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Island Diary 1: Slutty Chess

Island Diary 1: Slutty Chess

by Friendlyoldman
9 min read
4.32 (6900 views)
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Island diary 1: Slutty Chess

What seemed to be a leisurely holiday on a tiny island turned into a completely unexpected adventure full of hot sex. I went there as a decent married man and came back as a gay slut.

You can read the 5 parts of this diary separately, but in the correct order you can read along with the events as they actually happened. Thanks again to LarryInSeattle for editing.

2 April

Today we arrived at Koh Fun, a small island in Southern Thailand. No nightlife, no entertainment district, just the beach, the forest, and a few basic resorts. The plan for this month is read, relax, and write. We left our laptop home, so I'm writing my poetry and stories in the old-fashioned way, with a pen in a paper notebook.

I must say I'm a rather decent guy. I never made a secret of my interest in men, (even M, my wife knows about it,) but in the eight years that passed since I discovered that interest, I had no more than three dates. So although I'm almost always spotting, it hardly ever leads to a real meeting. Now we are on this very quiet island, so my expectations are zero. But after a chance encounter this afternoon, I became aware that this boring island might nevertheless have some unforeseen adventures in store for me. So I decided to start keeping this Island Diary. And I start with the story how my decent me definitely ended up as a slut.

This afternoon we walked on the beach around sunset. M was photographing coral and shells, I walked to a place where I expected to be able to shoot the best sunset photo. When I passed the exit of an almost abandoned beach resort I heard a man say hello. I looked his way and saw a guy preparing to swim. He pulled off his shirt and pants and appeared in tiny swimming trunks. I said good evening, and he asked if I wanted to join him swimming. I said I didn't bring my swimming suit, just wanted to take some photos, and that I was not alone here.

He grinned. "What a pity. Shall I pose for you?"

We both laughed. He was a friendly looking guy, about my age, a belly that showed he likes beer, but not extremely overweight. And what turned me on a bit is that he was obviously making innuendos. It was clear for me that I had to come back here alone.

3 April

In the morning, we just relaxed in our bungalow and read a bit. Then we had a late lunch and returned in our holiday home around 5pm. At 5:30 I said I wanted to go for a swim. M preferred to stay home, which I had actually hoped for. I cycled to the beach and directly walked to where I met the guy yesterday. He was not there. I left my bag and shoes there and went swimming.

When I returned to my stuff, he was sitting beside my bag. He asked if I was alone today and I confirmed that I was. Then he asked if I would like a beer, and I said I preferred something without alcohol. I followed him to his holiday home on the resort. He pointed to a sign. "No wet clothing inside". I did not hesitate and pulled off my wet swimming trunk. My shirt was already in my bag, so I entered the house naked.

"Only alcohol free I have is water" he said.

"Don't you serve a fresh protein shake?"

He hesitated. Had I been a little too overconfident? But now I had to persevere. I said I would help myself, pushed him on a chair, opened his pants, and took out his cock. The touch of my hand made it grow immediately, to a pretty nice size, a bit bigger than mine. I knew I couldn't stay away too long, so I immediately attacked the tasty cock. He totally surrendered, groaned, moved, grabbed my head, and made me take his entire rod in my mouth. Then he completely lost control, screamed loud, and shot a strong warm jet down my throat. A second one hit my palate just before his cock slipped out of my mouth. Two last jets hit my face. I swallowed the juice in my mouth and agreed to pose for him for a photo. Then I washed my face, apologised that I could not stay longer, and left. It took less than 5 minutes, altogether.

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What a crazy start of our holiday. I didn't even get his name or where he comes from.

Back in our bungalow, we opened the bottle of red wine that was sold by the bicycle rental. A weird combination, but we both enjoy wine and bicycles.

4 April

In the bungalow next to ours, a white guy of around my age is staying with a much younger Thai woman. It's a combination you often see here, and the most asked question I get from people who hear I live in Thailand is if I am married to a (younger) Thai wife. Which is not the case. We're really an exception here.

