Island Diary 4: Live on Webcam

Island diary 4: Blowing Live on Webcam

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.

24-25 April

Nothing special to report. We stayed on the beach, ate a bit, swam a bit, made love a bit, slept much.

26 April

During this holiday, two days without a cock are already too much. When M left for another massage this morning, I walked up to Jeffs bungalow. He was sitting indoors, only dressed in shorts, and in the reflection of a glass door behind him I could clearly see he was chatting in the SilverDaddies chatroom. He was shocked because he didn't see me coming, and closed his laptop. I reassured him that I also spent a lot of time in that chat room, even with my webcam on.

He opened his laptop and logged in again. "Let's do a show," I said. "Switch on your webcam and stand visibly in the camera's view. If you prefer, aim the camera so that your head is not in the frame."

I walked towards him and when I stood right in front of him, I let my lungi slide off my body. I dropped to my knees, grabbed the waistband of his shorts and slowly pulled them down. It was clear that he was already quite aroused, because his pole swung at full size in front of my face in full view of the webcam, I started to treat his cock with my lips. He moaned softly, but that soon turned into louder groans. The laptop's frequent beeps indicated a growing group of sneaky viewers.

Jeff had already warmed himself up quite a bit, because in less than five minutes, he exploded in my mouth. I quickly pulled my head back so the viewers could get a nice view of the last jets from his cock splashing against my face and slowly starting to drip down. They then dripped in long strings through my beard onto my stomach. I took Jeff's cock in my mouth one more time to suck out the last bits of cum and lick it off.

"Ahhh, I needed that," I said. "Me too," Jeff moaned.

I took a quick shower, wrapped my lungi around my waist, and walked back to our bungalow.

At lunch Jeff joined us. He asked if I would like to make another bicycle tour tomorrow, and we agreed to go to the most Northern point of the island.

27 April

At 6 we sat out on our bicycles again, now heading north. It may look like quite a challenge to cross an island all the way, but this island is only 8,5 km (6 miles) long. The road has to go around the only mountain and therefor is 12 km (8 miles) long.

We parked our bicycles at the end of the paved road. The northern beach was still desolate. We walked for half an hour along the sea without meeting a single person. I said I wanted to swim. Jeff did not immediately respond. I undressed and walked into the sea. After a few minutes I saw Jeff undress too and dive into the water.

We stayed in the water for about 15 minutes and then got out. Jeff said we had no towels, but I said we did not need them, because we could just start to walk back and then would be dry in 5 minutes anyway. After we had walked besides each other for a few minutes I noticed that Jeff slowed down a bit. I slowed down too, but it looks like he did not want to walk beside me anymore. When I turned around, I could not avoid a laugh. He had tried to prevent me from seeing how his cock had grown fully erect. Now that he could no longer hide it, he had a good laugh too.

"Come on, let me handle that," I said. I stood behind him, my arms around his waist, my left hand under his balls, and my right hand holding his cock. My already growing cock touched his buttocks. I softly massaged his balls while I played with the little piece of skin just behind his cockhead. He tried to grab my cock, but every time I changed pressure on his cock, he completely lost control. A minute later he almost came.

He grabbed my hands and pulled them away from his cock and balls. Then he turned around, bent over, and dropped a few large globs of spit onto his right hand. With that, he turned and put his hand around my cock, so that it became slippery. He turned around again, bent over again, and guided my cock to his hole. He slowly pushed back with his ass and gradually I slid into him. First the tip of my glans but with some resistance, my entire glans disappeared inside. To get the harder part of my cock in, Jeff smeared some spit on it. Suddenly all resistance disappeared and my pole disappeared completely into his arse.

For me it was the first time I ever had my cock in a man's arse. The feeling was indescribably heavenly. While I started to fuck, Jeff grabbed my hands again and led them to his balls and cock. I resumed the caressing and massaging. Just a few minutes later, Jeff started to shake and scream. While he shot his juices on the sand, the short, firm contractions of his arse made me shake and scream too. In one of the strongest orgasms I ever had, I pumped my cum into Jeff's back hole.

It took us a minute to get back to our senses. Then I slowly pulled out my cock. Long streams of cum came out with it, dripping down his legs and from my cock. Then we jumped into the sea, to wash the juices off our bodies.

On the way back to our bicycles we saw the remains of a restaurant. Like that day at the south beach, I could not resist to shoot some photos and ask Jeff to make some pictures of me.

In the meantime the bar where we parked our bicycles had opened, so we had a coffee and breakfast before we cycled back to our resort.