Gay Speedo Chastity Stories

791 results
Orientation
Length
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Infinite Scroll

Finally Meeting in Person

by speedodave on Nov 27, 2017
Gay Male

I was to be leaving for overseas for quite some time and have a few mates I chat to online who are way into speedos like I am. I have over ninety different pairs and love wearing them everyday for swimming and as underwear. I have always been into them after having been in surf club as a junior, played rugby league and wore speedos and footy shorts as much a...

Taking the Neighbor Ch. 07

by jjdtx on Oct 30, 2017
Gay Male

***Mom gets more interested in Allen's gay side... For the next two weeks, things had been going about the same way. Daily, I was able to fuck Allen in his tight little ass, and we were sucking each other every chance we had. Allen was getting better and better at taking large dildos in this ass too, something that he quite enjoyed. He had his girlfriend...

Gaycruise Daddy

by sr71plt on Aug 30, 2017
Gay Male

"It's a great way to throw your money away; that's what it is." "Well, let's see, Pete. How much have you spent on the site's hookup service, and how many guys have you actually hooked up with?" "I've had some real hot conversations and cybersex with some of them," Pete sniffed. "Purely in cyberspace, right? At, what, a dollar a word?" John answered, with...

Spring Break Oil Wrestling Contest

by WorldOfSize on Jun 8, 2020
Gay Male

Kevin and Todd, best buds through elementary, high school, and their Freshman year of college, were in Orlando for their very first spring break. Everything was going just how they'd imagined. Chicks in skimpy bikinis were everywhere, alcohol was plentiful, everybody was available, DTF, and skin was in the game. They'd hit the gym hard in preparation for sh...

Our Vacation

by eviltwin52 on Aug 18, 2017
Gay Male

"I'm going to fuck you both", he said as he led us across the pool section toward the hotel. People watched and sniggered as the large black man groped my wife's ass, and held me by my wrist as we walked through the open areas. It was evident that my 5 inch dick was hard. It was tenting my white speedo. The contrast of his large black hand on my wife's ex...

Late Night Hotel Meeting

by 40yrman on Aug 18, 2017
Gay Male

I am a salesman who is on the road often. I have been married for over 20 years. Except for a college "gloryhole" experience at a local bookstore, I consider myself straight. My territory is rather large, requiring hotel stays often. I have recently found myself more and more infatuated with older men, mainly 60 years and older. I have often fantasized abou...

My Teenage God Ch. 04

by DominanceAddict on Sep 14, 2017
Gay Male

This story is a continuation of the My Teenage God Series. In the previous stories we first followed David as he submitted to the muscular teenager Max. We then turned to the teenage goddesses Felicity and crystal as they seduced Deborah, their female tutor. We now go back to David and Max's story. The two tracks should merge soon enough. I've switched David...

Afternoon Delight

by Gil_Raleigh on Aug 18, 2017
Gay Male

Special thanks to my editor Cam. No matter how well you write, having an editor is invaluable. Disclaimers 1. If you're not supposed to read this due to the laws where you live, hit back and move along. If you read further, that's on you. 2. lf m/m sex isn't your thing, hit back and move along. 3. There may or may not be incest themes in any of my storie...

Cuckolded by the Dune Man

by RSchwuler on Aug 18, 2017
Gay Male

"OK honey, strip." My girlfriend had pulled into the beach parking lot and smiled at me gleefully as she removed her bikini top. I looked down at the tighy baby blue speedo I was wearing, feeling exposed enough as it was. My mind racing as I hooked my thumbs into the waistband, I thought of how we had come to this point. The previous weekend we had been at...

Did It For The Team Ch. 04

by guyinspeedos on Sep 19, 2017
Gay Male

The following weekend would be our first large meet of the season. Coach Homes added extra morning practices with both weights and swimming, so there would be two daily three hour workouts per day over next two weeks. It was tough, but definitely would make a difference in my preparation. I attempted to steer clear of Kent, which was difficult since we both...