Gay Naive Stories

395 results
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Seduced on Liberty

by rob1949 on Aug 30, 2017
Gay Male

During my early Navy days, I was attending electronics schools in Great Lakes, IL. I was fairly naive and still a virgin back then. Fred was one of my best friends and we frequently went on liberty together in Chicago. I do not remember how, but we ended up at an apartment one evening. Several other sailors were there and it appeared to me to just be a place...

Glory Hole 1st Time

by TomNY on Aug 18, 2017
Gay Male

My second story -- a fast foward in time from the first. This is a true accounting... Metroland is an area free weekly for the Capitol District in New York. The last pages, the ones my eyes always diverted to, were for adults. One stood out. It was a video store. It advertised private booths and free tokens with the ad. After many more weeks of Metroland, I...

Fateful Encounter

by Markerss on May 12, 2019
Gay

We have all had encounters that we remember and those we want to forget, but this particular one has stuck in my mind, even though I have for so long tried to put it out of my mind. However, I do periodically find myself remembering this eventful time in my life and when I slip back to when it all happened, I find myself wishing it would somehow materialize...

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Summer Camp with the Brothers

by Istudylife on Aug 18, 2017
Gay Male

I'm not sure where to start telling this story, but here goes. I was young and still a virgin the summer I went to camp for two weeks with the Church Brothers. Virgin as in I knew absolutely nothing about sex and young as over 18 but not quite 21. Hard to believe, but at my age I still had never masturbated. My parents wanted me to become a Priest and so mad...

Massage First time Man to Man

by bidavy on Jul 30, 2019
Gay Male

I found him in the classifieds, this was in the late 90's, long before internet and the kind information I was looking for was hard to come by for a naive but sexually charged 22 year. I was so nervous, I almost didn't get to the door. Once inside his townhouse he told me about his massage therapy rates, there were 3 styles of massages he offered and the thi...

Plattsburgh Bound

by timmywells on Aug 17, 2017
Gay Male

Chapter One: Something about Him I hadn't picked up a hitchhiker since I was in my twenties, but there was something about the young man standing at the entrance to the Adirondack Northway that made me stop. The boy looked so young and innocent that I was afraid for his safety, and these days who knows what might happen to a kid who looked so timid and frai...

A Helping Hand

by pantyboy4mistress on Aug 30, 2017
Gay Male

Everyone should try and do a good deed every day. At least that's what I believed and tried to follow through on in my life. So when my new neighbor moved into my building I decided to put my money where my mouth was and offer him a hand. He was a good looking guy. A light skinned black man about my age and from the looks of it someone who frequented th...

Birth of a Cock Sucker: 1980's Teen

by silkstockingslover on Sep 19, 2017
Gay Male

Summary: Straight shy guy walks into an adult theatre in late 1980's. Note 1: Thanks to Robert, goamz86, and Wayne for editing. Note 2: All participants are at least 18-years-old. Birth of a Cock Sucker: 1980's Teen Who: Me, a young naive guy What: A story of how I learned I was a natural cock sucker Where: Toronto, Canada When: 1989 How: Wel...

Self Therapy! Ch. 02

by danielrogerashley on Sep 14, 2017
Gay Male

I woke up feeling the after-effects of what happened that last night... and I felt better than I had in years! Physically, I'd woken up feeling alive, more energetic and vital than before and could I go so far as to say that I was 100% happy for the first time in such a long while? I WAS happy! I was content, satisfied and felt fulfilled and there seeme...

Dave Feeds Me My First Cock

by Funnbunnies on Sep 14, 2017
Gay Male

When the internet finally reached us here in Africa, it was slow and exorbitantly expensive. Nowadays it is only a fraction less expensive, but still frustratingly slow. Because of this, the only time I could check out hot and exciting porn on the net was when I finally was alone at work after everyone else had gone home. Like so many other inexperienced sur...