Gay Strapon Stories

60 results
Orientation
Length
Source
Infinite Scroll

Encounter with Black Couple Ch. 03

by maturemadness2 on Sep 19, 2017
Gay Male

To understand how we got to this point please read Part One. Paul and Janet will tell their experiences, as the story progresses. We lay in bed discussing our night of hot sex with our new found, hot black couple. "Honey, he got me off twice and he hasn't had that big black cock in my pussy yet. I hope I can handle that thing. I have to have it, baby,...

When the Boss is a Bear

by Cymon on Aug 30, 2017
Gay Male

Tony put the beer back on the bar. "That was a long day eh?" he said shaking his head. I nodded agreement as I sipped my own beer. Tony was a self made man. At the age of fifty now, he had built up his own paving company over the past ten years into a thriving business and still insisted on being present at any new contract meetings. For the past year I ha...

Maintenance Men

by greyhound_guy30 on Sep 15, 2017
Gay Male

How does anything begin really? If anyone had told me when I cracked the window in our spare bedroom that it would lead and my wife Jane down the path of sexual depravity I would have not believed them. But it did. I was moving a dresser when it tipped and a paperweight slid off and crashed into the window. The window only cracked a little. Jane and I argued...

Quincy

by jimmito on Sep 14, 2017
Gay Male

We had become best friends by default. Quincy and I were the only long distance swimmers on our small college swim team and we were dating sisters. Our schedules brought us together. Eventually we roomed together. I am a reserved person and had never pressed for close friendships; Quincy was my first best friend since the third grade. He was more of an extr...

An Old Friend Ch. 02

by jjdtx on Sep 14, 2017
Gay Male

Chapter 2 – The Next Day The next morning, Joe left early for work and I didn't have an appointment until late in the day. So, I lounged around, looking at his DVD collection. In a small box, I found his porn stash. It was a nice selection of compilation DVD's. About twenty in all, most were straight cum shot movies, but there were four bi movies. All were...

Would You Sleep with My Husband?

by Plato on Aug 7, 2019
Gay Male

After 7 years of being a caregiver, I was sad but wiser when cancer finally stole the great love of my life. I was 62, widowed and an empty nester. Time was my friend, I was free of chemo, doctor's visits, and hospice. It was time to mourn, and then it was time to move forward, to live. No disrespect but I had 7 years to prepare for this day, anticipatory gr...

Good Neighbor

by jimmito on Aug 18, 2017
Gay Male

I did not remember my neighbor's name. We had lived next to each other for two years and exchanged pleasantries but never visited each other's homes. We were both in our mid forties, about the same size all around. He was married and his wife would nod and smile at me but I had never spoken to her nor she to me. I am not unfriendly. I am however very reserv...

Winners and Losers Ch. 09

by bawdybloke on Sep 15, 2017
Gay Male

The premise of this story, is that after the match, the losing team provides sexual satisfaction to the winning side. Previous chapters are on Literotica. ***** I was certainly a little nervous about returning to work a few hours after sucking most of my colleagues in a hotel bedroom behind a gloryhole constructed from a vandalised hotel duvet. I had swal...

James and Carl after Vegas Pt. 02

by sj_53 on Sep 16, 2017
Gay Male

This story is a continuation of Pt. 1. The beginning will be better understood if you read Pt. 1 first. James It was my first night at Carl's house and I was completely comfortable for the first time. My conscience was clear Kelley knew Carl and me and I was so happy she had found love with Lilly. I was totally relaxed and just had the best sex ever. Ca...

Neighbor Ch. 03

by SluttyBisexualGuy on Jul 20, 2020
Gay Male

It was that next Friday night and Maddy and I were snuggling on the couch together getting stoned. Such was our preferred method of stay-in style weekends. We'd gone out a number of times throughout the week. We specifically wanted to talk in public about our crazy new obsession with Tom. We'd spent that whole week having all sorts of amazing sex. We'd bee...