Gay Underwear Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Underwear Friends Ch. 05

by ramon25 on Sep 16, 2017
Gay Male

During the middle of summer, while my little brother was away at camp and my dad was on a business trip, my mother and I had connected during a period of mutual loneliness. My dad had been having an affair, and my best friend and lover, Mark, had moved back to Texas. My mother and I had a drunken night of sex, that led to a few more exploratory sessions, bef...

Underwear Friends Ch. 02

by ramon25 on Sep 16, 2017
Gay Male

I couldn't stop thinking about my encounter with Mark. I was pretty sure I still liked girls, but I was so hot for Mark! I longed to kiss him, undress him, stroke his cock and slide it in my mouth again. And have him do the same for me. I got to see him four days a week in gym class, and loved watching him strip to his boxers and A-shirts. The rest of the g...

Underwear Friends

by ramon25 on Sep 16, 2017
Gay Male

I was dreading taking a gym class in my senior year in high school. I missed gym in my junior year due to some surgery, so I had to take it as a senior in order to graduate. All of the other guys were juniors that i didn't know very well, but I had to make the best of it. Partway into the school year, a new guy transferred to our school from Texas. Mark...

Underwear Ch. 09

by SadieRose on Apr 3, 2019
Gay Male

CHAPTER NINE UNDERSOLD Public Health Warning: Sadie's Underwear contains explicit male/male sexual pairings, violence, bad language and vampirism from the start. It also deals with dark psychological issues and the long-term effects of childhood abuse. If this is not your thing then please don't read any further. Thank you. Rayne was halfway back to the a...

Underwear Ch. 08

by SadieRose on Apr 3, 2019
Gay Male

© SADIE ROSE BERMINGHAM 2009/10 "Bet you thought I'd forgotten about this, didn't you? True I've been a little distracted by Rayne's later adventures with Xavier but with the boys headed back to London I can't put off the end of Underwear for much longer. Buckle up, this is a long and rocky ride. As Channel 4 are so fond of warning, there will be violence,...

Underwear Ch. 07

by SadieRose on Apr 3, 2019
Gay Male

PART SEVEN -- UNIMAGINABLE "Welcome to Chapter Seven of Underwear, the novel cycle with possibly the longest gestation period on Literotica. (I'm sure someone will correct me if that's not the case) I began writing these stories about three years ago and they're finally beginning to metamorphose into the series that readers have been demanding. A real, prop...

Underwear Ch. 06

by SadieRose on Apr 3, 2019
Gay Male

© Sadie Rose Bermingham 2008 The usual terms and conditions apply. This is My Underwear. Don't steal it. Don't wear it. Don't post it to your website without my permission. You can sniff at it if you must but when I catch you, you WILL be severely punished! Enjoy... xxx Sadie. * Kevan did not ring at all the next day. He did not call around to the flat a...

Underwear Ch. 05

by SadieRose on Apr 3, 2019
Gay Male

Chapter 5: Uncontrollable By Josh & Sadie Rose © 2007 I would like to begin this chapter with an apology to those who have been waiting patiently for further instalments of the adventures of Rayne for far too long. This chapter has taken me more than ten months to write; a record even for me. Due to circumstances outside my control the last eight months o...

Underwear Ch. 04

by SadieRose on Apr 3, 2019
Gay Male

PART FOUR -- UNDENIABLE "It's been a while since I added to this Vampire story arc. A Boy Who... kind of took me away from it but rest assured Rayne and Kevan have not been forgotten. This is quite a difficult storyline to work with as it will tackle Rayne's own personal issues with abuse head on but he is an older and stronger character than he was during...

Underwear Ch. 03

by SadieRose on Apr 3, 2019
Gay Male

Chapter 3: Under Orders © sadierosebermingham 2004/5 "I am 'not' givin' you a key, that is my last word on the subject!" Rayne Wylde did not look up from the broadsheet newspaper spread out in front of him. His dark hair tumbled forward obscuring his pale features and he ran long fingers though it absently, resting his cheekbone against the palm of his han...