Gay First Time With Older Stories

22,803 results
Orientation
Length
Source
Infinite Scroll

Working for Daddy Ch. 02

by backtothe50s on Sep 1, 2017
Gay Male

Keith spent nearly every Saturday with his history teacher, Mr. Thadaropolis. In the beginning, he told his dad that he was doing yard work and running errands for his history teacher. The forty-two year old teacher was actually married and they never went near his house. Instead, they went to a little cabin that was owned by one of Mr. Thadaropolis' friends...

The Harrington School for Boys Ch. 02

by AgentK on Oct 15, 2017
Gay Male

After Aidan delivered his file to the smirking headmaster, he quickly made his way to his room, still blushing in embarrassment. His roommate Graham looked up from the bed where he was reading a book. Aidan suddenly noticed something - the bed. There was only one. "Th-there's only one bed?" Graham smiled slightly as he sat up. "Yeah. It's meant to teach us...

New Horizons Ch. 02

by Pelaam on Sep 16, 2017
Gay Male

Chapter 2: Live to Love Another Day Diego gazed with eyes that glittered liked black diamonds at the beauty between whose thighs he lay. Lowering his head he steered a course of open-mouthed kisses down each side of the irresistible throat. Soft moans were a symphony of pleasure that spilt from ruby-red, kiss-swollen lips. The lithe body writhed delightfull...

Fucked by Hostel Strangers Pt. 03

by jtwy on Mar 9, 2020
Gay Male

This is a continuation of Part 2. Suddenly, the bathroom door burst open. Jack and the man turned to see Tom and Derek at the entrance, smiling widely. They were both only in their towels. "Look what we have here," quipped Tom. "Seems like our little roommate found another stranger to whore himself out to," Derek said back. "Let's get on with another roun...

Summer Lovin'

by Pelaam on Sep 14, 2017
Gay Male

Aneurin Morgan gave a low growl of displeasure as he arrived to embark on the all-inclusive two-week cruise on the beautiful ship. His displeasure was not directed at the boat, the cruise or being the recipient of such a prestigious gift from his notably ancient and eminent firm of solicitors. The cruise was a reward for the successful conclusion of a partic...

The College Boy Ch. 01

by trippy64 on May 12, 2020
Gay Male

This is a story of fiction, born out of an actual online encounter on a hookup website. Names places and situations have been changed to hide the guilty. * MMMM, baby. Keep nibbling that ear. That feels so nice. I can feel your hot cock between my ass cheeks. MMM. Ow. You need to trim your nails. And that's when consciousness started creeping into the drea...

Connor on Campus Ch. 05

by JasonClearwater on Nov 24, 2017
Gay Male

* * * A final coda to the series, where Stan heads off on a trip, leaving Connor and Darren to their own devices until he gets back. Starts with quite a dark feel, but it all works out in the end. * * * Connor can't climb out of his head. He's been sitting on his bed now for three hours, three days, maybe three weeks, he's not sure anymore. A movie plays...

Trashman's Easiest Pickup

by timmywells on Oct 2, 2017
Gay Male

Billy Olsen's life back in 1966 was no bed of roses, having been sick for much of his teenage years, and even after pretty much recovering from rheumatic fever Billy's overbearing mother insisted he stayed in the house most of the time, studying and reading. The result was that Billy was a smart kid despite doing much of the work at home, and his mother co...

Blackmail

by Pelaam on Sep 16, 2017
Gay Male

Based on a picture by Millie Pelaam September 2007. * The young, attractive man frowned sullenly as the last of the flurry of camera clicks ended. He was anything but happy...or comfortable. He didn't want to be here and he certainly didn't want to be as helpless as he was. He shifted a little, trying to get some respite from the wood that dug into his n...

Tommy - A Life Pt. 01

by RolandQ on Sep 14, 2017
Gay Male

Tommy - A Life is a novel with 23 Chapters. I plan to release them as a serial. Comments are very welcome. Please enjoy this story. Roland CHAPTER ONE: The Train He sat by the window, looking out at the passing scenery with unseeing eyes. From his jeans, casual shirt, and backpack he stood apart from the suit-wearing men with whom he shared the commuter tr...