Gay Bottom Stories

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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...

Mr. Kayne Again

by goodtimes21 on Nov 27, 2017
Gay Male

My time at the receiving end of Mr Kaynes distorted affection stayed with me for a long time after. My ass was sore that night from where he had pushed his cock up inside me and the marks he had left with his cane on my 18 year old and peachy white bottom. It took days for these to fade away. That same night I slid my finger up inside me. My stretched red h...

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...

Tales Of A Seminar Slut

by fidofashion on Aug 18, 2017
Gay Male

Today some years later, I still remember the day we met. The seminar speaker was asking if there were any more questions, and I was thinking of the fastest way to get checked out and to the airport. I had stayed the extra day to hear this alleged "national expert" lecture on Mergers and Acquisitions, a subject I knew very well, to see if he had some new idea...

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...

Late Night Surprise Pt. 01

by redboatjeans05 on Aug 30, 2017
Gay Male

It was late. Correction. It was really late. Like going on 3am late. And I was still in the Fine Arts building. There are many perks to being a music major, but late night practice sessions are one of the biggest downsides. It was nearing the end of the semester, which meant juries were soon. Juries are playing exams where each student plays for all the...

Correction by Mr. Kayne

by goodtimes21 on Aug 18, 2017
Gay Male

Some of this is true and it then develops into fantasy. The reader can decide at which point the true departs. * I was in my very last year of school, 18 years old, excited and frustrated about sex of all kinds. Horny. Very. Girls, men, anything. My friend Max and I headed off into the school woods. We used to play a bit together sometimes, we were horny...

Phone Call by the Pool

by fidofashion on Sep 17, 2017
Gay Male

I was lying in the sun by my condos community pool working on my midseason tan. . Instead of an actual swimsuit, I was wearing black bikini underpants. I had purposely worn them because they were light, I wasn't intending to get in the pool, and they had the bikini cut I wanted for my tan. My cell phone rang but I ignored it, and let the answering machine...

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...

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...