The Castaway Hotel: Next Generation Book 1

The family used a number of different vehicles to get to the restaurant, but this gathering wasn’t as large as some of the others have been. Dustin and Cole weren’t planning to be with us this year, since they were going out with their girlfriends. Even though those two couples wouldn’t be joining us, they weren’t going out with each other either. They were planning on meeting up with other couples on this festive evening, so they could spend the night with their friends.

They weren’t the only ones who wouldn’t be with us either. Those living farther away, like Ricky, Mark, Frankie, Nick, Shannon and Pat, wouldn’t be returning for this holiday either. However, since all of my grandsons were with us, except for Lucas, we still had a decent size group.

I think Elliot was beginning to enjoy having so many others around, because the conversations at dinner were not only interesting, but they were usually also highly amusing. We all had a good laugh as various boys recounted Ricky’s reaction to the different pranks, even though only a few of them actually knew who had orchestrated them. Then, some of the older boys started telling stories from when they were younger, such as when they were playing hide and go seek at one of their birthday parties and our dog ended up peeing on one of their guests, who was hiding in some shrubs.

Once they calmed down from laughing about those things, the boys began to mention some of the ghost stories I had told them over the years and the various reactions these tales had elicited. To my chagrin, Elliot, Nicky and Jordan suddenly started pressuring me to tell them one of these ghost stories sometime, because they thought it sounded like fun. After listening to them whine for several minutes, I eventually agreed that I would, but I didn’t give them any specific time when this would actually happen.

Once we finished eating, we took everyone home and quickly got things ready, before the extended family began to show up. Dion and Trey had also agreed to let Joshie stay up a little later than normal, but we knew he wasn’t going to last until midnight. However, before he went to bed, we wanted him to have some fun too.

The rec room was immediately designated as the party room, because the boys had previously set up their music in there. It was the room in which they were planning on listening to some tunes, but they also were looking forward to dancing with their partners and others in that room as well.

The family room was going to be the competition room, because that’s where the Wii was located. The boys were planning on challenging each other on the games Elliot had got for Christmas, as well as some of the others we had prior to the holidays. I was just hoping the family room would still be in one piece after they were done in there.

The dining room had been designated as the game room and the boys had several different activities lined up for that room as well. They had versions of ‘Are You Smarter Than a Fifth Grader,’ ‘Twister,’ ‘Jenga,’ ‘Clue,’ and ‘Pictionary.’ I’m not sure if they’re going to have time to play them all, but they were prepared for anything.

Jake and I started out in the party room, because we were up for listening to some music. Even more than that, we were looking forward to dancing with each other. While we were taking a spin around the dance floor, my grandsons came in to gawk at us. They’d never seen two guys dancing with each other before and wanted to see what it looked like.

After listening to some of their jokes and catcalls, I saw them whispering to each other in the corner. I figured they were trying to come up with some more comments about our dancing or maybe even thinking of some prank they could play on us. However, I was in for a surprise. Instead of what I thought they were up to, the boys started dancing with each other. Jordan paired up with Jesse, while Elliot and Nicky became partners.

At first the boys only danced to a few of the faster song, where they didn’t really come into contact with one another, but that soon changed. After some more whispering back and forth, they finally decided to try some slow dances as well. It was cute to watch and I was glad to see they were trying it.

“You know,” Jordan told Jake and me, when he approached us with Nicky, “we’re only doing this to practice for our school dances. We figured maybe we could improve our dancing here, so we wouldn’t look like dorks when we danced with a girl at one of the school dances.”

“I think Elliot really needs the practice,” whispered Nicky. “He almost broke my toes after stepping on them so many times.”

“Hey, I heard that,” Elliot shouted before going back to his conversation with Jesse.

“Hey, whatever floats your boat,” I told him. “You won’t hear us making fun of what you’re doing, even though you weren’t that nice to us.”

