Old Maid Stories

180,134 results
Orientation
Length
Source
Infinite Scroll

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...

Slave to My Indian Maid Ch. 04

by spankedboy on Sep 19, 2017
BDSM

It was 10.25 pm, Monday, and like the proverbial memorable night in a movie, it was dark and stormy. Thunder and lightning rattled in the distance and the sound of rain falling constantly was ever present at the windows. Meanwhile, as my parents slept soundly in their room, I tiptoed my way quietly towards the servants' quarters. You would think I would be...

Queen Charming Ch. 02

by GeorgeTasker on Sep 25, 2017
Sci-Fi & Fantasy

Queen Brianna was certain that there was a conspiracy afoot now. Not only had her husband, the king been murdered, but now she was sure that there was a cover-up to conceal who killed him and why. And Brianna was determined that she would get to the bottom of it! The Queen stormed through the hallways of the castle, straight down to the barracks and into th...

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...

Fairy Tale Fuck Fights 02

by markydaysaid on Sep 25, 2017
Sci-Fi & Fantasy

Princess Penelope tossed and turned in her bed in hot, sweaty frustration, her translucent green negligee clinging to her young, unblemished, freshly nineteen year old body. Her rigid pink nipples stood out from her average, firm breasts, screaming for her to tweak them. Her engorged shining clitoris was equally erect, sticking out of her hairless vagina lik...

The Princess Ch. 01

by Surprise1997 on Sep 13, 2017
Loving Wives

More than anything, Jessica had always wanted to be an English Princess. That had been her burning desire since childhood. Now, at age 23, she was Her Royal Highness Princess Alfred of Wilshire. A lifetime of social climbing and positioning had paid off. Her new husband, Prince Alfred, was a cousin of Her Majesty the Queen. A long time ago, he had been a hi...

Maid to Order

by dreadknots on Jul 30, 2019
Transgender & Crossdressers

Hi! Another story! Yay! This one is a little softer, in the same vein as The Girl Inside. If you're looking for hard fuckin', this might not be for you. Definitely for folks who focus more on the crossdressing aspect and bois kissing bois. This is told in the 2nd Person too, and assumes you are a boy at the start. Just a heads up! Anyways, please enjoy a bri...

Fay 02 - Fay Goes Travelling Ch. 01

by toocold on Aug 18, 2017
Fetish

(Fay is 23 years-old with tumbles of ginger curls, pale blue eyes and huge, 32FF boobs. This story continues a year after the last 11, so no need to read them unless you want to! And if you'd like to know more about Steph or Sammy, I highly recommend you do an author search for mjmurra – characters used lovingly and with permission) Fay walked out of the...

A Maid's Tail Ch. 06: Friday

by T_Silverwolf on Sep 13, 2017
Fetish

5: Friday Sylvia had been right; somewhere in the world an emaciated child would've thrown Kim's attempt at bourbon chicken back at her and accused her of violating their human rights. Kim contemplated this as she shivered, curled up under the mound of blankets on her bed and questioning her life choices. At one point, she'd been sure she had enough mone...

The Maid

by BobbiR on Sep 14, 2017
Loving Wives

It was Amy's decision to hire the help. Her husband John may have suggested it in passing, but frankly it was more of a joke on his part. He didn't seriously expect her to take him up on it. In truth they hardly had time to talk seriously about anything these days. Nearing 40 years old, they both had successful, but stressful, careers, he in engineering, she...