Gay Chubby Briefs Stories

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Used in the Bathroom

by chubby_biguy88 on Sep 14, 2017
Gay Male

Nate sat in his car and took another long drag off of the half-finished cigarette, he knew that if he was going to chicken out he had to do it quickly. He looked again at the plastic shopping bag in the passengers seat and was tempted to reach inside and feel the cotton panties again. "Pink." The message had said, and Nate did not want to disappoint the st...

Bro-Job

by chubby_biguy88 on Sep 14, 2017
Gay Male

"So you think you can suck cock better than a woman?" Jay took another drink from his beer and laughed softly. His blue eyes sparkled mischievously in the low-lit bar. "Dude, it's a generally accepted belief that guys who suck dick are better at it than most women." I followed suit and sipped from the ale in front of me. "Guys have cocks, so it stands to r...

Losing My Virginity

by mdtchaser62 on Oct 12, 2017
Gay Male

A Chubby Chaser's Autobiographical Tale Episode 1: First Contact Hi, my name's David. I've known that I was a Chubby Chaser my whole life. I'm apparently "hard wired" for it. But, knowing what you want doesn't necessarily help you get it. This is the tale of how I finally "got it". Right after graduating High School, where I had been completely closeted,...

Interruptions Ch. 00

by scargazer on Aug 18, 2017
Gay Male

Under the light of the sun, his skin had the color of caramel. His smile was wide and goofy, scrunching up his chubby cheeks and turning his eyes into mischievous slits when he was amused or thinking up of something funny to say. When he had beer in hand and the company of friends, he liked to crack corny jokes which always made me laugh. His demeanor was t...

College Guy's Experiment

by wrestlerboner on Aug 18, 2017
Gay Male

*Note* This is a true story with certain details and the names of the characters altered for their protection. Everyone in this story is of age. Enjoy. I had been curious about my sexuality for a couple of months, but never had the courage to act on it and try it out. Sure I'd visit to a video store every once in a while, and sometimes let a guy suck me o...

Gym Jerk Off

by wred222000 on Aug 30, 2017
Gay Male

It was any other normal day at the gym. I was determined to get a good workout as I pulled my gym shorts over my grey boxer briefs. I concluded that a good swim after my lifts would suffice. I set off on my usual sets of leg presses, military presses, and other lifts. Compared to everyone else I'm much smaller only about 5'8 and mostly lean muscle. Being o...

Pleasuring Papa

by Pussrider on Aug 18, 2017
Gay Male

Vincent Simone sank his thick 8-inch cock deep into the ass of his client and shot his load in his condom. The client, a chubby balding businessman around 60 years old, untensed, sighed with satisfaction and reached a hand back to stroke Vincent's balls in gratitude. Vincent withdrew, cleaned himself up in the bathroom then dressed. He accepted the £200 the...

Caught with a Wedgie

by marriedhubbi on Oct 8, 2019
Gay Male

I never knew that my straight-laced life could take such a turn. Until that day I thought my hidden life of masturbation would remain undiscovered forever. You see, I have an unusual way of masturbating. When my wife and kids are out of the house, I often head to the bedroom and strip to my underwear. I prop up a couple of pillows in the middle of the bed,...

Movie Night Submission

by robcub32 on Sep 14, 2017
Gay Male

It was Saturday evening and I was bored. I decided to buck my routine and go to the movies. I go to the movies every Sunday morning when it's not crowded and when the prices are cheapest. Hopefully it wouldn't be too crowded. I didn't like people to be too close to my personal space. I'm deathly shy and totally lacking in self-confidence. I guess that comes...

A Bear Cub Takes My Virginity

by Bundy5 on Sep 14, 2017
Gay Male

I had never really been fussed about sex. I was 21 and hadn't even kissed another guy. I wasn't in any rush to, either. It'll happen when it happens, I thought. Besides, I was a student living at home and I wasn't out of the closet, so I couldn't bring the sort of guys I liked home. My first sexual encounter happened when my dad went overseas for a month an...