I think my comment made that pair feel badly about some of the things they’d said to or about us when they first came into the room. Even though Jake and I knew it had been done in fun and didn’t take offense from anything they’d said, I thought it might be a good lesson for them. I wanted the pair to learn that even comments made in jest could be taken wrong, so they should think before they speak. For that reason, I left them hanging for a bit and gave them time to stew in their own juices.

After a few minutes, I took them off the hook and explained we knew they were only joking, and they suddenly looked relieved. I think they’d learned a lesson though, so it was worth watching them squirm for a bit.

During this time, Steve had been dancing with his wife, Mary, but Steve, Jake and I all danced with Sally, Susan, Alice and Mary as well. I also saw some of the older boys dancing with the ladies and the women were thrilled by the attention they were getting, along with the chance to act like young girls again.

During this time, Dion and Trey also brought Joshie back to the party room for a while. I quickly understood that Joshie had just finished challenging his fathers at tennis and bowling on the Wii, because he was so excited about it that he had to tell me.

“Papa, I just beat Daddy playing tennis and Poppy on the bowling game,” he announced, with his little chest puffed out.

“Good for you,” I told him. “I know they aren’t nearly as athletic as you are, so I’m glad you were able to box their ears.”

“We didn’t do the boxing,” Joshie corrected me.

“Right! Well, I’m glad you beat them though,” I replied.

I chose not to go into an in depth explanation about the expression I had just used and figured Joshie would eventually learn what the expression meant.

As we were talking, Elliot rushed up to us and grabbed Dion’s hand and tried to drag him away.

“Hey, Uncle Dion, come here a minute,” he said.

Dion followed his nephew, but I don’t think he had much of a choice. Trey and I got a kick out of the helpless look on his face as Elliot pulled him out of the room.

A few minutes later the pair returned, and much to the dismay of our dancers, pulled the plug on our music. Before we could object, Dion announced that he and Elliot had decided they wanted to play some songs for us and contribute to the evening’s fun.

They encouraged us to join them in the family room and we all sat down to enjoy the concert. After just a few minutes, we found ourselves getting up to dance again, as Elliot tickled the ivories and Dion belted out Little Richard’s ‘Good Golly Miss Molly,’ followed by ‘Tutti Frutti.’ No matter how many times I’ve heard Elliot play now or listened to Dion sing, they continue to amaze me. I could tell that our company was blown away by their impromptu performance as well. If these guys get any better, we may have to send them on tour.

Just when I thought they had finished, Elliot began to play one of my all time favorites, ‘Great Balls of Fire,’ by Jerry Lee Lewis. Elliot must have seen the pleased and surprised look on my face, because he gave me a knowing smile and a quick wink. It turned out that most of the boys knew the words to this popular oldie, so Danny, Brandon, Kevin, Jordan and Nicky soon joined Elliot and Dion at the piano and began to sing backup.

Elliot even managed to scoot over and make room on the bench for Vinnie to sit down and join the fun. When the song ended, the boys took a bow amid the wild applause and catcalls from their appreciative audience. Elliot and Dion were totally spent after their energetic and enthusiastic performance, so they each grabbed a drink and went to join the rest of us, after we’d turned the music back on.

Before long, I saw both Dion and Trey dancing with Joshie, as they gave their son his first dance lesson. I was surprised at how well Joshie was doing and noticed that he has a good sense of rhythm and moves fairly well, so he seems to be a natural. It had also been cute to watch him shake his little butt while his daddy and Elliot had put on their show.

My older grandsons disappeared for a while, but about a half hour later they came rushing back in the rec room. As they entered, Elliot came up to me, all excited, and spoke.

“Papa, I want to challenge you to play me on ‘Are You Smarter Than a Fifth Grader,” he told me. “I just challenged my two dads and I beat one of them and just barely lost to the other.”

As it turned out, Elliot had managed to beat Brandon and then narrowly missed out on beating Danny. What they had done was to each play a round and then used it to determine who had been the overall winner. They did this by determining who had done the best and, therefore, won the most ‘money.’ After hearing this, I accepted his challenge and we went into the other room to play.

