Gay Spanking Machine Stories

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Infinite Scroll

Halloween Job

by timtrack on Aug 18, 2017
Gay Male

Throughout college I took several opportunities to work what could best be described as seasonal jobs to give me some extra spending money. So at the beginning of the school year, I'd work at some of the last festivals of summer, Oktoberfest, then Halloween and usually some extended work for the holiday season. It sometimes paid cash but always allowed for m...

Could I Spank Another Guy?

by JRob on Aug 18, 2017
Gay Male

It was a depressing time, as my wife Anna was going through hell at work and brought it home each and every night. We needed her income, she made due with the work problems, but they carried over to the bedroom. We hardly ever made love, once every three months at best. It was depressing. Oh, there was Mr. Hand, and he did a nice job when I needed him t...

Appointment for Spanking

by Artman4 on Aug 18, 2017
Gay Male

I had made contact online with an elderly gentleman who professed a desire to spank the bottoms of willing younger men. No other form of sexual gratification was offered, but I was attracted to his confident demeanour and his dominant responses to my emails. He did say he liked the look of my bottom from my pictures and would take pleasure in spanking it. He...

Gym Buddy Ch. 01

by pdiddyd55 on Oct 8, 2019
Gay Male

This is a story about how I turned bi. I had married for a second time, and it was a disaster. The marriage had lasted all of 6 months and sent me into bankruptcy. I had no one to blame but myself. Friends and relatives had warned me that I was making a mistake, but she was such a hot piece of ass, I let my dick lead me to destruction. Prior to the second m...

Meatings Ch. 01

by MarcBlackman on Apr 3, 2019
Gay Male

Chapter 1: Frank Meats Joel This was my third swing party with my wife, Traci. The monthly event was held on Saturday evenings at a small hotel on Route 9 in Englewood, NJ, close to the Palisades. As usual, it was an attractive suite containing a kitchenette/living room and two bedrooms with a total of four queen-sized beds. My name is Joel and my wife an...

Kenith's Spanking Mode

by alexcarr on Aug 18, 2017
Gay Male

Visiting Lord Kenith had become a different kettle of fish from experiencing the needs of my other three clients. As a rent boy I had become accustomed to the various types of sexual encounters wanted of me. Most I could go along with but there were a few I declined. That way I could pick my cliental and give my best service to them via what I had to offer....

Mr. One Fifty-Eight Ch. 06

by tazemebro on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: While each chapter is a story in its own right, you will probably enjoy this story much more if you have already read the series Chris Donaldson, as well as Chapters 1-5 of Mr. One Fifty-Eight. The characters' back stories are revealed there. All characters depicted in this story are over 18. ***** A gif of a young guy sucking a large cock...

PIXIE Sissy Stripper Ch. 03

by EROTICbearscribe on Jan 6, 2020
Gay Male

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl. At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass b...

Spanking Party

by REINER BENT on Oct 15, 2017
Gay Male

I'd like to thank everyone who has read my stories and commented on them either publicly or via e-mail. Please keep sending me your comments, I read all of them even if I don't write back. I hope you enjoy my new story...R.B. It was 2 a.m. and I was dancing my brains out at a well-known N.Y. nightclub. The place was packed. Men and women were gathered there...

Lord Kennith's Kink

by alexcarr on Aug 18, 2017
Gay Male

Jodie wanted me again. She said she cared for this old Lord Kenrith. He paid her lots, not just for the caring, to prevent him from going into an old folk's home but to keep him sweet also, and that meant pleasing him in a certain unique way. "He claims he is too old for sex but likes to get his kicks in other ways." "Other ways" I enquired. "Don't laugh...