Housesitting Stories

103 results
Orientation
Length
Source
Infinite Scroll

Fire in the Belly Ch. 02

by Skippy47 on May 15, 2019
Loving Wives

Author's note: This is the sequel to Fire in the Belly that I thought I had submitted. After a reader asked for a third part, I went into Literotica and read the first two parts. I was surprised to see that most of the story of Chapter 2 had been left out. I do not know where the error was made, but I accept blame. I should have checked after it was publishe...

A Friendly Night Out Pt. 01

by D66769 on Apr 13, 2020
Group Sex

They had all be friends for years now. They met at work and after meeting each other they started going out to concerts, bars, and just about everywhere else together. The seven of them were almost more like family than friends. Amber and Rus were housesitting for a friend with a large studio apartment downtown. They had invited everyone out the bar hop and...

Pool Party Surprise

by DPWestley on Sep 19, 2017
Group Sex

Like they say; it's good work if you can get it. I had scored another housesitting job for another couple who were off to the Caribbean for a couple weeks. I had earned a reputation in my upscale neighborhood starting years ago when I was babysitting for couples when they would go out to their galas and benefits and dinner parties. I had been prompt, clean,...

Housesitting

by blondsubles on Sep 12, 2017
Toys & Masturbation

Tara couldn't believe her luck. Mrs. Samson, one of her mom's lady friends, was leaving to go out of the country and had asked if Tara wanted to house sit for two weeks. Tara, who had just turned eighteen and was heading off to college in the fall, jumped at the chance. All she had to do was to take care of the pets and sign for any packages that came and sh...

Cooking with Molly

by LingerieRobot on Sep 14, 2017
Fetish

Author's Note: This story is a sequel to The Best Handjob in Iowa, although it's not necessary to have read it to enjoy this one. Still, it's really short, so you may as well. The author does not vouch for the safety and/or sanitariness of any of the practices depicted in this story. This is a fantasy. -~- When I saw Molly through the mass of young bodies...

Becky the Busty Babysitter Ch. 02

by mrddman on Dec 12, 2018
Erotic Couplings

(Tease, busty, nipples, tits, breasts) This is a tribute to the beauty of big breasts. Please send comments if you wish me to continue. Enjoy. *** About 3 days later, Keith asked Becky again if she could housesit. He had big projects in the works at the office and he really wanted to secure his career. Since he and his wife had split up, he really needed...

Jennifer's Dark Desire

by JRob on Sep 13, 2017
Interracial Love

Jennifer O'Rourke was a good Irish Catholic girl from Delaware County, Pennsylvania. The petite redhead went to church each Sunday for most of her 28 years. She loved travel, reading mystery novels, her Marketing Analyst position at the local gas company and her thrice-a-week visits to the local gym. She wasn't perfect, as witnessed by her weekly visits to...

My First Threesome

by deviantradoddness on May 16, 2018
Group Sex

True story, to the best of my recollection anyway. It starts slowly but I thought it necessary to set the stage. Names changed a little but that's about it. I'd love feedback if you'd be willing to take a moment and comment or send me a message. ***** I was re-introduced to Laura when I was a senior in college. Our parents went to the same church and appa...

Karnal Combat

by Satyr413 on Aug 31, 2017
Erotic Couplings

Spring was a time of great change for me. I'd just moved into a sweet, little apartment in an up-and-coming neighborhood not yet taxed by gentrification. I was on extended leave, with full workmen's comp, and without any truly worrisome injury. And, I was having the greatest secret sex with Denise, the woman who bullied me throughout our shared childhood. It...

Mine

by lipstickandligature on Sep 2, 2017
BDSM

"Get up." Mimi breathed the words into Sven's neck, the thought of that summer evening that now seemed a lifetime ago pulled back to the surface by his hand on her leg. "Please." I don't want this. "What?" he rolled over, smiled at her. "Are you okay?" "Yeah," she beamed back at him. She didn't want to ruin it for him, he was in a good mood and the last t...