The Castaway Hotel: Next Generation - 8. Youthful Exuberance

Once the others had gone home, Lucas went off to play with Joshie. When that happened, I took Jordan, Nicky, Jesse and Andrew aside, so I could clear the air and let them know what I thought would be acceptable.

“Okay, I’m fairly certain I know what you boys are planning,” I began, “but nothing happens unless each person agrees he wants to participate.” I saw four heads nod in unison.

“I also don’t want you to get carried away with this and allow it to become all you do while you are here,” I stated, while directing the comment toward Jordan and Nicky. “I want you to have a good time, but there will be other things you can do that doesn’t involve sex.” They merely smiled in understanding.

“No anal,” I whispered to Jesse and Andrew, as I got ready to leave. They merely nodded their heads in agreement.

Since that had been settled, I left the boys alone and they immediately went to the family room and challenged each other on the video games. Once they grew tired of playing on the X-box and Wii, they asked Jake and me if we wanted to watch a movie with them, so we agreed. We spent the next couple of hours watching ‘The Great Raid,’ which is about a World War II rescue operation and stars Benjamin Bratt. We all enjoyed the movie, because it was quite exciting, and when it ended, Jake and I went out to fix dinner.

Later, after we finished eating, I saw Nicky, Jordan, Jesse and Andrew playing hide-and-go-seek outside with Lucas and Joshie. I was glad to see the older boys spending time with the younger ones too and figured I’d let them know that when they came back inside.

When it grew dark, the boys finished their game and I got my chance to speak with them.

“I’m glad to see you guys were doing something with the two little ones,” I told them.

“It’s no big deal,” Andrew answered.

“Yeah, the older boys used to do things with us too,” Jesse added, “so we thought we’d do the same for Lucas and Joshie.”

“Like we told you about the kickball,” Nicky offered, “it used to make us feel good when they did that, so we thought we’d make Lucas and Joshie feel good too.”

“We just wanted to make sure they didn’t feel like we were leaving them out of everything,” Jordan added. “Jesse is right. Our uncles always made sure to include us in things when we stayed here or went places with you, and I remember how great it made me feel.”

“Yeah, so we wanted to do that for Lucas and Joshie too,” Nicky concluded.

After I commended their actions again, I offered all of the boys a piece of leftover birthday cake and some ice cream. Once they finished eating it, we all went into the family room and watched some television together. A little later, Dion and Trey came in to get Lucas and Joshie, so they could give them a bath and put them in bed. A short time after that, the other four left and went upstairs and I’m pretty sure I knew what that meant.

The boys started off by going into the same bedroom together, so they could talk things over first. They hadn’t really had a chance to discuss what they wanted to do tonight and decided to do it now.

“I can’t believe you guys got your parents to let you stay another week,” Jesse began.

“They weren’t happy about it at first, but they gave in after talking it over with Papa,” Jordan explained.

“My mom was throwing a fit, because she didn’t want me coming back home alone,” Nicky added, “but she calmed down after Papa said he’d bring Kylie and me back.”

“You’re pretty lucky he offered to do that for you,” Jesse suggested. “Otherwise you might not have been able to stay.”

“I know and I think he only said he’d do it, because you guys had talked to him about what we’d done during the trip,” Jordan suggested. “I think he was glad we were honest about it and he was okay with what we did, so he was willing to give us some more time together. At first, I was a little worried about you telling him what we were up to, but now I’m glad you did.”

“We even thanked him personally, when we were with him on a ride at Hershey Park,” Nicky added, “so I think that probably helped too. We even talked a little about what we were doing and thanked him for allowing us to learn from you guys. It might have helped that he knows we appreciate everything he is doing for us and that may be another reason why he agreed to let us spend a little more time with each other. If Papa hadn’t allowed us to stay over now, we wouldn’t see you guys again until Christmas.”

“I’m glad you thanked him and were able to talk to him about what you were doing on vacation,” Andrew confirmed. “It is probably what convinced him that you’re mature enough to handle these things, or else you wouldn’t have said anything to him about it directly. That might have also helped convince him to talk your parents into letting you stay longer.”

