Gay Dildo Punishment Stories

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Infinite Scroll

Shawn's Punishment Pt. 02

by Guy521 on Jul 31, 2019
Gay Male

Master led Shawn to the basement, a very familiar place to Shawn. It was here that he had been trained by his master, worshipped his master and been used countless times. Tonight he was here to be disciplined. He had been disciplined before, but Master had was incredibly angry. He was tired with Shawn's insolence and was ready to teach the young man his righ...

Farm Boi Life Ch. 05

by Sungmehetu on Mar 13, 2018
Gay Male

This chapter contains urine ingestion, and torture. Chapter 5 David didn't seem to respond to me walking into the basement. He was in the half sleep that one can sometimes manage while hanging from your wrists. It was chilly in the basement, especially overnight, but sweat beaded his face. Trying to stay on your tiptoes all night would create cramps, but h...

The Journal Ch. 01

by thebionicman on Sep 1, 2017
Gay Male

The following account of late 19th century sexual torment was taken from the journal of Daniel Nickels, the Captain of the brig Waccamaw during the Civil War. The journal was discovered hidden behind a wall during recent renovations at the Bellaire Plantation in Savannah, Georgia, where the Captain lived after the war. I surveyed the chamber for the upcomi...

And Spoil the Child Ch. 03

by sr71plt on Sep 16, 2017
Gay Male

"Oh, shit, Pete. You have me filled." I was flabbergasted. One of my students had turned the tables on me and had me skewered and pinned to the floor. "And you're starting to love it, aren't you?" Pete responded with a laugh. "It's that big black cock that's in you, Professor. The one you admired so much. Admit it, you love having me inside you. I've seen y...

Hitch-hike from Frisco

by alexcarr on Aug 18, 2017
Gay Male

Pete was due to do a Gig in Frisco but he got the dates wrong, it was not booked until the following month, so with no cash to travel he went for the hitchhike once more, like he did when he came down, he needed to get back home to New York. By coincidence; holding his hand out on the highway this big guy in a big truck to match hooted him and came to a ski...

Agent of Change

by daxwrites1 on Aug 7, 2019
Gay Male

Disclaimer This is a work of fiction and may contain scenes of explicit sex. Any resemblance to actual places, persons, or events is coincidental. All characters are over 18 years of age. If you are not of the legal age or location to read adult stories, or are uncomfortable with erotic type themes, please stop reading now and close this document. If you ca...

Gay Lovin' Gone Bad

by Ciceri on Aug 18, 2017
Gay Male

I have always been turned on by the lash or whip. Even when I was a teenager I wasn't so repelled by the idea of slavery merely because the whip was often used. Of course, slavery is bad. I knew there was an occasions when two or more consenting adults got together and used a whip. I just did not know when. I grew older and became aware of such occasions thr...

Progression Ch. 09: Punishment

by klapperz on May 1, 2018
Gay Male

Once again Nathan found himself lying awake beside Kevin, who was sound asleep. All that was running through Nathan's mind was having Kevin's cock thrust into his ass. Unable to sleep, Nathan sat up and turned on his laptop to watch some porn. He logged into Ryan and Jacks porn channel and watched the videos. Each one made his cock fill the cage more each t...

College Days Ch. 09

by jjdtx on Sep 14, 2017
Gay Male

We were on our third day of me having my way with Mark. So far, I had fucked his ass nine times, cumming inside him seven times, shooting my wad on his ass twice more. He had sucked my cock five times, swallowing the load each time and he had been allowed to cum five times. It was now three in the morning, I had gotten up to go take a leak and came back int...

Sissy Bottom Has a Nite Out Ch. 02

by lostsoul1974 on Sep 14, 2017
Gay Male

Last night, my friend Eric and I had some really hot sex down at the Adult Theatre. Eric had me wear a pair of my wife's panties and I was a sissy fuck-boy for a whole theatre full of horny men. My wife is out of town for the weekend, so we are gonna be as lecherous as two bisexual fuck-buddies can be. This morning, I awoke to the sensation of Eric's hand s...