Maid With Benefits Literotica Stories

370,466 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Sarah went to Work at a Hotel

by SarahCD on Dec 19, 2018
Transgender & Crossdressers

By now, I had been working as a maid in a hotel for a few weeks. It was an LGBTQ friendly place and so I got to wear my French Maid's outfit while working. I loved walking around being seen dressed as a girl and not just dressed as a girl but wearing a sexy maids outfit. I knew that my suspender straps showed and I loved to show glimpses of my panties. The p...

The Hotel Maid

by VLADVLAD666 on Apr 22, 2025

Amanda Colman, the stunning Blonde haired, blue-eyed, corporate executive arrived in the small, Mid-western city to see to the newly acquired Benlow Industries. The terms of the acquisition required the Corporation required that no employee loose their jobs, all pay, benefits, Holidays and the Pension and the Work Rules had to remain in place. Amanda was awa...

Open in Reader

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...

Path of Evil Ch. 04 Pt. 02

by herminius2 on Sep 19, 2017
Sci-Fi & Fantasy

This was inspired by the Path of Evil Module for NWN2—little besides character names and abilities are used. ***** The story thus far: While Thurlith plays politics with his new domain, Darmorel Forgedawn is enjoying the benefits of being the daughter of the ruler of Narito, though she is not in fact enjoying being that bitch's daughter, as mother and dau...

The Intruder

by msdesiree on Sep 17, 2017
BDSM

"What in the hell is all the noise?" asked Ms. Desiree'. Coming through the front door were Mistress Selena and Lady Delilah. Between them They yanked a very hefty man whose balls appeared to be held by a rope protruding through the front of his pants. The end of this rope was in Lady Delilah's right hand. His face was covered with dirt and grass stains. "Lo...

Bird of Prey Ch. 01

by Sputnik57 on Sep 11, 2017
BDSM

A Red Kite thought about alighting in a tree close to the equestrian centre, but the commotion below ensured it soared away to more peaceful climes. In the paddock below, a strutting redheaded woman barked her commands at the young charges who circled on horseback, with the aim of learning horsemanship. Elaine Calder was a very shapely woman, assertive and n...

Indulging His Fantasy

by domdame on Sep 14, 2017
Fetish

We had been together for over ten years. I've known for quite a while that he had some interest in 'dressing up' and being submissive, but it wasn't really my thing. The years went by but his interest in these things didn't go away. Then it hit me one day as I was cleaning the bathroom, why couldn't I use his fetish to my benefit and make both of us happy. S...

The Maid Pt. 10

by Bumpinguglies on Sep 26, 2017
Erotic Couplings

She should have seen it coming, the idle island lifestyle, his massive sexual appetite and the nubile attractive native girls with their casual attitude to sex were a recipe for disaster. Coming home early, she had heard the sounds of sex, opened their bedroom door to find one of the islands maidens moaning loudly as she drove her stretched open tight wet cu...

Sarah Asked to Work as a Hotel Maid

by SarahCD on Dec 17, 2018
Transgender & Crossdressers

A few weeks before the events described here, I had watched a transgender porn video. It was about a guy who dressed as a French Maid and worked in a hotel. I was so excited by what happened to him, I wanted to give it a try. I searched on-line for an LGBTQ friendly hotel and found a promising one close by. I emailed them and asked if I could tryout as a 'ma...

Ina the Indonesian maid

by mike3329 on Sep 13, 2017
Mature

A true story of an older man, Mike and his young Indonesian maid, Ina... When the good wife is away... The horny old man will play... With Ina, the Indonesian maid... Right there on the matrimonial bed...:) The life as an expatriate for a multinational corporation in the Far East has many benefits although fraught with risks of broken marriages. Thus it wa...