Gay Pretty Boy Stories

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Would You Sleep with My Husband?

by Plato on Aug 7, 2019
Gay Male

After 7 years of being a caregiver, I was sad but wiser when cancer finally stole the great love of my life. I was 62, widowed and an empty nester. Time was my friend, I was free of chemo, doctor's visits, and hospice. It was time to mourn, and then it was time to move forward, to live. No disrespect but I had 7 years to prepare for this day, anticipatory gr...

Thanksgiving Stuffing

by Oregonbear on Dec 9, 2019
Gay Male

As the plane began its descent, I tried to catch another nap, but I began thinking of Thanksgiving at my mom's. I knew Rick would be there, a big hunk of a bear. Ever since my sister began to date him, I'd fantasize about his hairy, strong arms and chest, and tight butt, and what we could do to each other some night in the sack. I'd always wondered what his...

College Experience Ch. 01

by nickymartin on Aug 30, 2017
Gay Male

Prior to college, I had experience with only one guy – a family friend I had grown up with. Our relationship had grown from talk, to showering together, to petting. It really changed during high school to mutual masturbation to blow jobs to me losing my ass cherry. I learned an incredible amount from my friend. But even during this time of discovery, I dated...

Boys Out Bush

by dacked on Jul 4, 2018
Gay Male

Saturday, 5:37 a.m. Me and Bruce pulled up to the front of Johnno's house. Bruce was driving, so I hopped out and ran up to the front door. Knocked twice. Nothing. Rang the doorbell a few times. Nothing. I turned and looked at Bruce, who was impatiently leaning out the window. I shrugged my shoulders, even though we both knew that Johnno had probably just s...

Getting Coached by Mr. Hawkins

by felok22 on Nov 21, 2017
Gay Male

All in all, my senior year of high school had been a pretty good one. I had made some new friends, joined the track team, and thankfully had finally built up the courage to come out of the closet to my parents and a few close friends. It was a big relief to feel like I could completely be myself with regards to dating, although I did occasionally have to ski...

Sometimes Things Just Happen Ch. 02

by jpro56 on Sep 1, 2017
Gay Male

I had been seeing Jim for about 6 weeks as my sometimes personal trainer and oftentimes lover for about 6 weeks. My wife was beginning to notice the difference in me, more energy and higher sex drive but she attributed it to the "exercises" I was doing with Jim. She had even mentioned once or twice that she should start working out a little to. I always agre...

Something Wild

by CJontherocks on Aug 18, 2017
Gay Male

Forward: For more than twenty years, I have looked back on my first same-sex experience with satisfaction. Satisfaction that I did not shy from the experience, that I freely enjoyed myself and my partner, that I have a base of familiarity upon which to develop an understanding of my sexuality, as well as my inhibitions. I accept my own sexuality, on my terms...

Knowing Someone Very Well

by DireLilith on Aug 30, 2017
Gay Male

I loved my work. My job is great. And from my cubicle, I could see my supervisor, John, perfectly. My name is Mike, and I'm gay. Guys have been my thing since I was a teenager, I think. My parents blamed my shyness for it. Ah well, I moved out right after college, and became my own person and all of that. So it stopped being their "problem". John is my...

18yo Aussie Tom's First Time

by speedodave on Aug 18, 2017
Gay Male

As you guys may expect, I get a lot of emails from random people. Most of them are fantastic, like one I got last week from a Surf Life Saver who loves speedos (he sent a photo, I'll see if he will let me post it). Some emails I receive are weird, some are vague and I still get some hate mail mostly from religious nut jobs. I am propositioned for sex nearly...

Guy's Night Out Ch. 02

by jrzdogg on Aug 18, 2017
Gay Male

I woke up the next morning a bit hung over. "Did that really happen?" I asked myself. I wandered into the bathroom, took a piss, and looked at myself in the mirror. I couldn't believe I just stood there and let that happen. I guess the hardest thing for me to understand was that I liked it...I mean I REALLY liked it! Does it make me gay? I poured myself some...