Gay Anal Sex Stories

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Quarantine: Day 1

by Gingermedic on Mar 30, 2020
Gay Male

This is my first time writing a story. please let me know what you think! This was not how I expected to spend spring break, locked in my apartment with my roommate for 14 days. We were told we can't leave until the incubation period for this virus was over. I need to think positive to get through this, at least I have my roommate David. A little bit about...

Joe's Extraordinary Library Visit

by Jack Gates on Aug 18, 2017
Gay Male

Being an author on Literotica I get a lot of feedback from both male and females concerning first time anal sex. From women who are curious because of pressing lovers who keep asking them to bend over backwards to please them. Then there are bi-curious guys desperate to feel a cock inside their bums and scared stiff to ask a guy to do it. Personally, I was...

My Girlfriend Would Like To See Two Men

by CindyUSA on Aug 18, 2017
Gay Male

My girlfriend would like to see two men have sex Each person remembers their first time for the major events in their lives such as going to school, a date, kiss, and sexual intercourse. For the more adventurous, anal sex can be enjoyable for both the person receiving (bottom), and giving (top). On study has reported that 40% of married couples had experime...

A Friendly Wager

by binroe on Aug 18, 2017
Gay Male

I stared blankly at the television. It was a chip shot. A gimme. My favorite football team had just missed a 22 yard field goal that would of won the game. Hell my 14 year old neighbor could of made that kick. What rubbed salt into the mental wound was my girlfriend, who was dancing around the living room with glee. We had made a little wager on the game a...

Cross-Dressing, Gay & Lesbian Sex 05

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. * Daniel's one time bi-sexual fantasy consumes him "Maybe if you allowed me to have sex with Martin," said Emma to Daniel pausing without finishing her thought. She looked at him with teasing eyes and flirty sexiness in the way she used to look at him when t...

The Apocalypse

by realizingworlds on Jun 17, 2015
Gay

Your name is Lexus Halpas and you are one of the last men born from a woman after a strange disease wiped them out. Your father didn't take her death well and he became even more distraught when he learned that you would never know your grandmothers, your aunts, or many of your cousins. As his only child, he's hidden you from most of the world and tried to k...

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Bottoming with My Mentor Pt. 02

by shadoblivion on May 22, 2019
Gay Male

Once again, this story is entirely fictional. Names are changed. ***** It had been over a decade since I last saw Fred because of a falling out due to a miscommunication. Not long after our intimate experience together, he had tried to contact me to hang out casually but I was indisposed and couldn't meet up. He took this as a slight, like I was blowing...

Bathhouse Heaven Ch. 35

by glory_first on Nov 20, 2018
Gay Male

I had been expertly seduced into cumming into and around his waiting hot hole, seduced by how good it felt to fuck a man without a condom. He had perfectly exploited two advantages - my sluttiness and his. It has been over a month since my last sauna visit, a much longer interval than usual over the last years of having sex with other men here. And it had on...

Gay Fills In for the Secretary

by walterio on Sep 16, 2017
Gay Male

INTRODUCTION Pete Jenkins and Jack Lewis were wrapping up things at the office on a Friday afternoon. They both worked for an investment banking firm and shared a satellite office. The secretary of three years was getting married that weekend and she would not be returning to the firm. Under normal circumstances the guys and their wives would have attended...

Steve and Kyle

by JASONSHOMOEROTICA on Sep 5, 2018
Gay Male

CHAPTER 1 Kyle Sinclair, the main character -- let us call him the hero -- of this story, is a Chicagoan; active, young, muscular, sexually superbly equipped and totally gay. Kyle comes from a working class family living in the western suburbs of the city and has never paid much attention to learning anything at school, which, when he was eighteen he left r...