Gay Huge Butt Plug Stories

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Prepping for My New Life

by schuwinggg on Aug 18, 2017
Gay Male

Here I was, jilted by the girl I had devoted the last 10 years to and wondering what I did wrong and how I would trust a woman ever again. All during that time my partner had a fixation with my ass and I was slowly but surely questioning my leanings. It all started with her eating out my rear and progressing to the point that I couldn't cum unless she was r...

Confessions of a Cock Servant Ch. 02

by JAKOFFAB5 on Aug 18, 2017
Gay Male

It had been two months since I first agreed to be a human urinal at Jon's bar and had undergone a total transformation training session with Uncle Bob. I spent two days a month in full rubber and installed as a urinal at the bar. The sessions were always hot, with lots of piss and cum to keep me well fed. Uncle Bob and Jon had seen to it that every day I "w...

Holiday Fun with Older Men

by bottomfun on Dec 10, 2018
Gay Male

There he was, he must have been about sixty years old, he had an amazing figure and a lovely tan as if he spent most of his time sun bathing. He was by the pool at the hotel I was staying in, for some reason I had taken a liking to him. I had never been with another man before but for some reason looking at him got me flustered. I quickly put a pair of short...

The Package Pt. 02

by A_Can_Of_Beans on Sep 14, 2020
Gay Male

A week had gone by since Max first discovered that wonderful package. Since then he had been a lot more curious about himself. First of all he learned of his new obsession with texture. The cool silk of his nightgown sent shivers down his spine. The feeling of smooth, freshly shaven skin was freeing. And best of all was the excitement of dressing feminine....

The Hanky Code Pt. 18

by His_fag_wife on Sep 14, 2017
Gay Male

I was fast asleep, dreaming such sinful, delightful dreams when I felt my hands and ankles being restrained. Then I felt a heavy body sit astride me and it pulled down hard, forcing a ball gag into my mouth. I tried to resist but my teeth would have been smashed. The ball gag pushed into my mouth and my head was lifted as it was buckled tightly behind me,...

The Boy At My Door... Ch. 03

by funguy2223 on Aug 31, 2017
Gay Male

It's been ten days since this teen boy first knocked at my door. I remember when I first looked through the peephole to see proof that he was legal and had shaven his thin eighteen year old body for me. He was such an innocent boy in that first moment, so horny and so inexperienced. How was he to know that what I had been doing to him was anything other than...

My Angry Tenants Ch. 07

by rae121452 on Oct 11, 2017
Gay Male

It was the day I had to fly to Buffalo and I was a little bit uncomfortable. Ron and Gary had given me a going away party the night before and invited Johnson and Ken, the parole duo and the massive dicked tattoo guy who did their ink. Which meant that they had run a train, all night long, on my now bruised and throbbing asshole. My jaw felt like it was di...

My Neighbor, the Dominant Top

by dixeenormous on Sep 14, 2017
Gay Male

My downward spiral into a submissive bottom slut started late in life. I'm still very much in the closet and outwardly I appear as the perfect suburban husband, father, employee and neighbor. I love my wife and family but I recently found a new hobby that I crave with a passion; I can't get enough of my neighbor's big hard cock. It all started innocently en...

Dave and Scott Pt. 04

by willowview43 on Sep 14, 2020
Gay Male

Scott had rammed a huge butt plug in my ass while we watched my brother get fucked by his son, and told me to keep it inside me all night. He wanted my asscunt loose ready for a hard fucking the next morning. I went back to my bed but I didn't sleep much that night - the plug was so big I could feel it stretching my hole. A tight cockring was around my cock...

A Wonderful Friend Pt. 01

by cruiser5050 on Mar 16, 2020
Gay Male

It was about six AM as Mike looked at his watch as he started to take his early morning walk. Mike looked around as he walks around his neighborhood this early in the morning. He saw it is going to be a beautiful warm day, and Mike enjoyed being 65 years old. Mike kept himself in shape throughout his life by going to the gym. Mike thought as he walked, threw...