The neighbour almost always sits on his terrace, looking/working/playing on his laptop. He appears to avoid contact and only says hello after we greet him first. This evening, after sunset, for the first time the screen of his laptop was pointed our way. Of course I could not resist the strong urge to look at what he was doing, but it was a bit too far to get a good view. Curiosity won the battle with ethics, so I took a quick snapshot with my camera, and when I magnified it, I could see he was playing chess. I liked to send a "look-what-I-found-here" picture to my chess friend at home, so I tried to shoot a more clear photo, but the laptop screen was now showing a big cock, sucked by a bearded guy. Hmmm... what kind of island is this?

5 April

I took a short walk up the hill behind the resort. I had seen from a distance that there was an unfinished house, and I always find places like that attractive to photograph if possible with myself naked in the photo, but that is usually quite risky here.

It turned out to be just a frame of concrete posts someone had started building, but quickly stopped. The contrast of the concrete with the surrounding natural scene was very photogenic indeed. And because there was no one in sight and there was only a narrow sandy path leading to it, I dared to take a few nude selfies.

For the walk back, I wore my lungi quite short. I greeted the neighbour on his patio and he greeted curtly back.

"Sorry for my curiosity," I said, "but I accidentally saw you playing chess. If you happen to have a board with you, we can play a game."

"Are your eyes that good, or did you use binoculars?" he asked.

Fortunately, I was able to answer without lying: "No, I didn't use binoculars."

He looked me up and down. His gaze lingered for a moment on the spot where my lungi was lifted slightly ;-). "Have you been peeking at my screen the whole time?"

Again I could reply honestly: "No, just a quick look."

"So you did only see my chess game on my screen?"

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My hesitation was a second too long. Before I could answer he laughed: "Okay, clear reply. And then you looked for a proper outfit to invite me for a game."

Again, I did not know what to say. But he stood up and said: "I'll set up the board in the room. You look too hot to play without aircon."

I replied I would be there in a minute and walked to our bungalow to tell M I was going to play chess with the neighbour.

Within 15 minutes the neighbour wiped me off the board twice. He told me he was playing online a few hours every day. His earlier innuendos however, had made me (over) confident, so I said that my only chance to win would be to play the strip chess version I developed*), though with a lungi as only garment, that wouldn't be a certainty. He asked what I meant and I told him that in my version, you can buy back a beaten piece by taking off a piece of clothing, except the queen, that required a blowjob to get it back.

He burst out laughing. "I love that idea." We agreed that one pawn could be bought back for free, another piece would be paid with my lungi or his shorts, and the queen would cost a blowjob.

His wife was with us all the time, but that appeared not to stop him at all from talking the way we did. So I assumed he did not mind and neither did she.

Ten minutes later I was naked, and shortly after he caught my queen.

"Okay, let me buy back a bishop, to make it easier for you," he smiled.

He pulled off his shorts and was naked then too. His already hard cock showed obviously that he was prepared for what would happen next.

He leaned against the table. I bent down and took his cock in my mouth. While caressing the cockhead with my tongue, I slowly pushed my head forward, shoving his entire rod inside. I increased the pressure of my lips when I moved my head back. Just before his cockhead slipped out, I released the pressure and pushed my head forward again.

While repeating these moves, I suddenly felt something soft and wet touching my cock. I looked down and saw that the neighbour's wife had undressed and was now playing with my cock, which immediately responded and stood up. To be sucked while sucking... a heavenly feeling I'd never experienced before.

"Now lay down on your back," the neighbour commanded.

I did what he said, thus losing his cock out of my mouth, and mine out of his wife's. But what I got back was incredible. He kneeled over my head and pushed his hard cock into my mouth again, while she slowly sank down over my hips, leading my rod straight into her wet pussy. They bent over towards each other and while kissing, they moved up and down in a steady rhythm. The neighbour and I almost came together. While I shot my load into his wife, his juices filled my mouth.

Quickly, the wife took over his position, pressing her pussy against my mouth. I went inside her with my tongue as deep as I could, and while my own cum was oozing into my mouth, she started to groan and shake wildly. When she stood up, some last drips of cum landed on my face.

With a mixture of his, hers, and my own fluids I continued the game and of course lost it. But I felt more than satisfied.

*) See my check mate stories

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