Housesitting Stories

103 results
Orientation
Length
Source
Infinite Scroll

Sex Party

by chevellex on Aug 19, 2017
Exhibitionist & Voyeur

We walk into the party, and there is a flood of people around us. We quickly grab ourselves a plate full of snacks and two beers and make our way to an open couch in order to avoid awkward standing. My mind wanders as the blaring music and voices don't allow for much conversation. I think about how it has been some time since we last had sex, with our hecti...

Housesitting

by Rodwarrior on Sep 14, 2017
Erotic Couplings

Want to personalize this story? Cut and paste it to a word processing program in your computer (just make sure it is somewhere safe), and use the "Find and Replace" feature to change the names to anything you like. * Doug and Kelly moved in across the street a few months ago. We are in the country, so they were about a half mile away, but we went to greet...

Daisy Cam

by Psahro on Sep 14, 2017
Erotic Couplings

You know that girl that you flirt with relentlessly over the course of years? The one you'd dump your current girlfriend for a chance to date? For me, that girl was Daisy Montes. Daisy and I met somewhere in grade school and kept crossing paths over the years. We became friends, then close friends, then fuzzed the edges of friendship a bit with massages and...

Confessions of a Horny Devil Ch. 10

by CasperNZ on Sep 25, 2017
Erotic Couplings

In the next few months I met with a small number of women and couples, and even though I fucked some of them it was mostly straightforward and nothing interesting came out of it in the end. Well, OK, I did meet and start going out with the redhead that I then lived with for about 3 years, not that I met her thru a swingers mag or anything. She worked as a...

Housesitting

by eagle122999 on Aug 31, 2017
Erotic Couplings

Today is going to be a good day. I am house-sitting for my friends for the week and taking care of their dogs. While the dogs can be pretty annoying at least it's a place where I can get away, since I still live with my parents. What makes it even better is before they left my friend pulled me to the side and said feel free to bring your girl over, I know yo...

Beach Fuck of a Lifetime

by thonglovinpoolboy on Sep 14, 2017
Erotic Couplings

Here goes... I can hardly believe I'm telling you this, haven't ever told anyone before. I was at a nice secluded beach on Okracoke Island, NC on an intensely hot summer day. I was wearing a neon pink thong with a custom, extra large "torpedo" pouch to accommodate my rather well-endowed form. As I slid the "swimsuit" (really quite inappropriate for swimming...

Bikini Shopping

by JD_Wallace on Sep 25, 2017
Exhibitionist & Voyeur

A few months back I convinced my wife, Kate, to go out dancing in a tiny dress without underwear. She was very reluctant at first but by the end of the night she found it as thrilling as I had. At one point, after initiating an intense sex session in the club's bathroom, she got so into the fantasy she began telling me how she let a stranger on the dance flo...

Adam to Addi Ch. 02: Adam's Admission

by Gabbi_Erato on Jul 27, 2020
Transgender & Crossdressers

Adam shivered as his phone went dark. Putting on the gown and panties had just been a whim: a sexy indulgence no one was supposed to know about. He went to his laptop on the side table and opened it, waiting for it to boot, a part of him hoping it wouldn't. Was he really going to web call them? He could ignore the request, put his phone on Do Not Disturb a...

Meeting the Neighbors

by BoyBlue on Sep 13, 2017
Group Sex

The summer after my first year in college I spent two weeks housesitting at the home of some friends of my family. It was a pretty sweet deal - house to myself in a a nice neighborhood, plus pay. It was kind of boring, but being 19, horny and without a woman, I managed to amuse myself moderately well with some skin mags and a box of tissues. I was taking ou...

Kristina's Birthday

by SignOfAcre on Sep 15, 2017
Sci-Fi & Fantasy

Kristina continued to watch the screen of her IPhone as she strolled slowly towards the front door of her parents' house. The doorbell had rung and it was undoubtedly the pizza delivery man bringing her order. It was 7 pm on her 22nd birthday and here she was housesitting for Mom and Dad. "How did I end up doing this on my birthday?" she wondered aloud irrit...