The two boys looked at each other, since neither of them had realized before that they were actually helping themselves when they’d done that. However, they didn’t have long to consider this, because Andrew was asking them a question.

“Okay, so what do you want to do this time?” he wanted to know.

“We’re not sure, but how about something different,” Jordan suggested.

“Yeah, we liked what we did before,” Nicky offered, “but you said there was even more you could show us.”

Andrew and Jesse looked at each other and grinned.

“There is, if you’re ready for it,” Jesse teased.

“We are!” they both screamed, at nearly the same instant.

“Do you know what a blowjob is?” Andrew asked next.

“That’s when someone sucks on your dick,” Jordan answered, while turning slightly red.

“That’s right,” Andrew confirmed. “Do you think you’re ready to try that?”

Nicky and Jordan turned and looked at each other, but didn’t respond. Eventually, Jesse figured out why.

“Look, we’ll do it to you, but you don’t have to do it to us, unless you want to,” he told them.

Suddenly, the younger boys began to relax and smile again.

“Okay, then we’ll try it,” Jordan agreed, after Nicky whispered something to him.

“Do you want all of us to do it here, in this room, or do you want to be in separate rooms?” Jesse prompted.

“We can all do it in here, if you guys don’t mind,” Nicky answered, and that was fine with the older pair.

Once this had been agreed to, Jordan and Nicky removed their clothing and laid crosswise on the bed, so there would be room for Jesse and Andrew. Once they were in position, the older boys decided to let them experience a little pleasure from some other erotic areas first, before they sucked them off. Instead of going directly for their penises, the boys licked and sucked on the younger pair’s nipples and then worked their way down the center of their chest, before reaching their midsection. At that point, the older boys got up and positioned themselves between the younger pair’s legs and began to lick and suck on their testicles next, before slowly working their way toward the grand prize.

Lovingly, they ran their tongues up and around the length of the penis, until they could swirl their oral muscle around the head. Expertly, they teased the tiny openings for a couple of seconds, and then they opened their mouths and slid them over the shaft, as they greedily swallowed the quivering masts.

Nicky and Jordan immediately began to squirm and moan, as their partners added some suction and their heads started to bob up and down on the younger pair’s erections. Gradually, the older boys suckled the younger ones closer and closer to orgasm.

When Jordan and Nicky began to feel their juices starting to rise, they instinctively placed their hands on their partners’ heads and attempted to encourage them to take in more of their penis and proceed at a slightly faster pace. As expected, it didn’t take long before each boy was completely overwhelmed by the sensations and were soon squealing in orgasmic delight, as they arched their backs and drove their dicks as far into the other boy’s throat as it would go. Once their penises were seated deeply in those warm, moist caverns, they spewed their creamy loads down the other’s gullet and then collapsed on the bed, totally spent.

For a minute or so, the boys lay on the mattress, with their hearts still racing, heads swooning and mouths hanging open. Deliciously, they savored the tingling sensations that still coursed through their bodies from their explosive climax, as they slowly came down from their orgasmic highs. After they had enjoyed these wonderful feelings for as long as they could, they began to express what they felt about the experience.

“That was totally wicked,” Nicky gushed. “It was better than anything I’ve ever felt before.”

“Man, that was really awesome,” Jordan agreed. “I don’t think I’ve ever shot so much and felt that lightheaded before. It was the best ever.”

“We’re glad you enjoyed it,” Andrew told them, as he spoke for both Jesse and himself. “When you two are ready, why don’t you go take your showers and Jesse and I will use one of the other bathrooms and do the same.”

“But you guys haven’t cum yet,” Jordan observed. “After how good you made us feel, we’re more than willing to do something for you too.”

“You don’t have to,” Jesse responded. “We can take care of each other, if you’d rather not.”

“No!” Nicky stated firmly. “We owe you, so we aren’t going anywhere until we help you guys too.”

“If that’s what you want,” Andrew agreed. “So what do you want to do?”

“I don’t think we’re ready to do what you did to us yet,” Jordan acknowledged, “but we’ll jerk you off, if that’s all right?”

“That will be fine,” Jesse agreed.

