Housesitting Stories

103 results
Orientation
Length
Source
Infinite Scroll

Becky the Busty Babysitter Ch. 01

by mrddman on Dec 12, 2018
Erotic Couplings

This is a tribute to the beauty of big breasts. Please send comments good or bad, thank you. Enjoy. *** Becky was truly one of the hottest girls in college. Sure, some people love the classic James Bond type of beauty. You know, the 5'-8" busty babe with an hourglass figure. But others, like me, absolutely crave the smaller, more petite version. A short gi...

Decorating for Christmas

by Emdistal on Aug 29, 2017
Exhibitionist & Voyeur

I'm sipping a fresh brew of hot cocoa on Christmas Eve when the knock sounds on my door. I start out of my reverie and spill some of the contents near the top two buttons on my new blouse. Wisely, I set my mug on the coffee table before throwing my hands up in frustration. The knock sounds again, and I wonder who would be at my door in this weather. The sno...

Housesitting

by lukeasbury on Sep 17, 2017
Group Sex

It all started when Theresa accepted her girlfriend's offer to housesit her beach condo in Santa Monica for 2 weeks. The place was a dream, it had a very private sun deck, a wonderful view of the beach and ocean, and was the coziest, most comfortable place she had ever lived in. Two weeks there was like being in heaven. After raving about the place to her b...

My Birthday Romance

by Lilithanna on Sep 1, 2017
Humor & Satire

MY BIRTHDAY ROMANCE "How about a 19-year-old virgin?" Feeling sassy, I had posted "birthday romance" on a popular Internet dating site. Oh yeah, I got the usual responses, you know, "I'm the one you've been waiting for" and pictures of 1000 johnsons. They began to all look alike, and how would I recognize the guy unless his fly was open? I knew what I wan...

Sounds Good Ch. 03: The Teacher

by plushpeach on Dec 3, 2018
Mature

NOTE: This is part 3 in a series, and while it is not necessary to read the preceding parts, it will definitely make more sense if you do! Either way, please enjoy this story. Any and all feedback is very welcome. As I said, enjoy! ***** As he rang his neighbor's doorbell, Peter wondered about what he'd be getting himself into today. Ever since he started...

A bike ride

by unsu2000 on Sep 12, 2017
Erotic Couplings

It's a gorgeous spring day. The temperature finally reaches the mid-sixties, and it seems miraculous after a long, cold winter and too much snow. It doesn't take long to get dressed - for a serious bike ride. Black Lycra cycling tights, which hug my thighs like a second skin. In fact, that's really all they are, a second skin. You don't wear anything under...

Dog-boned

by anglerterrora on May 6, 2019
Group Sex

It started out as a playful flirty kind of thing. I'd just gotten over a divorce and now happy and relieved things were working out between me and Lisa. At first she would give me ribbons from her hair or bits of fabrics, or straps, or trinkets for me to wear at the base of my scrotum as a kind of cock collar. She joked that I was only permitted to masturbat...

Rachel, My Rachel

by J_Melquiades on Sep 15, 2017
Loving Wives

From the beginning of our relationship Rachel joked in an underhand way about the size of my penis, as she formally referred to it, though I am, let's say, on the north side of normal. She told me that she'd said similar things to previous boyfriends and that none of them had complained or felt threatened. I shouldn't either. Her remarks, she said, were ende...

House Arrest

by Rodwarrior on Sep 16, 2017
BDSM

This is third chapter of the series that began with Housesitting and was continued with House Rules * In the morning I went to get the paper. I found two envelopes in the newspaper box, one addressed to Mercy and one to me. I brought them into the house without opening them, intending to wait until Mercy got up. But after drinking my coffee and unsuccessfu...

The Mentor Ch. 03

by petitmort on Sep 19, 2017
Erotic Couplings

This is the third and final installment of the story about Eve, the writing student and her mentor, Prof. Brett Michaels. I recommend you read the first two chapters before reading the finale. (And if you feel like it, comment!) Thanks. Petitmort. * Eve sat on the grass watching her fellow students carry cardboard boxes down the dormitory stairs to the ca...