Gay First Time Bottom Stories

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John Introduces Me Ch. 02

by firmjames on Aug 18, 2017
Gay Male

John, My Second Visit This is the second of my stories about how I came to accept that I was not fully heterosexual. These stories are true reminiscences, even the places and most of the names are unchanged...If you think you recognise anyone or have similar experiences then get in touch.... My thoughts were very mixed over the next two days. I was excited...

Beauty and the Beast Pt. 01

by Suzzique on Dec 17, 2017
Gay Male

I hesitated a long time before I advertised on Craig's list. I was 18 and had left school two months before. I had a place at university for the following October, almost a year ahead. I was living at home and had a mindless temporary job in a solicitor's office that made no demands on anything but my time. I'm a very shy person and no one knew I was gay exc...

Host Offers More than Skiing

by walterio on Dec 23, 2019
Gay Male

Will Jennings woke up in bed alone that February Thursday morning. He was still naked having slept in the nude after great sex the night before. Swinging his muscular legs out of bed, he sat on the side and rubbed his eyes. It was still snowing and it looked like it would snow all morning. There would be plenty of time to venture out and ski the fresh powder...

First Time

by 46204_zipper on Aug 18, 2017
Gay Male

In 1962, I lived in Arlington Heights, Illinois. I had celebrated my 18th birthday and was looking forward to graduating from high school. College would be my escape from an environment where sex was mainly whatever my right hand could do for me, encouraged by my parents' sex books and an occasional girlie mag from the Park Ridge Pharmacy. Girls would let...

Jack & Walt Ch. 02

by lovebuns on Aug 18, 2017
Gay Male

[This is my second offering here at Literotica. I had several responses to my first story, and found that I loved hearing your thoughts, praise and criticisms...please let me know how you like this one!] It had been a little over three weeks since that surreal Friday evening that I lost my anal virginity to my roommate and best friend, Walt. We had both bee...

Three Tops and a Bottom

by naughtygaywriter on Aug 24, 2020
Gay Male

Vince stumbled out of bed, feeling as if he had barely went to sleep before the incessant screech of his alarm startled him awake. "Three A.M. is an ungodly hour to wake up at." He grumbled into the early morning darkness. He tossed back the covers and stumbled out of bed and to the bathroom. He let out a sigh of relief when his bladder released, sending a...

A Gay Teen in Paris Ch. 03

by walterio on Sep 14, 2017
Gay Male

A BUSY SATURDAY On a Saturday when nothing was really planned, Marcel ended up with a jam-packed day that he would not soon forget. It wasn't just the day that was jam-packed but his irresistible sweet ass was as well. It started with the normal Saturday morning ritual with his roommate Chante. The two lovely gays were in Marcel's bed in a 69-position sucki...

Appointment for Spanking

by Artman4 on Aug 18, 2017
Gay Male

I had made contact online with an elderly gentleman who professed a desire to spank the bottoms of willing younger men. No other form of sexual gratification was offered, but I was attracted to his confident demeanour and his dominant responses to my emails. He did say he liked the look of my bottom from my pictures and would take pleasure in spanking it. He...

The First Time, But Not The Last

by lonesomejones on Aug 18, 2017
Gay Male

A few months ago I was home alone one night when the doorbell rang. It was my partner's eldest son Tim. He had a large overnight bag in his hand and, by the look on his face, was obviously not feeling great. "Hi Tim, what a surprise" I said, "come on in." Minutes later we had sat down and started chatting over a cup of coffee. Nervously he began to tell m...

They Become More Than Cousins

by walterio on Aug 31, 2017
Gay Male

THE DISCOVERY Jeffrey and Scott were sitting the rustic living room of the summer cabin owned by Jamie's parents. They had arrived on Friday evening and Scott had an enjoyable weekend. The parents Peter and Claudia had returned home late Sunday evening leaving the two teens to enjoy a week at the cabin. Peter and Claudia still worked but the boys were home...