Since this had been settled, Andrew and Jesse lay on the bed and the other pair moved in beside them and began to slowly stroke their genitals. Tonight, the younger boys were determined to bring their partners as much pleasure as they could and tenderly stroked the engorged phalluses until they erupted and spilled their milky load.

Now that everyone had enjoyed a release, they accompanied their partners to the shower. Each pair took off in a different direction, as they went off to do this, but they eventually met up in the bedroom again.

“Once you’re ready, we can go back downstairs until bedtime,” Andrew advised them. “That will also give you time to decide whether you want to sleep alone, with each other or with one of us.”

“Yes, Andrew and I are willing to do it any way you want,” Jesse confirmed. “All you have to do is decide what you’d rather do.”

“Hurry up and get dressed and then we’ll go down,” Andrew told them.

“Are you guys going to go downstairs naked?” Nicky asked, a little shyly.

“We usually do, but we won’t if you’d feel more comfortable with us all being dressed,” Jesse answered.

The younger pair turned and looked at each other, before either responded.

“Nah, we think we’re ready to see what it feels like going around like you guys do,” Jordan responded, after getting his cousin’s silent approval. “I think it will also help to show Papa that we’ve grown up and are able to handle what he’s letting us do. We want to prove to him that we’re not ashamed of what we’re doing and willing to be open with him too.”

“Yeah, it’s not like he or Papa Jake haven’t seen us naked before,” Nicky added. “They used to give us baths when we stayed here with you when we were younger.”

“Okay, if that’s what you want to do, then let’s go,” Andrew urged.

Jordan and Nicky stood up and dropped their towels on the floor, as Jesse and Andrew did the same. Then, the four of them walked downstairs together.

“Where are Lucas and Joshie?” Nicky asked, as he walked into the family room. This caused Jake and I to turn our heads in their direction.

Although I knew both of my grandsons were circumcised, I didn’t realize how much they had matured, physically. Of course I suspected as much, but now I got to see how much they had developed. Each of them was respectably hung and didn’t seem ashamed that Jake and I were seeing them this way. Since they didn’t seem to be embarrassed by it, I merely answered Nicky’s question.

“Dion and Trey have put the two younger ones to bed already,” I explained. “I just checked on them before you came down and they were both sound asleep in the guest room. I guess they were pretty tired out.”

“Oh, okay,” Nicky acknowledged. “I wasn’t sure if they’d be in here naked too.”

“Joshie occasionally runs around the house without any clothes on,” I confirmed, “since his fathers often do as well, but I’m not sure about Lucas. I’m not convinced it’s something I’d want him going back and telling his parents he did here.”

“We won’t say anything to him then, so you don’t have to worry about us, Papa,” Jordan assured me, with Nicky nodding in agreement. “We don’t want any of our parents to find out that we were running around your house naked.”

“I’d hope not or we might have to tell them about the other things you’ve been doing too,” I joked.

This caused both boys to blush and their mouths to drop open, slightly.

“You wouldn’t do that, would you, Papa?” Nicky wailed.

“No, I’m just teasing,” I confessed. “I’m not sure your parents would ever allow you to spend time with us again, if they ever found out what you’ve been doing.”

“It’s nothing bad,” Jordan announced, “but it has been fun and we’ve learned a lot.” Again, Nicky nodded in agreement.

“I’m glad you feel that way, and as long as all of you are okay with what you’re doing, I am too,” I told them.

“And you too, Papa Jake?” Nicky asked, in an effort to make certain we were all in agreement.

“Yes, me too,” Jake confirmed, which brought smiles to both boys’ faces.

A few minutes later, Jake said good night and went to bed, because he had to go to work in the morning. I stayed up with the boys and we chatted for a while longer, before they went to their bedrooms to turn in too. I understand that Nicky decided to sleep with Andrew and Jordan stayed with Jesse that evening. They didn’t do any more fooling around, but it was obvious that each of them now enjoyed a closer connection to the others. I’m glad they were enjoying their time together, as well as what they were doing. Now, I just had to figure out what other things I could do to make sure they were entertained for the rest of the week.

