Housesitting Stories

103 results
Orientation
Length
Source
Infinite Scroll

That New Guy Ch. 07

by Irish Moss on Aug 30, 2017
Group Sex

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 Day My Life Was Changed Forever

by cddream on Sep 15, 2017
Fetish

First i have to really have to thank g1dnshwrgr1 for all her help putting this story together, edditing and re-writing the final draft!! thanks again!! Hope everyone enjoys my experience as much as i did!! I may not remember what I had for dinner last night, but I can definitely remember the exact day my dirty little secret started. On a hot summer day,...

A Birthday Adventure

by KellyP on Sep 17, 2017
BDSM

I haven't posted for a while, sweeties, because there hasn't been much to report on, sexually speaking. I have had to deal with some insane life circumstances. But last summer I had a great experience I'm dying to relate, one of the true highlights of my life as a slutty college girl. I have a fuck buddy I'm really crazy about named Grant (not his real nam...

A Midsummer Night's Cream

by litlover91 on Sep 14, 2017
Erotic Couplings

I woke up that morning and decided I was done crying. Seven days of body-wracking sobs, more tissues than I could count, every romantic comedy I owned scattered around Amanda's TV and the empty pints of Ben and Jerry's in the garbage were all what I needed, but that was over now. It was the perfect midsummer day, hot already at eight-thirty, with a bright bl...

Meeting the Neighbors Ch. 2

by BoyBlue on Sep 13, 2017
Group Sex

It was a couple of days before I saw Frank and Lisa again - a couple of very confusing days, since I'd lost my anal virginity and swallowed semen. I'd never considered myself gay or bi before, but the sex with Frank and his wife had been so hot, I knew there was something there. Now I found myself checking out guys as well as girls. When I looked at the nudi...

Recounting the Relationship

by janevalenz on Sep 16, 2017
Romance

A friend of mine once told me that if I want to be a writer, I should write every day. By "friend," I could be referring to a fellow writer I met online like Max or Shepard, both of whom I have not heard from in quite some time. Or I could mean somebody I have met in person and have gotten to know better. One such case is my friend Ben. He once told me that...

Housesitting

by snoopy517 on Nov 18, 2019
Erotic Couplings

I was the bachelor of the office. No big deal. Thirty three years old. My life was solely composed of working or working out. I had mostly gotten the results I wanted. Eighty a year with benefits, insurance, the whole package. After work I'd go to the gym and train for a fight that would probably never happen. I stood six-foot two at 195 lbs of muscle, and e...

Christy's Fantasy Come True Ch. 01

by curious_cd on Sep 16, 2017
Transsexuals & Crossdressers

Chris walked through the door of his house Friday afternoon glad the week was over. He dropped his briefcase and coat at the door and headed straight upstairs. It had been a long week and he was looking forward to his usual Friday night ritual to relax. Heading to the bedroom he stripped off his clothes, went into the bathroom and turned on the water. As the...

The Perks of Being a Podcaster Pt. 16

by MrMaxLord on Oct 30, 2018
Celebrities & Fan Fiction

All of the following is complete and total fiction. Not a word of it occurred, nor would it. The Perks of Being a Podcaster by MrMaxLord (MF, Oral, Anal, Cons) Chapter 16: Troian Bellisario ***** It seemed like the time alone with Hailee passed in mere moments, but that's the thing about a good time, it's always over far too soon. Once we'd made it bac...

Housesitting Ch. 02

by 1000dreams on Sep 17, 2017
BDSM

Molly Stood naked at the edge of the pool. For the first time ever, she had walked around a house naked and experienced a thrill that she had not known until then. She had then masturbated in the bed of the stranger whose house she was watching. It had been weeks since she had been able to experience any form of sexual release as she never felt comfortable t...