We started our game with some light razzing.

“Bring it on, punk,” I teased Elliot.

“You’re goin’ down old man,” he smiled, in reply.

Even though I did quite well, Elliot did better. Of course Jesse, Jordan and Nicky were the ‘classmates’ that we got to cheat off of and I think they were trying to make sure that Elliot won. I was just pleased to see Elliot light up when he beat me. Since some of the extended family had followed us in and watched the game, I got razzed more than a little bit after my grandson won.

Once our game was over, the boys talked us into staying in the dining room and challenged me to play ‘Twister’ with them. Needless to say, it wasn’t easy to get my old body to contort in ways that would allow me to touch the colored circles the spins indicated, so the boys were doing much better. Many of our extended family got sucked into playing too and suffered through similar dexterity problems, but we did our best and had a good time. We weren’t surprised that none of us won any of these contests, but the activity did manage to bring back some fond memories from our past.

We continued doing all kinds of things with the boys until just before midnight and then I herded everyone into the family room, so we could watch the ball drop on TV. As the count reached zero, we all shouted and wished each other Happy New Year, and that’s when I heard Elliot starting to play ‘Auld Lang Syne’ on the piano. Since he was playing, those of us who knew the words began to sing along. Having the piano around has been a nice improvement to our home life. We had background music for all of our family functions now and it was also a nice way to bring in the New Year.

After we stayed up a while longer, the extended family began to return to their homes. Once they’d departed, some of the others started to turn in for the evening. I wished everyone good night and a happy new year again as they began to disappear, but I knew I wasn’t going to be staying up much longer either.

When the boys got upstairs, they weren’t ready to sleep yet. They were all revved up and ready to have a little more fun. Therefore, they took a minute to talk over what they wanted to do next.

“Jesse, do you think that we could do what we did the last time we were here? You know, after vacation,” Nicky asked.

Jesse was trying hard to remember what Nicky was referring to. After a few seconds, he decided he might have figured it out.

“You mean what we did in the shower?” Jesse countered, in an attempt to clarify the situation.

“Yeah, that’s what I mean,” Nicky agreed.

Jordan had also caught on to what Nicky was asking.

“Yes, I think that would be all right, if Elliot is willing,” Jesse agreed.

“Willing to do what?” Elliot questioned.

“It’s like fucking, but without sticking our dicks up anyone’s butt,” Nicky crudely explained.

Elliot started laughing at the way Nicky had expressed himself, but soon regained his composure.

“How the hell do you do that?” he wondered. “I mean, to fuck you’ve got to, you know, stick it in something. Right?”

“Sort of,” Jordan agreed, “but Jesse taught us a way we could do it, without having to break Papa’s rule of no anal sex. Do you think you might be interested in trying it? It feels really good.”

Both Jordan and Nicky were looking at Elliot, with their eyes and expressions pleading with him to say yes.

“I guess if you’ve all done it and it’s not something that will hurt us or get us into trouble, then I’m willing to give it a try,” Elliot agreed.

Suddenly, Jordan and Nicky started breathing again and then they began to dance around. Elliot was amused by how excited they were.

“I’ll do it with Elliot then, since we’re closer in size,” Nicky suggested.

“That’s fine with me if it’s okay with Jordan,” Jesse agreed.

After Jordan nodded that it was, Jesse continued.

“You two can use the bathroom across the hall then and we’ll go use the other one.”

After saying this, Jesse and Jordan took off, leaving the other pair behind.

“We’ll get undressed in here, because we have to do this in the shower,” Nicky told Elliot.

“Why?” Elliot wondered, as he started to unbutton his shirt.

“Because the water and soap makes it easier,” Nicky answered. “Don’t worry though. You’ll love this and it will feel great.”