Monday morning, Andrew talked Dion and Trey into letting him borrow their car for the day. Andrew didn’t have another option, because Jake had taken our car to work and I didn’t feel he was experienced enough to drive the Suburban. It is very large and extremely challenging to navigate for a fairly inexperienced operator, so I prefer him to drive something easier to handle. Once they agreed and he had access to a vehicle, Andrew rounded up the other boys and they piled into the car. They planned to see if they could find any of Jesse’s other friends, so they could hang out with them for the day.

I understand they located them rather quickly and then spent time with them at one of the boy’s house. Since another of Jesse’s friends also had access to a vehicle, they decided to go over to the mall and hang out there for a while. After a couple of hours, they returned home for a late lunch and then the four of them shed their clothes and went out to skinny-dip in the pool. When Lucas and Joshie saw the other boys swimming, they wanted to go in the pool too, so Dion and Trey agreed it would be all right.

“Can we swim without our clothes on too?” Lucas asked.

Dion hadn’t realized the other boys were skinny-dipping, so he glanced over at me, to see what I thought before he answered.

“Lucas, I don’t have a problem with it, as long as you don’t tell your parents you did that here,” I told him. “It’s not that there is anything wrong with doing it, it’s just that I didn’t ask your parents first and I’m not sure what they’d think about it. Would you be able to keep it a secret and only talk about it when you’re here.”

“Sure, Papa,” Lucas agreed. “I think it will be fun.”

Before long, Lucas, Joshie, Dion and Trey had all stripped down and were heading out to hop into the pool with the others. Nicky began to panic when he saw them approaching.

“Did Papa say it was okay for them to do this too?” he asked. Once Dion and Trey confirmed I had, he relaxed and began to enjoy himself again.

“Their pee pees are all bigger than ours,” Lucas announced, referring to Joshie and himself.

“Yes, but yours will get bigger too, when you get older,” Dion told him. That seemed to suffice, so Lucas jumped in with the others.

The boys stayed in the pool until nearly dinnertime and then they got out, dried off and came back inside. None of them seemed to be in a hurry to get dressed again and pretty soon I saw them in the family room watching ‘Up’ together.

When Jake returned home, I asked the boys to put some clothes on before we ate, so they raced off to do as I’d requested. After we finished dinner, the little ones talked the older boys into playing hide-and-go-seek with them again and they stayed outdoors until it began to get dark.

Once they came inside, Dion and Trey rushed Lucas and Joshie off for their bath and then put them to bed. While they were doing this, the rest of us went in to watch television.

“Lucas and Joshie were cute swimming naked in the pool,” Jordan told me, once the little ones were no longer with us.

“Yes, and they seemed to enjoy it too,” I confirmed.

“Man, I remember when I was that little and wish I could have gotten naked with you guys in the pool, like they did,” Nicky announced. “I think it would have been fun.”

“I guess you must have forgotten that we did it a couple of times,” Jordan reminded him. “The other boys let us do it when Papa wasn’t here.”

“Oh, they did, did they?” I commented.

I tried to act angry, but they obviously knew I wasn’t. They ignored my faked reaction and continued their conversation.

“I remember that now,” Nicky confessed, glancing at me shyly. “I would never dare to do it at home, especially not with Kylie around.”

“Yeah, I’ve made sure that Megan has never seen me naked either,” Jordan agreed, “although she almost caught me a couple of times. Once she came into my room without knocking first and another time I forgot to lock the bathroom door.”

The boys all had a good laugh over this and then we focused on the television program again. After watching a couple of shows together, the boys went upstairs and showered quickly. When they were done, Nicky and Jordan confronted the older pair.

“Are we going to do something tonight?” Jordan wanted to know.

“If you guys want to,” Andrew agreed. “What would you like to do?”

“Can we do what we did last night?” Nicky suggested, and the other pair quickly agreed.

They went into one of the rooms and arranged themselves crossway on the bed again, so Andrew and Jesse could help them out. Tonight, they paired up with the opposite boy they were with the previous night and ever so tenderly the older boys orally satisfied their younger partner and brought them to another mind-blowing climax.

Once the younger pair had gotten off, Jesse and Andrew started to leave. They were going to go to another room and take care of each other, but the other pair stopped them before they got very far.

“Wait!” Jordan shouted, before they got to the doorway. “Nicky and I talked it over while we were showering and decided we were going to try doing it to you too, if you want.”

