Gay Holiday Stories

901 results
Orientation
Length
Source
Infinite Scroll

Cousin John

by Danman on Aug 28, 2017
Gay Male

It was that time of year again. Everyone was hustling and bustling trying to get their holiday shopping in at the last minute. Searching for the perfect gift. Well, Ray had gotten all his shopping done a couple of weeks ago and now had time to enjoy the holiday season without the shopping pressures involved. In fact, he was heading over to his Uncle Bill and...

Lads Holiday Ch. 01

by Willy_Wanker on May 9, 2018
Gay Male

I've put this story in the gay male category, but none of the characters define themselves as gay. Its about a bunch of straight(ish) British lads on a typical boozy holiday, and the kind of antics they get up to. Like my other stories it focusses on intimate smells and bottoms, so if this isn't for you stop reading. I plan to continue this series so if you...

Do I Want a Sugar Daddy

by Sean943 on Mar 2, 2020
Gay Male

My name is Jason, I am nineteen years old and from the South West of Scotland and I have just completed my first year studying Tourism at an Ayrshire College. I don't have a career plan as yet, as I have still to work out what I want to do; this is my story. Although my parents are funding me through college, I also have a part time job in a local Morrison'...

Joking Around Pt. 02

by Aceginger14 on May 12, 2020
Gay Male

Maxs stepfather had just entered the room, lust in his eyes. I looked back to Max who was sitting with his hand in my hair and a look of surprise on his face. "Get back to work, dude..." He said softly, shaking his dick at me. I smirked and stuck my ass out as I lavished his still hardened cock with my increasingly wet tongue. The idea of being shared by t...

Lonely Holiday

by chimicawriting on Aug 18, 2017
Gay Male

It was the middle of a cold December day. I sat there in my small, unclean apartment just passing the time while watching TV. I had the day off. That's usually a good thing but today it wasn't a big deal. Most people were too busy to even do anything. Christmas was only a few days away. I was alone. Still, my dick was rock hard and it needed a good blow jo...

Outed and Married

by keptsissy on Sep 26, 2017
Gay Male

He always threatened me with being exposed to my coworkers, to the world as the sissy I am to him. Usually it was part of what I thought was his dirty talk, sex talk. He'd tease me with it. He'd be deep inside of me, slow fucking me, talking dirty into my ear. Or he'd have me restrained and be masturbating me as part of 'my reward', as he called it, and woul...

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. 07

by the_apocalypse on Sep 14, 2017
Gay Male

I lost count of the number of times Ant and I sucked and fucked during the night, all I could remember when I woke up was that it was almost light when we finally separated for the last time. He left shortly after that, promising to return later to help begin the search for Mikey and Jackson. I stretched out in the bed, the smell of sweat and sex still ling...

Hardcore Holiday Ch. 06

by the_apocalypse on Sep 14, 2017
Gay Male

I walked back across the living room area and sat in one of the leather armchairs opposite Ant, unsure about the whole situation. Knowing what Franco was capable of wasn't helping and I couldn't help but wonder if he had made some sort of veiled threat to Ant, like he had to me, yet looking at him he didn't look as though he was in my room under duress. "So...

Fuerteventura Ending

by Pissdrinker on Feb 6, 2018
Gay Male

Please note that I advocate safe sex and although essentially a very true story, a condom was used with the third party to this sex session which I have omitted here for fantasy purposes. * Our 2 week stay in Fuerteventura was coming to an end, we'd be heading to the airport and back home the next morning and had just got back from a long and uneventful af...