Gay Anal Stretching Stories

6,645 results
Infinite Scroll

San Francisco Swinging Ch. 02

by KenJames on Dec 4, 2017
Gay Male

* * * * * * * * * * Note: This is a BISEXUAL story. It has male-female sex, as well as male-male sex. * * * * * * * * * * "Did you really mean it?" Fred asked. "About wanting me?" "Uh . . ." Lust fought with fear. Lust won. "Yeah. Whatever you want to do." Fred looked from Andy's stiff dick to his face and smiled. "Man. You're as eager as a horny virgin...

Adventures of Wiley Coyote Ch. 21

by wiley4377 on Sep 14, 2017
Gay Male

NOTE: I received several emails wanting more of Wiley's gay action—so here's the final and last story. I was fucking Debbie and her girl friend but it was not as powerful an orgasm as when Jeff plowed my ass. I was missing a hard cock in my ass to stimulate my prostate and I realized that I liked pussy but needed a hard cock too. I called Jeff on Sunday wh...

Fun and Games Ch. 04

by jm02201960 on Sep 15, 2017
Gay Male

We both got dressed and went out into the living room and he put on a movie called Trainspotting which is actually a cool flick. I relaxed on one of the chairs and we both started to watch it. About halfway through the movie, he just blurted out, "So do you want to fuck each other in the ass tonight or are we done?" I scooted my ass around on the chair as i...

Anal Seduction Redux Ch. 04

by wiley4377 on Sep 10, 2018
Gay Male

Ch. 04 / Ass Wrecked As I walked to my car, I could feel the jism and possible poop oozing out of my wrecked ass-hole. Hank had stretched my rectum to extreme measures. I sat in the car, leaned back and closed my eyes as the images of the last hour raced through my mind. My legs were rubbery and my nipples were sore and my balls churned painfully from the...

Gay Bottom at College (Now Public)

by meris on Feb 1, 2016

My name is Sam tomorrow is my first day at college I'm 18 and have been gay for a while. I wake in the morning and get out of bed feeling very awake and excited I look at myself in the mirror wild brown hair looking frizzy from my shower the night before yet still looking cute. My emerald green eyes stare back at me hungrily, popping noticeably from my almos...

Open in Reader

Painful Sex Is Not...

by fox-for-fun on Aug 18, 2017
Gay Male

Painful Sex Is Not What I Want Dear readers I shall be telling you about an incident of anal sex with one of my class fellows. The name of class fellow is Martin. It was 1993 and I was just having some very good time as gay in the college and there suddenly I developed a desire to fuck or get fucked by my this class fellow. I actually found him very attract...

Anal Sex Ch. 04

by fox-for-fun on Aug 18, 2017
Gay Male

I have been doing this anal sex, since 1985 but the best anal sex I did was in 1997 with a very cute young teenage boy of about 19 years of age. He became my friend while I was coming to my hometown by air from some other city. He was a very shy person and never had any sexual experience except playing with him self. Since we had become good friends, so we w...

Mountain Men Ch. 05: Farewell

by KenJames on May 4, 2020
Gay Male

* * * * * * * * * * Farewell To The Mountain Men * * * * * * * * * * Tom Prescott had heard of gay baths—places where men went for quick anonymous sex—but he'd never expected to be wandering through one, naked except for the towel wrapped around his waist. The clerk had said it was unusually crowded, even for a Friday night. There were definitely a lot o...

There is No Substitute for David

by alexcarr on Aug 18, 2017
Gay Male

There is no substitute for David... Lately I have been having one of those periods many a guy will know about, when you just can't get sex out of your system and the ache goes on and on an ... I have been unable to get a full nights sleep due to the pounding there down under and me, sleeping usually on my front, am awakened by the most stiff hard-on I have...

Abs and I

by abadmirer on Sep 16, 2017
Gay Male

When I left school at the age of 18 I was very skinny ; 5 foot nine inches and weighed about 8 stone (not quite the 98 lb weakling of the advertisements but not far off!) When I went to university I decided to go to a gym to put on some weight. There weren't too many around in the late 1960s, but I found a funny old place in Upper Queen Street. We'll call it...