Gay Surprise Stories

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Infinite Scroll

First Cock Came From Old Friend

by Trinni69 on Aug 31, 2017
Gay Male

It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decided to surprise him by dropping by unannounced and see if he...

Orderly Manners

by CalHollows on Aug 18, 2017
Gay Male

From the outdoor cafe across the street, Malafacha watched in disgust as his henchmen turned a simple jewelry-store stickup into shambles. He saw a woman run from the tony shop only to be caught in the doorway by a burst of submachine gun fire; an almost-straight line of red holes popped across her waistline. Too bad: They ruined a beautiful yellow platilla...

The Right Bait Ch. 02

by NaplesSenior on Aug 18, 2017
Gay Male

It's Wednesday morning and I am scurrying around the house getting ready to go kayaking, as I have done almost every Wednesday for months now. The weather is beautiful, but hot since it is now summer in southwest Florida. Got to get out on the water before the heat and humidity set in and it becomes oppressive. My wife expresses surprise that I have taken...

Fun in the Pub Ch. 01

by andy190 on Sep 1, 2017
Gay Male

I couldn't believe it! I'd just moved with my job from up north to west London and joined the local rugby club to meet new mates. The guys at work were ok but a bit wimpy and I was used to more robust fun than I thought they could offer.After a couple of training sessions I'd been put in the team as a flanker. At 25, 6'2 and 13 stone I was a big, well built...

Hotel Romp

by thirdbaseman88 on Aug 17, 2017
Gay Male

I was completely exhausted as I stumbled into the hotel lobby. After a three hour delay on the tarmac, a missed connecting flight and a cab drive through some of the thickest traffic imaginable, I just needed some quality shut-eye. Sex was the furthest thought on my tired brain. "Room 321, sir." said the hotel clerk. "Can I get someone to assist you with...

Highway Encounters Ch. 01

by blatant_bi_guy on Aug 18, 2017
Gay Male

The length of the trip isn't a surprise. The sheer boredom of the trip isn't really a surprise either. I'd taken this trip at least thirty times, back and forth. I leave from Kenosha, WI at about 7pm, drive all night and find myself in Rapid City, SD at a bit before 8am their time. The trip on I-90 isn't just boring. It's mind-numbingly boring. My family...

Any Hotel, Anywhere Hot Ch. 01

by muffinbod on Mar 16, 2020
Gay Male

How I got persuaded to do a series of presentations in Nevada in July I really don't know, nor why anyone would want to round up delegates for such an event in high summer, is anybody's guess, we're talking 110° F/ 43°C in the daytime. However, on balance, there are good reasons to be happy it took place. At least the choice of hotels is excellent in Las Ve...

Table for One, Dinner for Two

by drmweaver705 on Mar 2, 2020
Gay Male

All participants are over 18. ***** Lewis received the invitation in the mail with some surprise. A free à la carte dinner for one (who promoted a dinner for one?) in exchange for an honest review on a travel advisory website of his choice from a list provided. And the best part: the offer came from one of the finest hotel restaurants in the city. But th...

Club Level Cocktails Ch. 2

by Jon69 on Aug 18, 2017
Gay Male

Slowly at first, almost imperceptibly, I began to hear birds. Birds? Where the hell did the birds come from? Still groggy, I stretched out and rolled to my back. The hotel bed was unusually soft this morning, and the light quite bright in the room. My mind began to clear, when the memories of the night before began to flood back in my mind. Remembering some...

The Adventures of Rolliander Ch. 01

by FDTR on Aug 18, 2017
Gay Male

For Rolliander, this was the realization of an old dream. The elderly dwarf's hands were tight around his arm, the grey-bearded man relying on him for support along the precarious journey down into the pool of water beneath him. A thin veil of steam was rising from the bath, obscuring Rolliander's vision of his elder priest's plump, sagged figure; obscured i...