Houseboy Stories

180 results
Orientation
Length
Source
Infinite Scroll

Cindy Masters, Dyke Detective Ch. 01

by Trapper_Jock_Mcintyre on Sep 16, 2017
Humor & Satire

Masters is the name. Cindy Masters. I'm a detective. I get $50 a day and expenses, $75 if I can get it. I was sitting in my office trying to figure out how to get lipstick stains out of a silk tie, or preferably onto one, when I heard the clickity-clack of high heels coming down the hallway toward my door. I looked up to see a silhouette through the frosted...

Face (Sex, Power, Love)

by EricDumuzi on Sep 18, 2017
BDSM

"Honey, I'm home." My heart stopped. I had not expected Gina for another hour, and I hadn't finished my list of chores. The biting sarcasm of Gina's cheery sitcom greeting sunk in and my heart jump-started with an explosion of shame. I looked up from the kitchen sink. Gina stood motionless at the entry door in her ankle length fur, hand on hip, glaring, ask...

Naked Houseboy & his BBW Boss Ch. 08

by write4fun22 on Jul 13, 2020
Toys & Masturbation

*Part 8 of an ongoing story... After checking out of the hotel where I'd been staying for the last two months, I arrived at Carrie's house at 5:00, as agreed. Carrie's house. "My new home," I reflected as I trundled up the driveway with my two suitcases in tow. I didn't have to ring the bell this time. She was already waiting for me at the front door. "Wel...

Three Cocks Service

by SlightlyRude on Jun 18, 2019
Group Sex

This is a sequel to the story 'Three in a Row'. ***** CHAPTER 1 There's nothing nicer than watching your wife enjoy a nice stiff cock, except knowing there are two more to follow. Not my wife - yours. In order to help my fellow man, I set up the three cocks service. It started when myself (Tom), Dick and Harry were having drinks with a friend who mention...

Slave Boy

by theoutcast on May 20, 2019
Erotic Couplings

I was only nineteen when my former master delivered me in chains to my new mistresses. He had kept me in chains ever since I tried to run away six months prior to the sale. When the two spinster sisters, Clara, age 31, and Hannah, age 39, offered him five hundred dollars for me, he accepted willingly. They seemed old to me then. I was only nineteen but as ti...

Naked Houseboy & his BBW Boss Ch. 07

by write4fun22 on Jul 13, 2020
Toys & Masturbation

*Part 7 of an ongoing series... When I returned to my hotel room, I immediately stripped off all my clothes. I did this unthinkingly. It was a habit, really. Whenever I got "home," the first thing I did was get naked. At least from this perspective, I had definitely found the right job for myself. I walked into the bathroom, which had a floor to ceiling mi...

A Houseboy for Mali Ch. 04

by gmikeisbad on Sep 13, 2017
BDSM

It's been a wild few days. Right now I am finding difficult to remember just how exactly I ended up: Bathing and servicing this beautiful Thai woman. How I became naked in the bathroom except for a hand made silver traditional Thai Femdom cockring; I don't seem to be able to remove... ...contorting my member into a bubbly shiny fat stump... After doing some...

Ayisha's Escapades Pt. 02

by Navelgazer15 on Jul 17, 2018
Erotic Couplings

This is a sequel to my first story Ayisha's Escapades Part 1, https://www.literotica.com/s/ayishas-escapades-pt-01. Ayisha is a Punjabi Pakistani Housewife on a sabbatical exploring her sexuality like never before. She's married to Hassan, rich and handsome, with a past 'history' of homosexuality. She measures 32C-25-35. This series aims to illustrate her es...

One Week of Pleasure Ch. 01

by wright1072 on Sep 13, 2017
Erotic Couplings

I sat there, leaning against the bar to steady myself. Tears ran down my cheeks. I had finally gotten the call. The call that I had been waiting for. I was finally able to move far away from here. To be where I wanted to be. But the cost would be great. For five weeks I had been waiting to hear that I could go, knowing that the time would come. The day my bo...

A Treat for Romeo

by Whiskey Will on Aug 31, 2017
Exhibitionist & Voyeur

Suzanne slipped quietly out of bed. I opened one eye and watched her cross the room. Her 18 year old body was firm and shapely. A year in the tropic climate of the Philippines had been good to her. Her fair skin was now a shade of golden brown. In addition to few pounds of baby fat, she had also shed a lifetime of inhibitions. Something about being a world a...