Me & Shari - Pt 6 - Rough Edges
I basked in the afterglow while soaking in the warm water of the hot tub reflecting on all the great things that had taken place in my life over the last six weeks. I had just been fucked silly and senseless by four beautiful women and over the last three days had enjoyed having sex with three of their husbands as well. Of course, the fourth one was with me, but this widower sworn off to marriage was suddenly not so put off by the idea.
I climbed from the tub and headed back to the house. The warm breeze dried me as I walked. Jim and Kurt were deep into a timed game of chess with a fifteen-minute limit. I asked what the wager was, and they both just smiled at me, meaning that one of them was getting a blow job or fucking the other. I poured myself a bourbon and went to watch the chess experts.
Chuck and the girls were nowhere to be seen but the light was on down in the last room on the south end of the house. The guys noticed me looking and Kurt said that Shari had told them to let me know that she would see me later tonight. Their hands were flying over the chess board not wanting to run out of time before the game finished. Jim was a better player, but Kurt could beat him if given enough time to plan his moves. I told Kurt that Jim had stacked the deck with the bet, but Jim told me that this was the rubber match, meaning that they had both won once.
I am not sure if I had distracted them or if Kurt was ready to give up because he was nearly out of time and losing but he made one wrong move and Jim had him checkmated in two more. Kurt acted upset but went with Jim to the lounger and started giving him an earnest blow job. I enjoyed the show. I do not think that I had ever just sat and watched one man giving another head. Kurt was good at it too. I speak from experience as I had enjoyed Kurt's oral minstrations many times. I figured that since that was the rubber match, Jim had cum a short time ago and this time was going to take a while. Surprisingly, Kurt was using a few tricks and had Jim moaning in pleasure quickly.
Kurt worked Jim's cock head sloppily with his mouth while his hands tugged on his balls. Jim was holding back trying not to grab Kurt's head and shove his cock into Kurt's throat. Kurt sensed it as well and wrapped his hands around the rigid shaft of Jim's dick to make sure that did not happen. Jim threw his head back as Kurt's tongue worked over the sensitive underside of his dick. The fact that Jim had recently climaxed did not matter because Kurt was already edging him, getting him close to orgasm then backing off till it subsided.
Soon Jim was begging to be allowed to cum. Kurt released his grip on Jim's dick and let it slide back into his throat. He felt Jim swell up and prepare to unload. He timed it perfectly for Jim to dump cum right onto his tongue. Kurt held the load in his mouth till Jim was ready to watch him swallow it in one gulp.
I got us all drinks and we sat and enjoyed ocean sounds and the tropical breeze. It was easy to sit and forget about the outside world but the knowledge that it was coming to an end was working its way into the back of my mind. Not that I wanted tomorrow to get here sooner, I also did not want to sit here and think about it. I told the guys that I was going to bed and headed off to the room that Shari and I had claimed when we first got to the island.
I slept restlessly alone in the big bed. I woke once and Shari was still not there. I thought about trying to stay awake waiting for her, but my body opted for a very long blink. I was dreaming of having sex on a beach when I heard Shari in the bathroom. I let her think I was still sleeping while she tried to silently get into bed. I had turned facing her side of the bed and when she leaned over to give me a kiss, I grabbed her, pulled her close, and made sure I got a proper kiss. She snuggled in against me and asked how I was doing. I told her that I did not want to leave paradise. She laughed and said that she felt the same way.
My hands started roaming down along her side, but she stopped me. Another kiss and she told me that she was tired and a little bit sore because she had a round two that was every bit as fun as the round one that I got and had two more rounds in the morning, all she needed now was to be held in the arms of the man she loved. I just held her tighter and told her that I loved her too.
Morning came much too soon for my liking although waking up to warm lips wrapping themselves around my dick made it worthwhile. Shari lovingly caressed me with her mouth until I was fully hard. She looked up at me and slid around and climbed on top of me. I took her in my mouth and worked getting her hard as well. She would not let me do some of the things I knew she normally liked for me to do so I asked if she was alright. She told me that she had a big morning coming up and needed to be ready for it.
