Gay Diaper Punishment Stories

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Infinite Scroll

PIXIE Sissy Stripper Ch. 03

by EROTICbearscribe on Jan 6, 2020
Gay Male

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl. At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass b...

Silver Moonlight Ch. 02

by ICEWIND125 on Aug 17, 2017
Gay Male

"Cruses...well I guess we all should go in and talk with them... right Matthew?" James said after giving his head a little shake to break his amplified hearing. Which allow him to hear everything Silver and them were saying? Pondering hard on what to do Matthew's wolf cocks his head at his beloved mate and said, "Well my love what is your idea should we go...

Putting Myself Through College Ch. 06

by RobXXX on Aug 31, 2017
Gay Male

The next few weeks were uneventful, I was able to spend a considerable amount of time focusing on school. I had a number of assignments, most were one hour sessions with businessmen in their respective hotel rooms. I had one assignment where I was asked to whip a guy with a riding crop, he wanted me to leave red marks on his ass. This really turned him on, b...

House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

Watching Him Back Ch. 03

by Acerbicscribbler on Sep 19, 2017
Gay Male

Porter's locker is next to mine. He's that guy nobody really likes because he's a complete douchebag. However, since he isn't into dumb shit like Dungeons and Dragons and he's rich, he's never quite at the bottom of the social tier. We have three classes together but I don't talk to him. I think he's friends with Crispin. "I saw you," he says one day. "Oh...

Best (Fuck Buddy) Friends

by gregshaw on Aug 18, 2017
Gay Male

I met Chris out of college, playing a game of pick up basketball during lunch break at my first job. We were both the jock type, shared the same sense of humor & hit it off immediately. He was blonde, blue eyed from a long line of Norwegians, while I was black haired & green eyed from a wide mix of East Europeans & God knows what else. Despite this people th...

Josh's Journal Ch. 07

by kitten2010 on Sep 14, 2017
Gay Male

I didn't want to wake up this morning. Its just one of those days you want to stay in bed. The sky was looking like rain all day, but there wasn't a drop until right before after school practice. It got to the point that practice was cut short. I hope that doesn't hurt us for the game. Ayden told me he was going to come over after he made sure his sisters w...

Older Man, Great Time! Ch. 3

by me241 on Sep 14, 2017
Gay Male

Chapter 3: All Tied Up I had had a few liaisons with other men since Steve and I first hooked up. But I had met a new guy since who was a little more adventurous than the rest. His name was Jerry. He was about 6', I'm guessing around 200 lbs, brown hair, brown eyes. He was 41. Older, just the way I like them. He liked younger guys so my being in my 20's wor...

New Life Ch. 06

by 1DurtyMutha on Oct 16, 2018
Gay Male

Author's Note - This chapter is a direct continuation of New Life Ch. 05. If you haven't read it, please go back and give it a quick read. If you're all caught up, have at it. Thanks for reading, voting, and comment. ***** The sound of lawnmowers woke me the next morning, still fully dressed. My shoes were off, and nowhere to be seen. A blanket had been pl...

Eyes Like Winona

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello! I have a few chapters of this finished, but I will try to release them one every two weeks, so I will have time to finish further chapters. I'm working on a few other things, and I'm pretty busy with finals, but don't worry. I wont post anything that I'm not completely sure I can finish. All characters are 18+* * My lips were sealed. Sealed aroun...