Gay Houseboy Stories

67 results
Orientation
Length
Source
Infinite Scroll

A Boys Only Weekend

by tosoaronhigh on Dec 30, 2017
Gay Male

The boys opened up the door to their hotel suite and explored the space where they would be spending the night. As the tour of the interior finished up, the boys opened the curtains to the patio and were surprised to see a large private hot tub. None of the boys knew about the hot tub, but each quickly agreed that they'd happily take a dip in their underwear...

Putting Myself Through College Ch. 11

by RobXXX on Aug 30, 2017
Gay Male

With the spring semester complete, school was out for the summer, I now had three months with no papers, tests or required reading. I was happy that I had been able to maintain such good grades over the past semester, considering all of the turmoil in my life that took place prior and during the semester. I had signed up for my fall classes on the first day...

Appointment for a Caning

by Artman4 on Aug 18, 2017
Gay Male

It took me several weeks to pluck up courage to contact Mr B again, after going to him for my first spanking. But I did finally contact him and told him how much I had enjoyed being punished by his firm hand and asked if I could visit him again. When he responded, I was overjoyed that he said how much pleasure he had taken from making my bottom sore and he w...

Fringe Benefits

by pantyboy4mistress on Sep 14, 2017
Gay Male

My boss, Byron Powers, was a good looking black man who had risen through the ranks of company much faster than anyone before. He ran marathons, worked out on a regular basis (he even had a portable gym in his office) and and as far as I know had his fill of all the pussy he could ever desire. I liked Mr. Powers. He had an easy going manner and his employe...

Tangier Season

by sr71plt on Aug 18, 2017
Gay Male

Yorkshire, England, Late Summer, 1890 I felt the sting on my thigh and looked up to see that William had ridden up beside me and struck at me with his riding crop. I turned and twisted in the saddle and when he struck me again it was on the chest. Laughing, I gave my own horse the lash and its head and we were riding over the pastureland of Falconcroft, the...

Someone to Love

by sr71plt on Aug 18, 2017
Gay Male

"Ach, mein Got, Ach mein Got—oh my god." Friedrich cried out in his glorious anguish. The monster black cock was killing him. He was panting hard, unable to breath, every sensation in his body tuned to that thick pole moving ever deeper inside him. He struggled to move away, to find some sense of relief, if only temporarily, if only to try to better accommod...

A Fire Spotter Christmas

by sr71plt on Sep 25, 2017
Gay Male

What Paul needed was to get right back on the wagon, Terrence had said. "You can only be in mourning so long," Perry chimed in. "Mingle, mingle, mingle," Terrence added. "That's how you shoo the blues away." Paul's friends had managed to lure him out to an ocean-side café in Santa Barbara, the first time he'd been out in public since the funeral. He hadn't...

Hook or Crook

by sr71plt on Aug 17, 2017
Gay Male

I wanted to fuck Nathan from the moment I saw my son, Seth, fucking him. And I didn't just want to make love to him like Seth was doing, but to really give him a good fucking. I happened upon them in Seth's bedroom. I heard the moaning from the hallway and couldn't resist checking it out. Seth had won the neighbors' new pool boy—a golden blond surfer type wi...

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...

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...