Tail Plug Maid Stories

54,794 results
Orientation
Length
Source
Infinite Scroll

Jess Ch. 02

by StoryTeller07 on Sep 16, 2017
Anal

(This chapter is particularly perverse and nasty, so be warned!) Jess had been teased by friends in the office as she had every Monday morning for the past four weeks, since getting together with the office hunk. They noticed the big smile on her face when they mentioned Alan, and how defensive she had become over him. When she started wearing short ski...

The Thai Maid Ch. 03

by victoria.vixen on Sep 19, 2017
Anal

WEDNESDAY I woke with the first light of the day. My room was hotter and more cramped than normal, and for a moment I was disoriented. My bed was small, just a plain double bed instead of the luxurious four poster to which I was accustomed. A full length mirror hung on the wall opposite the bed, and a door led to a tiny bathroom. A small dressing table in o...

Two Days with Ulrike

by boyish_and_obedient on Sep 25, 2017
BDSM

When I was in high school there was a girl in my graduating class that I had such a huge crush on. Her name was Ulrike Lagerström. She had a body like a runway model and her long, blonde hair framed her innocent looking face in an artistic way that haunted my dreams. She had long sexy legs and a firm, tiny ass that looked great in her tight jeans. Her waist...

The Gynarchic Alliance Ch. 03

by gynarchite on Dec 1, 2017
Sci-Fi & Fantasy

Chapter 3 - Slaves in a new world The new world was hot, the sky a clear blue and the air dry. Every male had been collared and leashed; some walked on two legs, some on four. Alex was led out still wearing his humbler. Every petmale on the ship had been fitted with one. Alex had grown completely used to the view from all-fours, but part of him longed to st...

Developing Emma Ch. 02

by Sputnik57 on Sep 19, 2017
Transsexuals & Crossdressers

She awoke to the sickly smell of a woman's perfume; the silky stockings were still there, but Emma was now naked apart from a chiffon negligee, her hands bound behind her back. The voice of the woman broke the silence. "Hello again 'Emma'; that's a very pretty name you've chosen for yourself, we shall soon have you worthy of being Emma, and you'll soon know...

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...

At Her Disposal Ch. 06

by Sputnik57 on Sep 14, 2017
BDSM

The mule was flanked by the two victorious horsewomen, and the hanged male's journey to meet his purchaser began, his cock erect and rubbing at the silken bondage with the movement of the mule as he squirmed, his anus tingling at his divine sense of helplessness as it clenched and dilated on the stimulating plug as the two women whipped mule and enslaved ars...

Maid to Serve

by tomlitilia on Oct 30, 2018
BDSM

This is an entry for the Halloween contest. In the absence of scary ideas, I decided to explore the topic of costumes and uniforms, specifically how they can emphasize roles in a relationship. All four chapters are posted as a single contributions. Enjoy! --- Ch. 1. A ceremony of indulgence Christine walked slowly across her living room with just a hin...

Being a Good Bitch Pt. 03

by Oddball17 on Sep 18, 2017
BDSM

It's the third day since Shweta started a domination exercise with me. A three day mutually agreed fantasy adventure we began with me moving into her home. Making me her personal handmaiden to clean her, dress her and do everything a handmaiden would do, making me her maid to clean her home, wash her laundry and cook her meals, and also making me her sexual...

The Neighbour Ch. 05

by jerrycross on Sep 18, 2017
Transsexuals & Crossdressers

After our great night of fun, Victor had left and we had turned in for the night. Helen and I both woke after a great sleep with nothing but the sweetest of dreams. Helen waited for me to get up too and we both headed to the bathroom to get ready for the day. She helped me shave my entire body again. I showered and cleaned myself up from the night before. On...