Gay Houseboy Stories

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Houseboy

by oskarwild on Sep 14, 2017
Gay Male

The Want Ad Wanted: Houseboy. Mature (55/52) gay couple seeking live in boy for domestic work. You should be between the ages of 19 and 25. Prefer a short boy of slight build who has no romantic attachments. In exchange for maintaining our household, you will receive room, board and salary. Must be willing to work flexible hours. If interested, call xxx-xx...

Runaway Houseboy

by LittleKay on Jul 15, 2020
Gay Male

I sat in the corner of a coffee shop Saturday morning, watching the local news on my tablet, earbud in my ear, when a man walked up to me. He wore a bright smile and a beige pea coat with silver buttons, skinny jeans and ankle height navy blue suede boots with a grey, 3 inch wooden heel. His hair was shaved on one side and flipped over against his shoulder o...

Jerry, Houseboy Ch. 02

by thick1191 on Sep 19, 2017
Gay Male

You know the drill, don't read unless your of age. If you like this pure fictional story or have comments / ideas let me know through the email link in my profile. ENJOY We had settled into a routine of sorts. I was now resigned to being his man-servant and kind of enjoying it. The sex was relentless; he was always hot and horny and could easily cum 4 or...

Jerry, Houseboy

by thick1191 on Sep 19, 2017
Gay Male

I was really bummed out. College had turned out to be a repeat of high school. I didn't fit in and was constantly being taunted because I was smaller than the rest of the guys. It was May and I was done with this school crap. After deciding that I really didn't want to go home I had begun hitch hiking across the country. This was my third day and it wasn't l...

Mr Nakumura

by BigWig69 on Sep 16, 2017
Gay Male

The add said, "wanted, Houseboy willing to work hard in exchange for room and board and martial arts training. Live in only." I had come to Japan for two reasons, one I wanted to learn the ancient art of Ninjutsu from a true master and I was extremely attracted to stocky, muscular Japanese men. I had a fantasy of being a slave to my sensei in every sense of...

A New Job Pt. 02

by LthrBndBy on Jul 6, 2020
Gay Male

It's been three days since I started as Jim and Frank's houseboy. They compliment my work as I move throughout the house dusting and cleaning. Their compliments usually consist of smacking an open ass cheek and saying, "very nice boy." Almost every night has been some sort of sex with one or both of them, always ending up as me eating a load or two. I'm th...

Punished Asian Shoplifter Ch. 12

by asianspankee on Sep 19, 2017
Gay Male

After my oral submission to you, I'm left quietly in the corner to reflect on everything that's happened so far till now. Mrs. Jones leaves satisfied, having "conquered" yet another sissy boy with her obscene weapon. After ten minutes you call me back to your side and announces that next week will be my final punishment session. I feel both relieved and sad...

Uncle Carl

by sr71plt on Aug 22, 2017
Gay Male

"My name is Nario. You are Mr. Armstead?" "Yes. I was expecting my uncle." "He could not come. I am his boy." Yes, I'll just bet you are, I thought. But then he clarified, if not enough to make a difference to me. "I am his houseboy. Welcome to Naples, Mr. Armstead." "Call me Harry, Please. Is it far from here to Positano?" "No, not too far. The worst...

Coonskin Hat

by sabb on Aug 18, 2017
Gay Male

On his head was a coonskin hat and down below was a bush almost as thick as the fur hat on his head. And rising from that bush was a meaty tool that looked as long and thick as the raccoon tail hanging off his hat. Only it was hard and hairless. My eyes were popping from the size of that pole. If I had thought I was expected to take it, I'd have run out of...

Just a Few Seconds

by KeithD on Jan 29, 2020
Gay Male

February 2010 "Justin tells me you'll take cock for fifty dollars." The massively muscular dark chocolate Tulane all-American fullback, dressed only in athletic shorts, showing off the physique of a god, completely filled the doorway of the small basement bedroom in the Alpha Tau fraternity house. He was leaning against one side of the door frame, his musc...