“We wouldn’t mind that at all,” Jesse agreed, “because we were just about ready to do that with each other. Are you sure you’re ready to do it?”

“Yes,” Nicky replied, meekly. “We decided we should try it too, since you have been so good to us.”

“You really don’t have to,” Andrew confirmed, but Jordan and Nicky weren’t about to change their minds.

“We know, but we’ve made up our minds,” Nicky confirmed.

“Okay, but when we get close we’ll let you know, so you don’t have to take it in your mouths,” Andrew offered. “At that point, you can just jerk us off until we cum.”

Nicky and Jordan seemed to be fine with this suggestion, so the pairs switched places. The younger pair now positioned themselves over the older boys’ breasts and began to hesitantly work on their nipples. After they’d nipped and sucked on the tiny nubs for a while, just like the other pair had done to them, they slowly began to work their way down their chests, until they were just above the pubes. At that point, they stopped momentarily and moved between the older boy’s legs. Tentatively, they stuck out their tongues and swiped them at the scrotum. After gaining a little more courage, they gradually bathed that delicate area with their saliva.

After doing this for a short time, their focus drifted upward and they stared at the erect pieces of meat, which was standing proudly just a few inches in front of their eyes. This was an instinctive reaction on their part, as they thought about what they were about to do next. They had no idea what this was going to be like and, therefore, didn’t want to rush blindly forward.

Tentatively, they took an exploratory swipe at the penis with their tongue, to see what it was like. Once they decided the skin didn’t have a bad taste, Jordan was the first to continue. Somewhat more adventurously, he ran his tongue over Jesse’s helmet, which sent chills up and down his partner’s spine. Then he cautiously opened his mouth and slowly guided it over the helmet, until eventually he let his head drop lower, as he took more of Jesse’s organ into his mouth. Unfortunately, he tried to take too much and began to gag.

“You don’t need to try to swallow all of it,” Jesse advised him. “Just take as much as you can, even if it’s only the head.” Jordan nodded and then went back to work.

Next to them, Nicky was carefully pulling Andrew’s foreskin back and exposing the head, so he could do what Jordan was doing to Jesse. Once he decided this area didn’t taste any worse than the skin, he put his mouth over the glans and cautiously began bobbing up and down on the shaft.

“Just extend your lips forward, so your teeth don’t rub against my dick,” Andrew warned Nicky, while making a slight grimace. “It doesn’t feel so good when your teeth are rubbing against it.”

Since Jordan had also heard Andrew’s comment, he made sure he did the same thing. It took them a few seconds to figure out how to do this comfortably, but once they did, they were eager to continue.

It took quite a while longer for the older pair to reach their orgasm, so at one point Nicky stopped, raised his head and spoke.

“Is this going to take much longer?” he asked.

“You can just use your hand, if you don’t want to keep going,” Andrew told him.

Even though he’d been told he could quit, Nicky wasn’t about to give up and neither was Jordan. A couple of minutes later Jesse warned Jordan that he was about to cum and a minute after that Andrew did the same to Nicky. Both boys then brought their partners off manually after being warned and then waited for the older boys to recuperate, before they spoke.

“Did I do okay,” Nicky asked, once he saw Andrew was ready to sit up.

“You did fine,” Andrew assured him. “Thank you.”

“You did a good job too,” Jesse told Jordan. “Thanks for doing that for me.”

“You know, it wasn’t as bad as I thought it might be,” Nicky confessed.

“I didn’t think so either,” Jordan agreed. “I’d do it again, but I don’t think I’m ready for you to shoot in my mouth yet.”

“Me neither,” Nicky added.

“No problem,” Andrew assured them, and then they all went to shower again.

They did this with the person they had just gotten off with, and once they finished up, they all went back to the same room. After talking it over, they decided to sleep with the opposite person than they had been with the night before.

After ending up in the appropriate rooms, the boys got in to bed together. The older pair decided to cuddle with their partners, which at first caused some alarm. After explaining that they enjoyed showing affection and being close with their partner after sex, Jordan and Nicky agreed to try it. It didn’t take long before they fell asleep, feeling happy and secure in the other’s embrace.