Nicky grabbed Elliot’s hand and began to lead him to the door. Elliot accepted Nicky’s assurance and eagerly went with him. As they entered the bathroom, Nicky turned on the shower and waited for the water to warm up.

“I’ll let you do it to me first,” Nicky suggested, “and I’ll tell you what you need to do, once we get in there.”

Now that the water was warm, the pair stepped into the shower. After they both got wet, Nicky took the soap and lathered up Elliot’s dick, as he got him hard. Then he soaped up his inner thighs and told Elliot to get behind him.

“All you have to do is to stick your dick between my legs,” Nicky advised him. “Once I tighten my legs over your dick, just start sliding it in and out, the way a dog might hump your leg. It’s just like fucking and it will feel great.”

Curious, Elliot did as he was told and was soon driving his penis back and forth between Nicky’s legs. He didn’t realize it would feel as good as it did and was very glad he had agreed to try this. He was pumping back and forth, nearly as fast as a car piston, so before long he was erupting and shooting his seed all over Nicky’s legs. He was slightly exhausted when he finished, although heady from the orgasm. He didn’t even realize that Nicky had turned around and was helping to hold him up, since his climax had also left him lightheaded and dizzy. Once he’d fully recuperated, he spoke.

“Wow, that was great!” Elliot announced, once he was able. “I’m glad you suggested that. It really felt like I was fucking and I really enjoyed it.”

“I’m glad,” Nicky told him. “Just let me know when you’re ready for me to do the same thing to you.”

Elliot merely smiled.

“Okay, we’ll soap up and then you can get off too,” Elliot told him.

Before long, they had switched places and Nicky was doing the same thing to Elliot. He did have to remind Elliot to keep his legs tightly together, but in the end he also had a powerful orgasm. Now that they had both cum, they finished washing up, dried off and then headed back to their room.

Nicky and Elliot decided to spend the night together too and Elliot put his arms around Nicky and snuggled up behind him. It wasn’t something Nicky had expected and he was a little surprised that he felt so comfortable in another boy’s arms, but he snuggled against Elliot and closed his eyes. In the end, they both slept very soundly and were in excellent moods when they awoke.

After I’d fed everyone breakfast and they went into the family room to watch the parades, I kept Nicky and Jordan behind. I had something I needed to tell them.

“I want you to pack your things and then say goodbye. We have to leave here by early afternoon, so I can take you back to Jordan’s house,” I informed them.

“But why do we have to leave today, and so early too,” Nicky whined.

“We have to do it this way, because it’s a long drive and you’ll be leaving tomorrow, on a morning flight with Michael, to get home,” I answered. “He’s going to stay at your house overnight, but he has to leave early Monday morning for a business meeting.”

“Dang, I wish we could have stayed longer,” Nicky complained. “I’ve had a great time here and I think Jordan has too.”

“I’m sure you did, but this is something that can’t be avoided or changed,” I told him. “If you don’t cause a fuss over this, we’ll see if we can talk your parents into letting you stay here for a while next summer too, maybe even before we go on vacation this time. That might allow you a couple of weeks here, instead of just one.”

This possibility met with very warm reception from both boys. They liked the idea of spending more than one week with us, including the time we might spend on vacation with their families. It also got them to give up their objection to leaving so early, but they still needed to get their things.

They went to see Jesse and Elliot first, before they went up to the rooms they’d been staying in, so they could fill them in about what was happening. Although all four boys were a little sad about their time here coming to an end, they were already beginning to look forward to being together this summer. At least it lightened the current mood slightly and kept them from being so sad.

Once the boys came back downstairs, Jordan and Nicky loaded their things into the car. Since we still had a little time before we needed to take off, I let them spend it saying goodbye to the others. Doing this is never easy, but the pair made their way around and said farewell to all those who were still here and said they’d see them again soon.

After we were gone, Elliot went straight to his room. Ever the intuitive one, Jesse sense that he was taking our departure a little hard and went to check on his little buddy. When he went into Elliot’s room, Jesse found him lying on his bed and staring into space.

