"We're going back to our cabin to check in and then back to our day." Gary mentioned.
"Well anytime you guys are in the area, please feel free to stop on by or if you need a good fuck let me know."
He watched them start down the hill as they headed for home. He smiled as he noticed that Joseph's ankle wasn't that bad after all. He thought, well he had a nice ass at least.
Matt went about his business to get ready for the party tonight. He was bringing his new punch drink, it was supposed to help with regeneration and stamina. He smiled as he remembered Paul and Ray's past parties. They were always large and he was always exhausted when they were finished. The party usually ended late in the evening/morning; he was always sore when we got home. Just thinking about them gave him a semi-hard cock now. The party wouldn't start for hours and he wanted to get some rest in beforehand.
He went to outside and found his outside cot. There was a breeze that felt really good on his warn skin. He liked sleeping outside so that the island could come near him. There was an unwritten rule that the tentacles could not go inside a hut except to drop you in your bed. So he figured that if the island needed to fuck him who was he to say no. He slept well and was woken up by a gentle sucking on his cock and nipples. He looked down and saw that there were three tentacles on him. One suckling his cock and two others giving his nipples some play. He laid back and moaned a bit. His cock responded to the sucking by growing in length. His nipples were hard and very sensitive now. His butt cheeks clinched as the sucking increased, he started to bucking his hips in time with the sucking.
He knew that his pre-cum was secreting inside the tentacle as it picked up the suction and pulled down on his balls. He was near cumming when another tentacle made its way into his ass and expanded his hole. He exploded into the tentacle and his hips left the cot and forced his cock further into the orifice. His whole body shook as he fell back onto the cot.
The sucking on his cock increased to get every drop and then it slowed down as to not harm him, but it stayed attached to his cock. As if it was cradling it in a mouth to sooth it. The tentacle in ass was giving longer stroked and not the quick ones anymore. This acted like a massage to his anal ring. Even his mouth was getting deeper, longer strokes from the tentacle.
This was a new development in his experience, first the island did not try to move him inside or cocoon him, and second it felt like it was acting a lover now and not trying to get a quick lay. Matt wasn't frightened in anyway just perplexed as he fell asleep in his cot. He smiled as the tentacles removed themselves from his mouth and ass and left the one suckling on his cock. His balls were being cradled as he drifted off to sleep. He knew that the island would wake him up before the party.