Gay Chubby Gay Male Stories

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Grins and Bears

by mrroshi on Sep 23, 2019
Gay Male

A guy I used to work with a few years ago got in touch and said he was going to be in the city for a few days and asked if I wanted to meet and catch up. So, the next week, I popped on a train and met him at a cool cocktail bar downtown. He had clearly started earlier in the day. I ordered a double Old Fashioned and about halfway through he asked me if I wou...

From Straight Virgin to Gay Bitch

by sissyboi on Dec 24, 2019
Gay Male

I was 18 when I lost my cherry. Not in the normal way, not in the boy meets girl kind of way. That didn't happen until I was 22, and was a total let down compared to my real first. His name was Scott, he was tall, dark and had a tight firm body. My first girl was chubby and drunk and I didn't quite catch her name. Still before I met Scott I was very straight...

Jason's Trip to Mexico Ch. 06

by beefylatn on Sep 25, 2017
Gay Male

Jason and Carlos entered the cell to find Martinez struggling against the handcuffs that held his wrists over his head and attached to the frame of the cot. When Martinez saw them coming in the cell, he began to twist and plead in Spanish while Carlos explained what they were going to do to him. Jason got up on the cot, straddling Martinez facing towards the...

Closing the Loop

by peterotica247 on Aug 18, 2017
Gay Male

I'd fantasized about playing with a guy since I was 26. But my conservative Catholic upbringing had been enough to scare me away from trying anything, even if I had found the right guy. I left my fantasies alone, got married, and fathered a child. Yet my curiosity still got the best of me. I knew I needed to find a guy who was every bit as curious and kinky...

Speedo/Locker Room Experience

by speedodave on Aug 22, 2017
Gay Male

I was always shy to wear my brief in public. I was working on the road and used my speedo app to find a local pool. I'd been really apprehensive to wear my brief to the pool without a bail out. In the past, I'd put on my jammer and throw on a pair of gym shorts over them and go to lap swim. I'd always have my 2" brief in my gym bag just in case I worked up t...

Piggy's Corn Hole

by bi3inchpig on Jun 9, 2020
Gay Male

Harry had never had a massage. How could he even consider putting some poor masseur through the torture of massaging his fat body? A guy he chatted with online assured him, "They are professionals; they work with all body types. Your fears are irrational. Just book it and let it happen. You'll be glad you did." His back was killing him. He had put on a bit...

The New Order Pt. 01

by Iamkrazy4 on Nov 4, 2019
Gay Male

Part 1: A Bottom's Duty Political strife. Riots. Violent crime. Impending war. These thoughts were all far from my mind as I slowly moved my dildo out of my well lubed ass in my dorm room. I bucked my hips to meet every thrust of my hand as a video compilation of huge clocks flashed across my laptop screen. Finally...it happened. I had a huge orgasm and I...

Balls in My Dugout

by DadsHoles124 on Aug 18, 2017
Gay Male

My Daddy was about 5'7" and 240lbs with cropped hair and a salt and pepper goatee. He also happened to have the smallest dick I'd ever put in my mouth. It was 3 1/2" on a good day, but Daddy's balls were the size of lemons and I loved to lick, suck and tug on those beauties all night. He shaved them just for me, you know. And Daddy's size didn't matter becau...

Field Trip To A Bath House

by switchhitter1966 on Sep 14, 2017
Gay Male

Last week, I had a very hot time with a young man. I wanted to write about it in here but remembered that I still hadn't finished this story from last fall. I felt guilty about starting a new story till I finished this one so I dusted it off and got it ready for you all. I hope you enjoy it. Remember this is a true story. Now I can write down last week's fu...

Bob

by Steveweis2001 on May 12, 2020
Gay Male

Bob I met Bob several years ago. He was referred to me by a friend that I had met through Master Jim. Jim was done with me but had connected me with one of His friends, Joe. Joe and I never connected other than one meeting and a couple of emails before he moved to Arizona. As he was leaving, he gave me Bob's contact info and said that I should contact him a...