“Hey, Elliot,” Jesse said, cheerfully. “You doing ok?”

“Yeah, I’m fine. I’m just sad to see them go. I really hit it off with them, especially Nicky,” Elliot answered.

“I noticed,” Jesse smiled. “I saw how you kept looking at Nicky and you guys were really cute together.”

“What’s that supposed to mean?” Elliot asked, defensively.

“I got the sense that you might have a little crush on him,” Jesse answered.

“Maybe a little,” Elliot blushed. “He’s really cute and so nice. Do you think he might be gay?”

“I honestly don’t know. He could just be horny,” Jesse offered, “but he’s always been a sweet kid, even when he was little. I think if you like him that way, you should tell him. Even if he’s not gay, I don’t think he’d be mad. I think he’d be flattered.”

“Well, I really don’t know how I feel about him, but promise you won’t say anything!” Elliot pleaded.

“Your secret is safe with me, but for what it’s worth,” Jesse continued, “you could do a lot worse. Nicky’s a great guy.”

“Elliot never got a chance to respond to Jesse, because Joshie walked in right after Jesse agreed to keep Elliot’s secret.

“Elliot and Jesse, I’m bored, so I want you to come play with me,” Joshie whined, as he grabbed their hands and dragged them from the room.

The boys spent the rest of their afternoon playing on the Wii with Joshie and were surprised at how much fun they could have with someone so much younger.

It was a long trip to Michael’s house and took over four hours to get there. Michael came out to greet us as we pulled in and told us that Andrea had dinner ready. I was staying there tonight and would leave for home after Michael left on his flight with Nicky. Both Jordan and Nicky had school on Monday, so it was good that they would both be home and able to get a good night’s sleep before this happened.

I had a good time with Michael’s family, but Jordan and Nicky spent most of their time together. They even stayed in Jordan’s room that night, even though they both knew that Michael would be coming in fairly early to get Nicky up and ready for their flight. Jordan didn’t mind if he was awakened too, because he wanted to say goodbye to Nicky before he left.

Shortly after Michael and Nicky left, I kissed Andrea, Jordan and Megan goodbye, and then started my long trip home. While I was driving, I thought back upon the past week with the family and reflected upon what a truly lucky man I am. I have such a wonderful and close-knit family, which includes some terrific and amazing grandchildren. I also have a wonderful partner, along with some terrific sons. Among them is a very special son and his equally special partner who have returned to not only help take care of the house and me, but to also continue the work I began when I took in boys and started my second family.

By the time I pulled in the driveway, I was happy to be back and thankful for those inside. However, I didn’t have long to consider this further, since Jesse and Elliot had come racing out to greet me.

“We just wanted to thank you for letting Jordan and Nicky spend the extra week with us,” Elliot began. “We had a great time with them and it was nice to have other guys around who are closer to my own age. Thanks again.”

After saying this, Elliot gave me a hug and patted my back at the same time. It was nice to know he was so appreciative.

“I had a great time too,” Jesse told me, “but it’s not over yet. I know I still have time to enjoy Andrew and Little Ricky while they’re here, because they’re staying another week before they have to go back.”

He was correct. They would be here a little longer, although Jesse, Elliot and our teachers will have to return to their classes tomorrow. At least they’ll still have their evenings, after the boys return home from school, and then the weekend to spend a little more time with each other.

Once I got back inside the house, the others greeted me too, and then Jesse and Elliot took off with Andrew and Little Ricky. When I saw this, I had a feeling they would probably be having a little fun together too. The thing is, this could possibly also include a little surprise for Elliot and expose him to something he might not be familiar with.

At first, Elliot wasn’t so sure that he was ready to do anything with this pair, seeing they were considerably older than him. The others then told him it was all right and they understood, because they weren’t going to force the issue. However, when Elliot saw them get up to leave, he wanted to know where Jesse was going. That’s when Jesse informed Elliot that he was planning on going with them, so he could spend a little more time with Andrew and Little Ricky while they were home. As they turned and started out the door, Elliot came to a realization.

