Gay Speedo Chastity Stories

791 results
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Infinite Scroll

My Sister's Fiance

by speedodave on May 15, 2019
Gay Male

Let me start this off by saying that I am not gay. I have never had a gay experience until, this happened. It will never happen again and I am getting married next weekend. I'm putting this experience down in writing because out wedding counselor from the church suggested that if I write this down I can use it for strength if I am ever tempted again. My n...

Bulge Exposed

by Acidity on Aug 18, 2017
Gay Male

College wasn't easy for Jay. He was self conscious about the size of his package, as people would stare and some people would point and comment. Baggy clothing would often cover it up. However, after gym class, he would have to shower with the other boys. Concealing his 18 year old package in speedos was the only way he would dare enter those showers, but of...

Learning to Suck Cock

by speedodave on Feb 25, 2019
Gay Male

Hi everyone, my name is Jeff. I'm 28yo, consider myself straight (I've been dating my girlfriend Stephanie for over a year). I live in Boulder, Colorado and I'm an Engineer. Last Friday night, I sucked cock for the first time in a decade. Stephanie and I were spending the night in Breckenridge at a friends house and we met Dave who was also staying there....

They Become More Than Cousins Ch. 05

by walterio on Aug 31, 2017
Gay Male

AUTHOR'S NOTE: I had not intended to write a series or a sequel to this story at the time that I submitted it. However based on the comments that I received encouraging me to continue this story, I have decided to write another chapter. If that is well received then I will continue with these characters. Thank you for the positive feedback. ***** SPEEDO PO...

Swimsuit Shopping

by Johnthong1989 on Sep 14, 2020
Gay Male

I couldn't believe it. I was on my knees, wearing nothing but skimpy black thong, with a massive cock bulge inches from my mouth. I was staring right at it, with a mans hand on the back of my head bringing my lips closer to his massive package. "You're going to have to beg for it, if you want to suck this cock, boy," he said while he pressed his speedo clad...

Trawler Initiation

by sr71plt on Aug 18, 2017
Gay Male

On a shrimp boat trawler well out to sea, you and a big muscle-bound bruiser of questionable intellect are telling me while we are taking a coffee break in the trawler I'd signed on for my sophomore summer in college that the senior crew all have privileges with the new guy. Just an initiation—like crossing the equator for the first time. But more fun. What...

Wrong Choice

by sr71plt on Aug 30, 2017
Gay Male

It was the wrong choice of swimwear, and I was headed back to the guest room to rectify that, when the cause of it all stopped me in the hallway. The new owner of our company had invited me to his country place for a weekend to discuss some details of a project we were working on, and it turned out there was a pool party included. But, not knowing that, I ha...

Beach Vacation

by wannabepga on Oct 24, 2018
Gay Male

I was traveling on vacation with my wife and never even considered this would become an opportunity to explore a gay sexual adventure. I haven't been with another man for almost two years and while I thought about exploring that side of my sexuality on occasion, I just hadn't searched out another experience, but things were about to change. As we arrived at...

Gym Showers BJ

by wred222000 on Aug 18, 2017
Gay Male

I was tired. I sprinted my last lap of the pool and quickly lifted my head at the end of the pool to inhale deeply. My eyes wandered as I slowly tried to regain my composure. Looking towards the other end of the pool I noticed a short middle-aged man in the hot tub staring at my direction. I've seen him before, swimming in a maroon Speedo. He was only OK loo...

The Pride Pool Party

by Gay_sex_only on Jul 24, 2018
Gay Male

It was the second night of Pride in Orlando, and I was at the pool party that was happening at my hotel. The music was thumping so loud that I could feel the bass in my chest. All around me were some of the hottest men I've ever seen wearing next to nothing. I wasn't wearing anything but skimpy swim trunks I found online myself. Beach balls were flying throu...