Gay First Time Anal Stories

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Failure to Fuck

by assxible on Aug 18, 2017
Gay Male

About halfway on my journey into anal play, I started fantasizing about getting a live cock in my ass. I embarked on a quest to stretch myself to accommodate the size and girth of the cocks in my daydreams. Anal masturbation is pleasurable, but it's a solitary pursuit. Sex is always better with a partner. So when I was able to take a large dildo easily, I be...

From the Frying Pan into the Fire 01

by walterio on Oct 15, 2017
Gay Male

PRELUDE Brad was in bed with one of his lovers when the telephone rang. He was annoyed because he was buried balls deep in his lover's ass. Brad rolled over to get the phone and as he did his cock slipped out of a shapely ass. "Hello," he said into the phone clearly disturbed by the interruption. "Brad, hi it's David. Sorry to bother you but I need some he...

Gym Shower Fun

by kinkydesire888 on Aug 31, 2017
Gay Male

I loved my shower time after my work out at my gym. Every other night at 9 pm I would be down with my work out and striping down at my locker ready to hit the showers. I kept my schedule that way for one particular reason. Every time I hit the gym at that time there would be a 50 some year old man that was showering with his curtain wide open. Being a bit...

Encounter in the Adult Video Arcade

by walterio on Apr 3, 2019
Gay Male

INTRODUCTION This story takes place in the 1970s before the threat of aids when bareback sex was commonplace. It is completely fiction and all characters are 18 years of age or older. THE VIDEO STORE I was on my way home on a Friday evening after a few drinks at my favorite watering hole. None of the girls that I had been fucking lately showed up that e...

People Can Only Label Themselves

by PanzerFeck on Aug 31, 2017
Gay Male

1 I don't know what other people do when they graduate college. I suppose they just try to make a break for where they're hoping to get to, otherwise fall in line with the way their life is shaping up, if they don't just go back home to mom and dad. Myself I was twenty-one when I graduated and I was lucky enough to have a permanent job, though not the job...

Paul's First Assfucking Pt. 01

by JohnLeslie on Sep 17, 2017
Gay Male

My name is Paul, I am 40, tall, athletic, handsome and masculine. My girlfriend Michelle, is a cute 21 year old college senior with long black hair, a slightly curvy body and big boobs with sand dollar like nipples. We have an amazing sex life and often fantasize about threesomes and foursomes. Usually, I am very dominant sexually with her and the other wome...

Cock-Crazed

by mmgo on Aug 18, 2017
Gay Male

This is the second part of a three-part series. As with the part one, this is a true story. This part is called Cock-Crazed. I had become familiar with man to man sex, but suddenly I seemed to find it everywhere. One day, I was on a business trip in a city several hours from home. I had completed my business day and impulsively stopped at an adult bookstore...

Philippe's First Year Being Gay Ch. 03

by walterio on Oct 15, 2017
Gay Male

Author's note: This story is also based on a request that I received via e-mail. The person making the request stated that he is French and that he enjoyed the gay life in France before moving to the U.S. He provided the fundamental story line and asked me to embellish it as the story developed. He said that he did attend college and work at a salon in Paris...

A White Jump Suit with a Trap Door

by walterio on Sep 14, 2017
Gay Male

AUTHORS NOTE: This is a story about bisexual encounters including a pretty gay. ***** A SURPRISE DISCOVERY Bert Jennings arrived home much earlier than normal as he had a black tie affair to attend later that Friday evening. Upon entering his modest three-bedroom house, he headed upstairs to shower, shave and put on his tuxedo. Reaching the top of the sta...

Bi-Curious Fantasy to Reality Ch. 03

by JJ79cbab on Sep 25, 2017
Gay Male

Mark and Josh's cock's were still soft, but I knew what I had to do. Even though I felt the warmth of their semen in my ass and stomach, and boy did it taste good, I knew the final chapter of homosexual awakening was coming. To seal the deal and tie me into cock-love I was feeling in my heart I knew I had one more task to fullfil. Not that it was a chore,...