“Hey, I don’t want to be left all alone,” he complained, before the others got very far.

“Elliot, I’m sorry about this, but I want to spend time with these guys before they go back to college,” Jesse told him. “Since you aren’t interested, you’ll just have to wait a night or two, while I spend some time with them. I’m sorry, but I haven’t been with Andrew much since he’s been here and he’ll be at school for a few more months, before he comes home for the summer.”

“Okay, I don’t want to be left out,” Elliot announced, “so I’ll do it with them too.”

“Look, we don’t want you to do this, if you’re not really comfortable with it,” Jesse told him. “I know you don’t especially like being naked in front of a lot of different people, so this is going to create a problem. I plan on doing some stuff with them, so you can’t join us unless you’re willing to get undressed in front of two more guys and mess around with them too.”

“I know and I understand that,” Elliot confirmed. “But I like doing these things and don’t want to be left out while the rest of you are doing it together.”

“Are you sure?” Andrew asked, since he still wasn’t convinced.

“Yes, and I’m fine with you guys seeing me naked too,” Elliot agreed. “I guess doing things like this are getting easier than I first thought.”

“Okay, if you’re sure,” Little Ricky told him. “I just don’t want you to freak out later and then have us all get into trouble because Dad, Danny and Brandon think we forced you into this.”

“I promise that won’t happen,” Elliot agreed.

Since they had his assurance, the boys all came back into the room and closed the door behind them. Elliot stood momentarily off to one side, as he watched the others start to get undressed. Once he realized he needed to be doing this too, he quickly began and caught up to the others in no time. Now, all the boys were naked and began to examine one another visually.

“Hey, why does your dick look so different,” Elliot asked Andrew, as he stared at his dick.

“It’s because I’m not circumcised and the rest of you are,” Andrew explained. “Watch and I’ll show you the difference.”

Slowly, Andrew pulled back the foreskin and exposed the head of his penis. Then he slid it back over it again. He did this a couple more times before he stopped, so Elliot could see it really wasn’t so different.

“But why is yours like that?” Elliot wanted to know.

“Our dicks are all like this when we’re born, but then your parents had the doctor cut off this extra skin, so your penis would look like it does now,” Andrew explained. “If you look at it closely, you’ll see the circumcision scar, where the doctor stitched the remaining skin to the shaft.”

Once Elliot had a chance to check his own penis out, Jesse and Little Ricky also showed him their scars, so he could compare them.

“Hmmm, what do you know? I like the way mine looks, but why did our parents do that to us?” Elliot wanted to know.

“Some do it for religious purposes, while others do it for cleanliness reasons,” Little Ricky explained. “Still others do it because they think it looks better.”

Gradually, Elliot was beginning to understand. Andrew even offered to let Elliot check out his penis, so he could see the difference for himself. Eagerly, Elliot slid Andrew’s foreskin back and forth, eventually getting Andrew aroused in the process.

“So you’ve never seen anyone else who was uncircumcised before?” Andrew asked.

“Come to think of it, there was a guy at boarding school,” Elliot admitted, “but I wasn’t that interested in him. He was kinda weird.”

“Not weird,” Andrew confirmed. “He just hadn’t gone under the knife.”

“No, I mean his dick may have been fine, but HE was definitely weird,” Elliot stated.

Although Elliot had enjoyed playing with Andrew’s penis for a brief time, he decided he wanted to go with Little Ricky tonight. He knew Jesse wanted to be with Andrew first.

Eventually, each of the boys sucked the other off. Although Little Ricky’s cock was a little shorter than Jesse’s, he took just as long to cum. However, Elliot was determined and lasted almost until the end this time, before finishing Little Ricky off with his hand. Everyone ended up satisfied, and then the partners who had just gotten off together spent the night together as well. This had been another new experience for Elliot and one he wanted to think about a little longer.