Gay First Time Bottom Stories

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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...

28-year-old Bisexual Stepfather Ch. 08

by walterio on Mar 6, 2018
Gay Male

AUTHOR'S NOTE: This story contains straight sex, bisexual sex, gay sex and incest. *** CHRISTMAS EVE DAY The family cooled it with sex the morning of Christmas Eve Day. They enjoyed a leisurely breakfast and then sat around reading the daily newspaper and listening to Christmas music. Margaret later got busy preparing dinner as they planned to eat early 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...

He Becomes Addicted to Twinks

by walterio on Sep 17, 2018
Gay Male

PRELUDE Jack woke up in the hotel bed and he was naked. He normally didn't sleep in the nude unless there was a girl in his bed. What woke him up was the soft tender mouth sucking his cock. The mouth belonged to a pretty blonde named Chrissy but Chrissy wasn't a girl. Chrissy was a very pretty gay young man. For the first time in his life, Jack had had sex...

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...

A Teen Seduced and Hooked on Anal Ch. 06

by walterio on Jul 29, 2019
Gay Male

HEADING HOME Eric and Scotty arrived at the airport on Thursday to take a 9:30 AM flight home. It was a three-hour flight and with the two-hour time difference they would arrive at 2:30. It would be an hour ride home from the airport. They both slept most of the way on the plane and when they arrived home, Scotty invited Eric over on Friday. Eric accepted a...

Massaged by a Man for the First Time

by Andy_1968 on May 12, 2020
Gay Male

I was in my final year of university studies. I was 21 at the time, 6 ft 1 tall, slim, and sexually pretty inexperienced. I'd had one girlfriend and we'd had sex a few times but the relationship didn't last. Despite my inexperience, I was horny, as I guess all lads that age are. Masturbation was an outlet I really engaged with. I also loved being naked, but...

On The Beach

by parabolus on Aug 18, 2017
Gay Male

For Gary ***** I see him swimming slowly towards me. He reaches shallow water and stands up, and I see that he is naked. He is powerfully built, and he walks towards me, his swimming trunks swinging loosely from his left hand, his penis half-erect. 'Hi,' he says, smiling. 'Hello,' I reply, smiling shyly in return, trying not to look at his dick. 'Can I...

Coming Out on the Swim Team Pt. 07

by walterio on Jun 17, 2019
Gay Male

ESTABLISHING A ROUTINE The first week for the freshmen was always a challenge. They had to balance class time, training, homework and sex. They were for the most part too tired the first week for nightly sex. In fact, they waited until Saturday to have sex in their dorm rooms. On Sunday they were in the training room for massage foreplay and group sex. Coa...

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...