Gay Holiday Stories

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Holiday

by callis on Aug 18, 2017
Gay Male

The candy cane trails across my lips and I open them eagerly, sucking the tip into my mouth. "Ready for this, puppy?" "Yes Sir!" I answer, grinning up at him. "Good boy," he murmurs. "Gonna make you all pretty, puppy." "Really?" "Oh yes. Close your eyes." I obey immediately, shivering as I feel him peel off my clothes. "Lift your arms," he says, pullin...

Holiday Bi the Sea

by expector8 on Aug 17, 2017
Gay Male

On a flight from Australia to Bali I managed to chat up a pretty flight attendant. Beyond my belief I also managed to get her back to my hotel for a few drinks which in turn turned into a night of drunken sex. The sex was a little bit of a let down but it was a fun experience and she was a very pretty girl, with a little exaggeration here & there it would ma...

Holiday Blow Job

by jamietv9 on Aug 18, 2017
Gay Male

At a recent holiday party our eyes met. Strangers at first, but it ended well beyond that. At first just two men glancing innocently. Then another glance. Then a few more glances with subsequent stares. Now it was a game of obsession to see who could catch the other looking. Finally I walked up to him, brave from a few glasses of wine and holiday cheer. Brav...

Holiday Companion

by KeithD on Nov 26, 2018
Gay Male

"Artistic-style gay male, 43, new to town, seeks local older male to introduce him to the holidays here. Companionship, local concerts, plays, restaurants, university sports. Holiday cheer and travel later if found compatible. Nonsmoker please." I had never advertised like this in a paper before, but Gill, an older, sometimes boyfriend of mine in Washington...

Holiday Fun with Older Men

by bottomfun on Dec 10, 2018
Gay Male

There he was, he must have been about sixty years old, he had an amazing figure and a lovely tan as if he spent most of his time sun bathing. He was by the pool at the hotel I was staying in, for some reason I had taken a liking to him. I had never been with another man before but for some reason looking at him got me flustered. I quickly put a pair of short...

A Holiday of Discovery

by Obsession67 on Sep 15, 2017
Gay Male

Hello, my name is Rebecca and I have decided to share my story with you as a warning to others about how well we truly know someone. My husband, Jonathon, is 49 years of age and we have been married for just over 23 years. Although there was nothing particularly remarkable about our life together I would not have hesitated in saying that we had always been h...

Hardcore Holiday Ch. 02

by the_apocalypse on Sep 14, 2017
Gay Male

Mikey stood there with his finger working my male g-spot for at least twenty minutes until, without saying a word, he slowly pulled it out and walked back into my room and got his shorts back on. "Will you be around later?" he asked as he headed to the door. I turned to face him, my cock as hard as rock and pointing directly towards him. "Surely you can't...

Hardcore Holiday Ch. 04

by the_apocalypse on Sep 14, 2017
Gay Male

When I woke I was no longer in my room, I didn't know where I was and I was strapped, naked to a bed by my wrists and feet. Lifting my head I looked around. There were no windows, the only light coming from a single, naked bulb above the bed, one door, without a handle, the bed I was strapped to and nothing else. The walls were painted in a deep red colour a...

Hardcore Holiday Ch. 11

by the_apocalypse on Sep 14, 2017
Gay Male

Talk I did, for the next three hours, desperately trying to convince Mikey and Jackson not to go and do something they would regret and eventually they calmed down enough for me to explain my idea to them. "If we go about this the right way Franco will do whatever we ask," I told the two of them. "Do you think he is just going to rollover that easily?" Jac...

Hardcore Holiday Ch. 09

by the_apocalypse on Sep 14, 2017
Gay Male

The door was flung open with such force that I was surprised it didn't come off its hinges and Franco stood there, his face like thunder. "WHY COULDN'T YOU DO WHAT THE FUCK I SAID?" He screamed at me. "YOU CAN'T GO AROUND KIDNAPPING PEOPLE" I screamed back. "JUST TO GET YOUR OWN FUCKING WAY." "I WANTED YOU FOR MYSELF," he said. "AND KNEW WITH THOSE TWO AR...