Gay Anal Stories

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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...

How Life Changes Ch. 01

by bigskyben on Aug 18, 2017
Gay Male

A couple of years ago I wrote a couple of stories for Literotica and told about my first and only gay encounter when I was 19 year old guy. I never had another until my wife passed away 18 months ago. My life changed and so did my wanting for gay sex. I was on a project and in Anchorage, Alaska and started out marching in the Gay pride parade. I started vi...

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...

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...

First Time Fears Overcome

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

A Help for Timid Young Gays A homoerotic tale ***** CHAPTER 1 Serge had been fucking his partner, Chris's arse for several minutes with ever increasing amplitude and force, when he suddenly felt that magic something in his cock which was the intimation that the climactic moment, that incredible sensation when he would reach what had the makings of being...

My Journey Ch. 02

by lonesomejones on Sep 14, 2017
Gay Male

We cuddled in silence for a while. I felt fully relaxed, if not still a bit tipsy, enjoying the afterglow of my first penetration and the feeling of fullness in my bottom. There was a very slight breeze and the moon was illuminating the spa and deck. After a while I climbed out of the spa and went to bed where I slept soundly until morning. I woke up with mi...

Taking the Big Step Ch. 02

by Shady_Lady on May 1, 2018
Gay Male

When I wrote "Taking the big step" I was incredibly nervous because as a female writer I had no idea how it would be received. To my pleasure (and surprise) it was well received, and based on the positive feedback, I decided to write Chapter 2. This is a direct sequel to 'taking the big step.' Once again, if I got any details wrong, please forgive me. *****...

Vacation Sex Ch. 05

by Olive Hizklosoff on Sep 15, 2017
Gay Male

My wife went out to California to visit her cousin for four days. I know that she had an ulterior motive for visiting her cousin. She wanted to "run into" the woman we met while we were on vacation. My wife had hit it off with Sonny immediately. Their rapport was as if they had been friends all their lives. Although they had never met before and my wife had...

Massage Clinic for Men Pt. 02

by mastertosub on Sep 14, 2017
Gay Male

John turned partially on his side when Eric introduced himself. When he looked up at Eric he realized that the picture on Eric's website didn't really do the man complete justice. Eric was dressed in a form fitting t-shirt and a pair of silk Japanese pants similar in style to those worn by martial artists. Outlined in the thin material of Eric's pants John c...

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...