I stopped trying to make her cum and focused on making her feel good while letting her make me cum. My hands found her soft fleshy tits and I rolled her nipples with my fingers. She moaned over my cock. She grabbed my hands and placed them on her head pushing downward. I took the hint and began forcing her up and down on my cock. She reacted by squirming and groaning encouraging me to do more. Holding her head firmly, I began thrusting my hips up, driving my cock into her throat.
I held her down and made her deep throat me until I heard her start to gag. I let her up to catch her breath before forcing her down on me again. This time I held her down until I filled her mouth with my cum. She willingly took all I had to give and wanted more. I finally had to beg her to stop.
She rolled off me and turned to give me a kiss and cuddle before hopping up to shower and get ready for her morning activities with the girls. I gave her a few minutes then joined her. I made sure that her back and bum were good and clean by rubbing my body against hers until she made me stop. As she stepped out of the shower, I gave her plump round rump a good smack that left a reddened handprint. She noticed as she was drying off and told me that I was going to pay for that one later with a mischievous smile.
She told me that she would see me later and headed out the door. I finished my shower and joined Jim and Chuck out at the table for coffee and more of those magical muffins that appeared every morning. Kurt and the girls were nowhere to be seen so I assumed that he was first on the menu for the girls today. I asked the guys what was on the schedule for the morning. Jim said that it was up to Chuck and me because he had a feeling, he was going to be very busy later and wanted to be ready. Chuck and I both chuckled a little because we knew exactly what he meant.
Chuck and I headed down to the beach to enjoy our last morning in the surf, leaving Jim at the house for his turn later. We noticed a large fishing boat about a quarter mile out, largely because it was the only one we had seen that close to the island. It was there only a few minutes when we watched a police boat rapidly advancing on it from the other side of the island. The police pulled alongside and within moments the other boat was speeding away. The police boat turned toward the island and flashed its spotlight at the south end of the island and then sped back toward the mainland.
By the time they were out of sight we noticed that Jim had walked out to the beach with us. He told us that they were either lost fishermen or paparazzi thinking someone worth taking pictures of was on the island and if it were the latter, there would be an opening for a new investor later because somebody talked. I said that the response time was amazing and that if we had not been walking toward the beach, we would not have even noticed it. Jim said that there was an alarm up at the house that sounded when they stopped for too long. A warning for those guests and owners that needed to be aware of them.
The security at this place was amazing, and so were the precautions to ensure the privacy of everyone here. We stayed at the beach for a while kicking a volleyball around and playing in the surf. Eventually, Kurt came strolling down to the beach looking quite proud of himself. He told Jim that the girls wanted him to give them a few minutes to grab some food and they would be ready for him then walked out into the surf to soothe his abused body.
Jim waited half an hour and headed up to the house. Kurt followed him telling us that a nap with his name on it was waiting on a lounger. Chuck and I stayed down at the beach watching the boat that had moved well out to sea nearer one of the fishing spots that had been marked on the map for us on our fishing trip. I asked Chuck if he was feeling horny again yet. He said that Billie had taken care of him that morning but, yes, even with all the sex we had been having all weekend, he was feeling horny. I told him that I was as well.
A bit later we heard the girls up at the house giggling and laughing. Jim waved us up to the house. He asked us all to gather round and pulled out a small iPad and set it on the table. He said that before he showed us his new game, he had a question for us. He said that this game would pair us all up for a random amount of time then switch us all around. Then he told us that, if we were willing, he would like to add someone to our group. Miguel and his wife had been making sure that all our needs were taken care of this weekend and that they would like to join us for our some of our final full day on the island. Without hesitation we all agreed. Jim picked up the phone and told whoever answered to come on up, then began setting up the game.
