Gay Older Stories

6,817 results
Orientation
Length
Source
Infinite Scroll

Learning from Older Men Pt. 01

by letsplayhard1994 on Apr 1, 2020
Gay Male

This tale is a partially fictionalised account of my first time having webcam sex with an older man, an event which eventually led to my first time with a man. Names have been changed as well as locations but the following story is based off of real events. All characters are 18+. It was the spring of 2013, I had just turned 18 and I was extremely horny al...

Breeder Choice Ch. 04

by cruiser5050 on Sep 14, 2017
Gay Male

Jack gave me a call, and he said he was having a man play party at his house this weekend. I said yes I would love to come. He said Kevin and Mark would be there along with some of his other friends. It was a 3 day weekend for me so I would have a day to recuperate. Jack indicated that I would probably be the only younger man there. All the rest he said woul...

Young/Old Hotel Room Fun

by xxox69 on Aug 18, 2017
Gay Male

This is a true account of how I lost my anal virginity. It was one of my first gay experiences, and it happened just after I'd turned 18. More of my sexual adventures will be uploaded if this one is well recieved. A few weeks after my first gay experience, with a guy my own age, I was horny and wanted more. Since I've always found older men to be a huge tu...

First Time Bi

by ftandhubby on Sep 1, 2017
Gay Male

This is an interesting topic and I have given it a bit of thought on how to approach my experiences. I really had to think about it and actually decided that my experiences fit into two categories. First were those experiences I had as a curious youth experimenting? I'm sure many of us have had positive childhood sexual experiences with members of the same o...

Jim's Almost Swim

by yuyuassen on Aug 18, 2017
Gay Male

The story starts with Jim, a young 18 year old chub, working at a community pool. Check out Jim's camping trip for part 1! "Man this job sucks..." Thought Jim to himself as he sat at the receptionist's desk at the community pool. He sat there every day, watching people come in dry and out wet. Jim would occasionally go for a swim, but felt self conscious...

Punished By The Police Ch. 01

by Lukepreston on Aug 18, 2017
Gay Male

God I was tired. I had been to a late night cruise bar in the hope of picking someone up, but some nights it seems to be just the same old faces. Uninteresting ones at that. I got really bored so downed my last pint, got in my car and started on the fifty minute drive home. It was the end of the week and I’d gone out straight from work, bringing my ‘overnigh...

Bathhouse Recollections

by timmywells on Aug 18, 2017
Gay Male

It was different this time, Ben Ranalli noted after he set the tent up and looked at the pond his campsite was facing. He had been coming here for over forty years, first as a young lad with his folks and then later with his wife and kids. After the kids had grown and moved on there was a brief period when he had visited the place with just his wife, but she...

Christmas: Past, Present and Future

by Pelaam on Sep 14, 2017
Gay Male

As he walked along the town's main street, Caelin stopped to look at the display in the men's' clothes shop. It still looked out of place to see fake Christmas snow, a tree and bright baubles next to t-shirts and shorts, but that was New Zealand. Its topsy-turvy seasons had been the reason for his coming here. Christmas this year was going to be the worst he...

Trashman's Easiest Pickup

by timmywells on Oct 2, 2017
Gay Male

Billy Olsen's life back in 1966 was no bed of roses, having been sick for much of his teenage years, and even after pretty much recovering from rheumatic fever Billy's overbearing mother insisted he stayed in the house most of the time, studying and reading. The result was that Billy was a smart kid despite doing much of the work at home, and his mother co...

Cobalt Blue Ch. 04

by Pelaam on Sep 26, 2017
Gay Male

Chapter 4 - Loving in a Winter Wonderland "Have I told you how great this is?" the slender blond enthused as he and the taller figure behind him gazed out at the snow-covered countryside. "Oh only one or two ...dozen...times," came the warm amused voice of the tall, dark haired man from behind his mate. Jaze smiled affectionately as the angelic face turned...