Chantel is On Her Way. Waking up back in her cell, Chantel finds that her days being trained, orientated and broken off will here with the Burrows brothers are wrapping up. Mitch enters her cell and has her come back out and back into the house with him and Nate. Mitch says, "Well Chantel, time has come for us to part our ways...

From a Husband to a Dutiful Sissy Ch. 06

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Six will compress time a bit more forward in moving the story through time. It will be set two months forward from the original start date of the story in Chapter One, when Helen found out her husband Phil enjoyed crossdressing and fantasized about being sissy maid and a sissy slut. It all picks up with bit of recollecting from Phil who is now Chante...

Amor Prohibetur Ch. 18

by CorvusTurrim777 on Dec 18, 2018
Loving Wives

Finding Paradise Continued The days came and went, where things more or less calmed down into a new routine. Valerie took the long drive into San Diego and back on most days. Once or twice a week, she'd spend the night with her mother or her sisters, because she always liked to keep in touch with what was going on with them. Valerie's relatives pestered her...