Gay Lost Bet Pegging Stories

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Arrested by Love Ch. 03

by dkmywife on Nov 7, 2017
Gay Male

Chapter Three: Threesome I woke to the sound of the shower early the next day. I was still naked from the previous evening's activities, only I had showered the night before because we had been in the hay loft in the barn for a good portion of the evening. There was also the need to be fresh for anything that might occur should he want more. We had slept...

Losing My Virginity

by mdtchaser62 on Oct 12, 2017
Gay Male

A Chubby Chaser's Autobiographical Tale Episode 1: First Contact Hi, my name's David. I've known that I was a Chubby Chaser my whole life. I'm apparently "hard wired" for it. But, knowing what you want doesn't necessarily help you get it. This is the tale of how I finally "got it". Right after graduating High School, where I had been completely closeted,...

Tyler, My Brother, and Me Ch. 05

by datura48 on May 9, 2018
Gay Male

I laid in bed staring up at the ceiling wishing I was still asleep. It was already after ten and I had slept long and well. I just wasn't ready to be awake. There was a lingering dull pain in my ass that wasn't unpleasant and I smiled at the memory of what had happened. Though it had hurt, in hindsight getting fucked had not been as bad as I had expected and...

Family Offerings

by walterio on May 15, 2018
Gay Male

PRELUDE Martha Borg pulled in her driveway and even though it was raining she did not put the car in the garage. She was hoping that her son and her daughter's boyfriend were having sex and could spy on them again. The garage door would make noise and signal them that she was home and she didn't want to interrupt them in the act. She quietly entered the hou...

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...

Learning to Surrender Pt. 06

by miked1983 on Jan 22, 2018
Gay Male

Rick spent the next day wondering what would come next. He realized he was never going to be able to anticipate such an experienced older man like Jack. But he did find himself hoping that he was the best Jack ever had. What if Jack still saw other personals? What if he tried out some other young partners for sex? Rick couldn't blame him - the man was so vir...

Some of My Summer with Stefan

by JustAStory888 on Jul 11, 2018
Gay Male

As I mentioned in my previous story, I had not planned to write more about my summer romance with Stefan. But now that I've told people about it, there has been an interest in me continuing to tell the story. So this is about our summer together. When Stefan went back to school after spring break of his junior year he had a lot of projects and tests to prep...

The Forest Ch. 04

by Robyboyrob on Sep 14, 2017
Gay Male

The Forest Part 4 Chapter One The fog was getting thicker. I could barely see five feet in front of me. The shadow of the mountain seemed to have trapped all light from being able to breach the thick whiteness. Like a wave of water, it crept into the cave. William looked almost as white as the fog and didn't say anything. "Can't we just go through it and...

Men Seeking Men

by EarlytoRise on Sep 1, 2017
Gay Male

I made it through the week, not an inconsequential accomplishment in that strange year so long ago. I made it through Saturday, too. I wrote a little and did laundry and got some physical activity to try to take the edge off the tension I felt rising within me. I was horny and on a whim, I called up the web site of the Washington Blade, the local gay paper...

Mr. Perfect Ch. 01

by Blebla on Sep 14, 2017
Gay Male

Ch1- The Encounter. They say if you stare at something for too long it breaks. I definitely hope not because I had been staring at this guy for at least over 5 minutes. Food stuffed in my mouth. God's grace he didn't notice me gawking at him. I sat there behind the plant poking my head out just out of his sight but he just within mine. My words can't even...