Gay First Time With Older Stories

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Weight of It

by RejectReality on Feb 11, 2019
Gay Male

Josh pumped his legs, lifting the weights on the machine, and stole glances off to the side. It was all he could do not to stare at the handsome man doing easy reps on the bench, not far away. He had a bulky, well-sculpted frame. He was broad-shouldered and square jawed. That jawline sported an immaculately trimmed beard that put Josh in mind of an idealize...

Unfathomable

by sr71plt on Aug 18, 2017
Gay Male

I had sat there at Joey's beachside bar for more than an hour, watching the young man playing in the surf. When I'd first arrived at the bar, both bored and out of sorts, I'd seen him on his surfboard, riding the waves and doing quite well at it. At length, however, I saw him tire of that and come up on the beach and bury the tip of the board into the wet sa...

Summer Lovin' Ch. 02

by Pelaam on Sep 14, 2017
Gay Male

Chapter 2: The Captain's Tale This is written with thanks to Vikinglass23 who asked for the story of the Captain and First Mate. ©Pelaam, February 2008. * The Mediterranean night air was warm and balmy. The 'Ocean Gypsy' sailed on a calm sea as she headed for her next port, the moon making the ocean a thing of silver and black. Her Captain walked her upp...

The First Time Pt. 01

by metrodetroitchris on Mar 9, 2020
Gay Male

This is a true story of my first time with a man. I am writing this story as a straight man now in my early thirties and still overwhelmingly attracted to woman. Navigating through my early adult years as an 18 year old, I was strictly attracted to woman and my seemingly good looks/attractive physique attracted plenty. I had and I hope still have an attracti...

The Interview

by RolandQ on Aug 17, 2017
Gay Male

"Come on in. You can take your clothes off in there. I'll be in in a minute." The man speaking was stocky, in late middle age, yet carried a dynamism about him that spoke success, success in everything he did. The second man nervously removing his clothes in the bedroom of the lavish hotel suite was young, in his middle twenties. He was tall, athletic, some...

Sissy for Older Men Ch. 01

by sissyforold on Aug 18, 2017
Gay Male

These experiences I'm writing about, are made from my former relations with older men ( being only with older men until now:) , only names and places are not the real ones. * I should start with the beginning into the world of older gay men, which was 10 years ago, when I was 19 years old. Until then, I've been only curious and had only fantasies about be...

Beau et le Bete

by Pelaam on Sep 2, 2017
Gay Male

Pelaam© July 2009, A re-telling of Beauty and the Beast inspired by loves_sg1 * "Ethan?" At the sound of the female voice one of the three men sitting waiting looked up. "Ethan Jacob?" "That's me," Ethan said with an easy smile. "I'm Emma O'Connor. I'll be taking you around before you have your induction." She checked out the young man and was certain...

Across the Threshold

by sr71plt on Sep 14, 2017
Gay Male

I wanted it. I knew I wanted it, and he knew I wanted it. I just couldn't take that step over that threshold—and I kept fooling myself about wanting it. He owned the exercise facility with another guy. Jake and Ted. I knew they were a couple. I knew that before I signed up for a membership. Jake was the muscle part, the trainer; Ted, a good ten years younge...

Bum Chums Have Fun In The Sun

by danielblue on Sep 1, 2017
Gay Male

Martin's palms felt sweaty as he got off the bus and started the long descent down to the beach, and his heart pounded away in his ribcage. It was like being caught with his hand in the cookie jar; just being in the proximity of "the beach" made him feel like he was committing some grave sin, but his lust and desire and excitement drove him on. He had been...

Nando and Will

by Pelaam on Sep 14, 2017
Gay Male

Nando & Will - New Beginnings It had been a couple of months in the coming, but finally Fernando, Nando Rodreguez was taking the irrevocable step in the relationship that had already changed his life forever. Finally, Nando was going to deflower his virgin lover. Previously the lovers had only managed snatched opportunities for pleasure. Today, Nando was ab...