Gay Fisting Prolapse Stories

487 results
Orientation
Length
Source
Infinite Scroll

Getting Ready...

by 4inchhole on Aug 22, 2017
Gay Male

Hi, I've been fisted by women. Their hands are smaller, but I've been trying to find a guy to try to get in me too. Getting fisted properly is awesome, finding someone you can relax enough with is the hard part. Being totally relaxed, eager, and ready is critical. Being ready...clean, most important thing. If you don't have, get an enema bag (hot water bo...

First Time With Another Man

by kamaladevan on Aug 18, 2017
Gay Male

My past three stories have been on various experiences I had as a young adult. All of them can be considered as taboos in other societies. My own society considers such activities as taboo too, yet a lot of that happens in our society because sexual relationships before marriage are considered highly improper. Naturally, horny young people have to find a cha...

F5: Cooking It Up

by sabb on Aug 18, 2017
Gay Male

(Author's note: This story is an entry into FAWC (Friendly Anonymous Writing Challenge), a collaborative competition among Lit authors. FAWC is not an official contest sponsored by Literotica, and there are no prizes given to the winner. Every story for this FAWC begins with the exact same line. Where it goes from there is up to the author.) * * * * "Upon...

The Debut

by T@nman on Aug 30, 2017
Gay Male

I made my public debut as a cocksucker in front of seven of my best friends. This is how it happened. My girl and I were at a pool party with three other couples. Harv and Janet owned the place. They’d been friends for years with Gayle and me, Larry and Sue, and Bill and Ginny. We had a great afternoon of swimming and sunning. None of us guys are buff and n...

The Photographer Ch. 02

by Goldeniangel on Sep 19, 2017
Gay Male

True to her word Chelsea had managed to find not one, but three people who wanted Becca to take pictures of their sexual exploits - and that was just for starters. It had taken her less than a day. Chelsea kind of became Becca's little manager, and Becca insisted on paying her for it since she was the one bringing Becca clients. She'd also drawn up forms of...

Teachers Pet Ch. 02

by Kinkykille76 on Aug 29, 2017
Gay Male

Friday came all too quick and at eight I was in the locker room at the schools gym. The door opened and in came Mr. White and Mr. Brown sweaty after their game. "What are you doing in here slut? Didn't I tell you to meet us in the shower? Get in there and undress, I think we have to punish you so that you understand that it is best for you to obey us." With...

WTF

by jimmito on Aug 18, 2017
Gay Male

What the...? What the hell is going on over there? There is a dick sticking through a hole in the wall! Here I am in an adult video booth, my own dick in my hand, watching a blonde give a guy a very loving blowjob, and now this. I could not help but stare at the dick for a minute. I had to admit it was a good-looking dick, not large but very well formed....

Begin With His End In Mind Ch. 3

by gedda98 on Sep 14, 2017
Gay Male

The question was to answer itself. As I felt my shaft being swallowed by Tony, I shivered as he placed his large hands on my arse cheeks and spread them further. Again I felt a surge as his tongue left my rod, slid along my balls and up along my crack. The tip of his tongue pushed against my virgin hole as I pushed down onto Tony's face. As I felt him enter...

Move In Day Ch. 02

by bboy13 on Aug 18, 2017
Gay Male

Pt. 2 (Hunting Trip) It has been a few weeks here at college. Josh turned out to be a hunter, which I think is so much hotter. I mean, country boy in camo, who could resist? "Do you want to scout out a few places for deer?" Josh offered. I had a few things come to mind when he asked me, and it was far from anything that had to do with deer. "Yeah, sounds...

Me and My Boy Ch. 06

by willowview43 on Feb 12, 2019
Gay Male

Billy had hold of my hard cock up the leg of my shorts, slowly stroking it making it grow to its full size. "Are you still plugged?" I asked him. "Oh yeah and it's making my ass hungry for cock" he replied. I lifted up off the chair and Billy pulled my shorts down to my ankles. He started kissing and licking the head of my cock, running his tongue into the...