Housesitting Stories

103 results
Orientation
Length
Source
Infinite Scroll

Me, Devin Devasquez, and Cynthia Brimhall

by david_webb04 on Sep 17, 2017
Celebrities & Fan Fiction

I come home from a trip and unwind. After dinner and some time watching TV, I notice a light on from the complex across the way. I look out the sliding doors of my condo to see Playboy Playmate Cynthia Brimhall in her apartment all alone. I shut off all the lights, but still leave the television on, which lights up the living room as I stand at the window...

My Latin Lover

by LilacWine on Sep 13, 2017
Erotic Couplings

I didn't expect to meet Julio today, or any other day. Our paths might never have crossed but my friends and I decided to see a movie at the Luna. We had time to kill beforehand so we arranged to meet at a cafe on Oxford Street. I was late as usual and struggled to find a parking spot in the pouring rain, a cold wet day in August. My umbrella turned inside...

Elaine's Dirty Knickers Ch. 02

by Paradiggler on Sep 18, 2017
Fetish

About 6 weeks after my wonderful dirty panty experience at Elaine's whilst babysitting for her, she called me again - this time to housesit for a weekend while she went away. I couldn't believe my luck! Since finally getting my hands, nose and tongue on her dirty underwear several weeks earlier I had been masturbating constantly and now couldn't wait to ge...

Another Treat in the Kitchen

by Irish Moss on Sep 11, 2017
Erotic Couplings

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...

The Housesitter's Secret

by justboycrazy on Sep 17, 2017
Celebrities & Fan Fiction

Two months ago... I had been house sitting for Mrs. Orton for two weeks while she and their daughter Alanna had been out of town, visiting relatives. The Orton's house was nicely decorated and everything. I took up the house sitting job while finishing up tech school for the first quarter of the year; I'm in school studying for a degree in medical billing a...

Sub Lucy Takes Dominant Sex

by Intercontinental on Jul 30, 2019
Transgender & Crossdressers

It was not a simple wish. It was a need. A desire. Lucy had not been fucked for months, and she needed it. The preparation was an essential part of the ritual. A piping hot bath, the scrupulous washing and cleaning, the razored smooth armpits and legs, that tingling scented sensation on her naked body as she towelled down before returning to the bedroom to...

Zoey, My Dirty Little Whore Ch. 01

by hornybastard66 on Sep 12, 2017
Group Sex

It was the start of summer when Zoey first arrived at her aunt's house a week ago, which coincidently was next door to me. Zoey was housesitting while her aunt was on a month long vacation in Europe. Zoey had just finished her freshman year in college and had the tightest little body on her 5 foot frame that could make almost any guy cum just looking at it....

Housesitting Ch. 01

by 1000dreams on Sep 17, 2017
Exhibitionist & Voyeur

"Ding! Dong!" Molly was standing by the door with her small bag strapped to her shoulder. A close family friend of her mother's had contacted her to watch the house of an acquaintance of theirs that same morning. She was available and needed the extra cash. It was mid-August and most of her friends where away on vacation so the timing was perfect. A quiet we...

Need To Be Bad 08

by need_to_be_bad on Sep 13, 2017
Exhibitionist & Voyeur

My adventures in being bad began slow with my sharing some of the exciting things that a past boyfriend made me do. After that relationship ended I was left with a hunger for being bad. My adventures resumed at Literotica with my taking the risk of posting a thread entitled "A Strange Request" in April 2004 in the Literotica Personals, sharing my desire to...

A Touch From The Grave

on Sep 12, 2017
NonHuman

"Are you seeking release?" She hears the words in her head. They echo her mental memory of his frantic response. "Yes." he stammers. He's just a boy, nineteen, fresh out of school, way too far out of his own league. He stares at her perfectly sculpted face. Her dark brown eyes. Her full and glistening ruby slicked lips. He wishes he could kiss her, touch...