Old Maid Stories

180,134 results
Orientation
Length
Source
Infinite Scroll

Missing Person

by jessicablank on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 1 -- The Discovery Detective Jake Diamond watched through a pair of binoculars from his perch in a tree outside the mansion. Nighttime shrouded the estate in darkness, but the garden in the distance was brightly lighted under its glass roof. MzDominica's servants -- slaves? -- were all around the garden, serving drinks and hors d'oeuvres to guests....

The Princess Goes to College Ch. 01

by BlassterX on Sep 13, 2017
Novels and Novellas

Light was seeping through the curtains of Ashley's four-poster bed. But that wasn't what had woken her up. Her cream-colored duvet had a noticeable hump protruding right around where Ashley's legs were. She hastily threw them aside to uncover a maid unbuttoning Ashley's pajama bottoms. "Gwendolyn, it's nice to see you," said Ashley as she wiped away the rem...

Slave to My Indian Maid Ch. 09

by spankedboy on Sep 19, 2017
BDSM

My maids make me their personal maid and chore slave -- Tarek I would like to thank Ms. AT Khan for reviewing the story and providing lots of feedback, and JonB1969 for editing the first edition. - Tarek * "Tell me the truth, baba!" Rashida, my maid, held my left ear firmly in her right hand, giving it a painful twist. "Did you, or did you not, switch off...

From a Husband to a Dutiful Sissy Ch. 01

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it. ***** Chapter One: Sometimes one's most unique secrets do come out. My name is Phil and I've alwa...

Mother to Maid

by redwolf555 on Sep 23, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** It was early on a Saturday morning. Ruth McKenna woke up slowly and peacefully. As she woke more she found that she could not move her arms. Still half asleep, Ruth tried to move and then she came awake rapidly. She couldn't move! Her arms and legs were secured to the bed somehow....

A Sissy Maid's Tale Ch. 01

by Erotictales4u on Sep 19, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy in the femdom niche, it is focused on male submissive humiliation and has a Sissy theme running through it. Is set in an imaginary future. ***** The cool air licking at my almost bare ass cheeks enhanced the feeling of nakedness, but I wasn't naked. In fact, it would have been...

Slave to My Indian Maid Ch. 06

by spankedboy on Sep 19, 2017
BDSM

My bum is used teach my maid spanking, with a surprise ending - Tarek. "Tarek!" My name rang loudly through the house. "Tarek! Can you come to the kitchen?" Immediately I put down the book I was reading and stood up. If my maid Rashida called me, I did not want to delay in obeying her. "Yes, bua." I called out, using the respectful term 'bua' for my ma...

The New Slave

by theoutcast on May 6, 2019
Loving Wives

"My landlord locked me out of my apartment last night. He said I can't have my furniture back until I catch up with at least half of my back rent. He has an eviction notice against me. I have been evicted from my apartment. My car has been repossessed. I owe a hundred thirty thousand dollars in school loans and another twenty thousand in credit card debt and...

Theo Sequel: Otep's Last Case Ch. 02

by EstebanMamono on Mar 6, 2018
NonHuman

He looked familiar. His long, trauma-whitened hair, melancholic look, and steely grey eyes reminded Otep of someone. His face turned into a look of disdain when he noticed the cute Anubis girl approaching her. "Who the hell are you?" He spoke in unconcealed hate. "Theo?" "Who the fuck is Theo?" The man had no humanity left, but a shell of hate visible to...

The Ant Woman Ch. 10

by DreamerByTheDiamonds on Aug 21, 2019
Sci-Fi & Fantasy

The Sunlight Temple was an appropriately bright place. The supporting beams and columns were blood red, but the many roofs had blue and yellow colors. The walls were white with thin carvings of trees, flowers, birds, and dogs. Gentle, sweet incense was burning as the Empress Dowager and Wen knelt before a statue of an elven god and silently prayed, holding p...