Houseboy Stories

180 results
Orientation
Length
Source
Infinite Scroll

Dominant Grandpa

by houseboyservitude on Sep 17, 2017
BDSM

My wife and I were happily married for ten years and were in our mid-thirties when we decided to enter into a new and exciting lifestyle. We had always enjoyed our sex life and never considered ourselves to be in a 'rut' or bored, but rather we were ready to grow and expand in our sexuality. We explored different sexual activities and practices and determine...

Naked Houseboy & his BBW Boss Ch. 02

by write4fun22 on Jun 8, 2020
Toys & Masturbation

It was about 8am when I woke up. I'm not a morning person. I'm always groggy when I first open my eyes. But slowly, memories of the night before started to come back to me. The first thing I noticed was, my right hand was still on my dick. Just where I'd left it. I smiled at that. As I arched my back to stretch, I felt a light, tight pull across my chest. Mo...

Naked Houseboy & his BBW Boss Ch. 09

by write4fun22 on Jul 27, 2020
Toys & Masturbation

*Part 9 in an ongoing series... After answering her questions, after telling her so much about myself, now it was my turn to do the asking. I put down my glass of wine and brought my hand back down to my dick. I still wasn't very hard, but it felt good nonetheless. I looked at her for a moment, preparing my queries. The outline of her massive, heavy breast...

Peachy/Clean

by mistresscherry on Sep 17, 2017
BDSM

I remove the unpeeled peach from between sub s.'s clenched teeth, and fully delight in his revulsion. The extraction has released a sweet torrent of mingled juice and saliva down his winter-pale chin and neck, and he is clearly straining against the impulse to whimper and squirm and propel himself toward the pristine towel I have left folded on the paddling...

Naked Houseboy & his BBW Boss Ch. 05

by write4fun22 on Jun 16, 2020
Toys & Masturbation

*Part 5 of an ongoing story... "Let's discuss compensation," she had said. I couldn't believe it. The job was mine! I was about to be a live-in naked houseboy for this woman whom I'd only just met. My head was still spinning as she pitched her opening offer. "First we need to remember that you won't be paying rent here. In addition, I'll be covering the co...

Naked Houseboy & his BBW Boss Ch. 01

by write4fun22 on Jun 8, 2020
Toys & Masturbation

*Part One of a Series... I've been in this town two months now. No Friends. No relations. No job. Nothing but a hotel room, two suitcases and a laptop. What do you do? Well, I don't know about other people, but I masturbate. So what if the first thing I did after checking in this afternoon was to jerk off? And then nap. And then jerk off again. And then eat...

Naked Houseboy & his BBW Boss Ch. 13

by write4fun22 on Oct 6, 2020
Toys & Masturbation

Part 13 of an ongoing story... Although perhaps not what the reader of this story would hope for, I would like to step away from the main narrative for this post. Rather, I feel I would like to simply paint a picture of my daily life with Carrie. If it is not the most exciting post in this series, I hope it will at least be worth the reading... I had been...

Houseboy Blues Ch. 01

by heavenlyKK on Sep 24, 2019
Exhibitionist & Voyeur

Authors note: This is a continuation of my story, "Hell Bent for Leather". Most of the characters contained herein have appeared in my previous works. ***** Wearing nothing but white cotton panties, Marlow sat in front of the mirror and began the ritual of making herself glamorous. Koh was nearby, available for his mistress' every whim. The process mesme...

Life of Koh Ch. 06

by heavenlyKK on Jul 14, 2020
Exhibitionist & Voyeur

Life of Koh - Ch. 06 Sammy was lying down on the massage table. He assumed he was going to get a massage, and he assumed there would be a happy ending, and his cock showed visible signs of arousal. This was a big moment, and a lot of women were in attendance - Marlow of course because her houseboy was performing, and Jane because...well, just for the hel...

Houseboy for Hire Pt. 02

by OneWhoAdores on Sep 13, 2017
Fetish

For the next several weeks Rory worked and lived as if nothing had changed. But of course everything had. His income had been cut by over a quarter, but for reasons he couldn't yet fully comprehend he still felt as if he had come out ahead of the game. This was not only due to his Friday afternoon reward, which continued to be as electric as the very first,...