Gay 69 Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

69 in a 60

by Middleagepoet on Aug 18, 2017
Gay Male

I had finally hit the jackpot at the car rental place. You go months and months renting cars while traveling and get stuck in the sub-compacts or even worse the PT Cruisers or HHRs. You see the flashy Camaros and Mustangs or the high end Caddys but it always seems, no matter what you order, you get stuck in a schmuck car. However, this time at the airport I...

Take A Walk With Me: The Beginning Ch. 02

by 69plus1 on Aug 28, 2017
Gay Male

I was processing a recent event that had the potential to change my life. I could drive me nuts with guilt and shame or really expand me. I had spent an afternoon with a woman fuck buddy sucking cock at a nude beach in a wooded area. I had given in to an old fantasy that I hadn't known how to process. Unconsciously I had pushed it by hooking up with a frien...

Take A Walk With Me: The Beginning

by 69plus1 on Aug 28, 2017
Gay Male

Take a walk with me. I was 29 at the time. I was fucking a few hot women and a couple of girls but was having more and more fantasies that were pushing my limits. (Women know what they want and aren't afraid or ashamed to go after it, girls just want. Both can be very good company) I found myself looking at more and more porn sites that were bi and even gay...

If You Drop Your Wallet In P'town

by 69plus1 on Sep 17, 2017
Gay Male

I was about 23 and only out of college a couple of years. I was working for a hotel and restaurant supply company spending half of my time at the home office in Boston and the rest on the road. I had grown up in a small town in central Maine and going to school in Cambridge Mass was a real eye opener on many levels. The most exciting was my exposure to sex...

New Horizons Ch. 04

by 69plus1 on Sep 14, 2017
Gay Male

Jim and I had just shared an out of our minds 69 and were recovering when he had said he wanted me to fuck his ass. This was music to my ears. I have fucked a lot of women in the ass and while some were much better than others one thing that always separated a "favor" ass fucking was the woman asking for it, and even better enjoying it. Some did it as a fav...

New Horizons Ch. 03

by 69plus1 on Sep 14, 2017
Gay Male

As Jim and I are lying back side by side he sees that I am hard again, but as he has just cum he is soft. We had both written each other about wanting to feel a cock harden in our mouth so I ask him if he would like a cocktail. As soon as I have said it I know it was a mistake as Jim quickly replies; "Yes please tell me a story about your fine cock!" Laugh...

New Horizons Ch. 01

by 69plus1 on Sep 14, 2017
Gay Male

This is a compilation of some hot messages two other Literotica members and I had sent to each other. It started with one and I then evolved with the second writer and I. A reader of one of my posts on the GLBT Forum wrote me and said how hot the post had gotten him. I wrote back and asked him if he would be interested in writing hot nasty emails back and f...

Email Friends Get Together

by 69plus1 on Aug 18, 2017
Gay Male

I have been writing hot letters to and receiving replies from another Lit erotica reader and have turned them into a story. * We live so far apart and getting together might be hard to accomplish but I do have a time share near you. It is very nice, a self contained unit. Kitchen, living room, big bed room and king size bed. There is even a spa in the tub....

While He Slept

by 69clambake on Oct 31, 2018
Gay Male

He arrived back at the hotel, tired from hours of meeting with dark suits and overly serious faces. He was looking forward to a bath, a glass of wine, and the anticipation of his visitor. He handed the front desk an envelope with instructions and a name written on the front. Inside was a room key. He entered his hotel room, sat his briefcase on the desk and...

The Massage

by 69plus1 on Sep 14, 2017
Gay Male

It had been a great massage until I turned over and realized he was naked and had a huge cock hanging over his big sack. I had thought he paid a lot of attention to my glutes and while it had excited me when his fingers brushed my ass hole a couple of times, I figured it was just part of the process. I was a little uncomfortable when he had said to turn ove...