Key West

By cajuncock / John Skehan / jaskejr

Published on Jul 20, 2017

Gay

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Key West

This story is set in the pre-plague era when we all loved freely and often. It is an account of gay sexual activity between consenting males. If this offends you religious or political l beliefs leave and seek salvation elsewhere. If it is illegal for you to read this where you reside then leave and move to a more tolerant place.

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Key West cajuncock

I stepped off the short air stairs of the small commuter jet into the bright sunshine and gentle ocean breeze of the island. I had waited many months for this vacation. New York with it's cold, blustery winter was far behind me. I would enjoy this long holiday weekend in the sun. The trip to Miami from New York had been uneventful. I did notice some of my fellow passengers waiting to board in New York. There were the usual older couples, the snow birds, leaving to spend the cold months in the warmth of the Florida sunshine. I did also notice some handsome men, some with their girl friends, others in pairs or single. I knew that most of those would head for the heathenish night life of South Beach. My commuter flight contained mostly men, hoping to enjoy the pleasures of gay Key West. Their faces shown with the hope and allure that this, the southern most point in the US, had a reputation for.

Our bags were quickly unloaded right on the tarmac. Walking through the small hanger like building that served as an airport, I saw a line of taxis and beyond them a similar line of muscle powered jitneys, all waiting for this flight. I waved to the nearest jitney, the driver was a muscular blond. He loaded my two bags onto the rack at the rear and ushered me into the seat behind him. I had a nice view of his tight ass. I gave him the name of my destination, a clothing optional gay guest house well known for its own kind of fun. On the short ride, the driver asked the usual questions: Where are you from? Is this your first time in Key West? What kind of fun are you looking for? I gave him short answers to all but the last question. I knew that some of these guys doubled as escorts in the evening and I didn't want to encourage him. I answered the last question with one word "relaxation!".

The guest house was typical-a secluded courtyard around a pool, palm trees, and a few tropical blooming trees. The rooms were in two 2 story buildings all opening out onto the pool area. A very cute, young Hispanic teen grabbed my bags and took me to the reception desk. After the necessary paper work, the owner instructed the cute boy, Hector, to take my bags to my room and then invited me to join him and some of the other guests by the pool for drinks. In my room I tipped Hector with a larger than usual amount, unpacked some shirts and shorts. I did not think to pack anything too formal for this trip. I pulled on my shorts, going commando, my tee-shirt, and sandals. Looking out over the pool area I saw our host and a group of rather older men lounging. They were being served drinks by a few very young but muscular boys. This set the tone for my visit. I stepped out on to the patio and walked over to join them. Our host introduced me to a few men. I grabbed a glass from one of the passing boys, and noticed his sarong with the split sides open for all to see his naked thighs.

Talking with some of the guests I was able to elicit some vital information on where to go on the island. I'd been advised that the best way to get around was by renting a bike. As I talked I did notice that some of the other guests were becoming very familiar with the boys serving drinks. As time wore on many of the men and boys slipped off quietly to the rooms or into the shrubs of the grounds. My imagination took off with the possible scenes going on. But my cold New York reserve kept me from exploring. No one seemed to notice the decreasing size of our group. If they did it went unmentioned.

After two drinks I excused myself to go off to find a bike to rent for my stay. Luckily, around the corner there were three rental shops. I acquired a reasonable bike and walked it back to the guest house, locking it up at the inner gate. One of the other guests, seeing me return, offered to give me an happy hour tour of the watering holes in the gay section. Many of these had secluded interior patios with rental rooms. Each one we visited seemed to get more crowded and darker with larger groups of men. After 5 bars my friend excused himself to pursue a cute hunk he'd struck up a conversation with. I stood on the shaded patio nursing my drink when a young man in short cutoffs approached me. "Why are you all alone when there are so many men to choose from? This crowd is diverse enough to meet anyone's standards," he whispered softly while standing next to me. I nodded and mumbled "Just taking in the view." He took the hint and moved on to another man.

Off in the corner I noticed a flower bedecked arch. Every few minutes I saw single men wander through it into the dark shrubs beyond. Being curious, I finished my drink and followed. After only a few steps I came upon a scene that was not normal for this New Yorker. There was a wooden partition with glory holes at various heights cut into it. Men on either side were busily using them to get their pleasure. I watched as cocks of many sizes were deep throated by men on their knees on the other side. I walked a little ways more into the area. I saw some older men leaning over a long rail. Each one was being plowed by a muscular youth. I noticed my jitney driver pumping away at a silver haired daddy type. He looked up at me and smiled as he withdrew his long, thick cock from the willing hole. He smiled at me as he showed me what he had to offer. Then he roughly plowed back into the older gentleman, eliciting a moan.

I retreated back to the guest house, horny and lust driven. As I walked to my room I saw Hector tending to some minor chores by the pool. He looked up to me, smiling. I nodded to indicate recognition then went to my room. I lingered at the door for a minute, looking back at Hector. He was still smiling, staring at me with that knowing look that signaled agreement. I undressed, showered, and lay on the bed. Moment later I heard a light tap at my door. I got up, walked to the door naked. There before me was handsome Hector, dressed only in a short sarong. I pulled him into the room, removing the sarong as he passed me. No words were needed, he fell to his knees to worship my growing cock. I marveled at his skill for a few minutes. Then I pulled him up and pushed him back onto the bed. In no time I had my cock lubed and was knocking at his tight hole with the bell end. He moaned his appreciation as I forced my way into his tight tunnel. Muttering some encouragement in Spanish he used his legs to pull me all the way into the warmth. My first orgasm did not take long as I felt my love squirt into him. But I was still hard and needed more. I lay on the bed rolling Hector on top of me. My stiff cock never leaving his grasping, hot hole. He rode me like the champion rodeo rider that his experience had made him. The teen boy sure knew how to please a hard man. My second orgasm took a little longer. But Hector persisted until he felt my load fill his guts. We both lay on the bed exhausted by our coupling. As I nodded off I saw him retrieve the sarong and slip out. I knew that he'd clean himself out and wait for the next guest to arrive.

I hope you enjoyed this adventure. Key West was and is still a scene of gay paradise. Comments welcomed: jaskejr@hotmail.com

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