Gay Dildo Punishment Stories

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Forbidden

by MarquisSlade on Sep 1, 2017
Gay Male

Two curious college boys, Josh and Scot, explore a gay sex club during a night of partying and get much more than they bargained for. It was after midnight when Josh and Scot came across the entrance to Forbidden at the outer edge of the Garden District in New Orleans. They had been drinking and enjoying the Mardi Gras parade for several hours at that point...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...

The Trio Ch. 01

by Fafantasiz3 on Feb 25, 2019
Gay Male

When The Man returned from work the boys were at play, David thrusting deeply and powerfully into Sasha's perfect round bubble butt, enjoying the sight of his lover's sore ass. He had been whipping it again, and he could see the blonde 20-something who was currently arched and getting thoroughly fucked by his other 20-something lover had been crying, and moa...

Jesuit Priests of Goa

by sr71plt on Aug 18, 2017
Gay Male

"Why Goa? And where is it?" The question had come from the second row of those few sitting in the dimly lit voluminous lecture hall at Georgetown University, the venerable Jesuit-founded stone Gothic-style campus towering over the Potomac River west of the Washington, D.C., city center. The query was posed to the tall, thin, distinguished-looking professor...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

Enslaved Ch. 01

by hasnoalias on Sep 14, 2017
Gay Male

*All characters in this story are above the age of 18 years old* ***** Four men in expensive suits sat around a conference table, as another man made his presentation. The four men were all at the main office of the new and improved United States Male Slave Organization. They had been invited because of their wealth and influence for the possibility of buy...

Higher Education Ch. 03-04

by MelvinMhk on Aug 17, 2017
Gay Male

Chapter Three : The First Talk I don't remember the last time I spent so long taking a shower. Usually I'm in and out quickly, but then normally I am showering alone. Jake and I spent so much time in the shower that the skin on our feet was beginning to shrivel up by the time we were done. We didn't really do anything of a sexual nature while in the showe...

For Destruction, Ice.

by JasonClearwater on Oct 12, 2017
Gay Male

***** This story is not an essential part of the Will/Jesse timeline, and involves non-consensual sex between Frost and Jesse. If you don't enjoy this kind of content, I would advise you not to read it. ***** Special thanks to Holliday1960 for picking up the typos, and giving me feedback on this exceptionally long piece of fiction. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~...

Hotel - Room 707

by perihelion on Sep 1, 2017
Gay Male

I sighed with relief as I entered the hotel bar that Friday afternoon. It was Labor Day weekend, always an intensely busy period for a hotel on Clearwater Beach, on any Florida beach. Memorial Day and July 4th are also incredibly busy times as well but Labor Day weekend is total madness as hundreds of thousands of people seek to enjoy the last weekend of the...