The Castaway Hotel: Next Generation - 40. A Multitude of New Joys

The following morning, Elliot called Hayden to see if he could come to the house, because he wanted to introduce Hayden to his two cousins. When Hayden agreed, Elliot went in to ask Dion and Trey if Jesse could borrow their car, so they could go down to get him. When they agreed, the two of them took off.

Nicky and Jordan stayed at the house, since they would have made the car too crowded. Elliot and Jesse returned about twenty minutes later and brought Hayden in and introduced him to the others. After they chatted for a while, they decided to go out for a swim. Elliot had Hayden bring his swimsuit with him, but he had also made sure to tell both Nicky and Jordan to pack theirs, when they’d been in contact on the Internet and arranged their two weeks together. That’s because Elliot had planned to invite Hayden to join them while his cousins were here.

The boys ran upstairs to change and it was my understanding that they all changed in Elliot’s room. Obviously, even Hayden wasn’t shy about doing this, so I wonder if the others got a good glimpse of what he is packing. They came back down a few minutes later, headed out the backdoor and raced to the pool.

Once Joshie saw where the boys were going, he wanted to swim too. Therefore, I told him to go put on his swimsuit and we went out to join the others. The boys were roughhousing in the water when we got there, but the minute they saw Joshie, they stopped and he suddenly became the center of attention. First, everyone wanted to give him a ride on their shoulders and then they played tag. Joshie always caught the other boys easily, but they usually had trouble catching him. I haven’t seen so many pratfalls since the Keystone Cops stopped making movies. However, Joshie thought it was pretty special and enjoyed his time with the older boys.

The six of them stayed in the pool until lunchtime. After they ate, they opted to chill out for a while and watched a DVD. I don’t know which one they selected, because I didn’t go in there with them, but it must have been an action film. I say this because I heard a lot of commands shouted, meaning they were urging the characters on.

Once their movie ended, it was time to take Hayden home. However, before he left, I had another invitation for him.

“Hayden, we’re going 4-wheeling tomorrow and have an open slot, if you want to go with us,” I told him.

This opening is because Jake will be working and unable to go with us this time.

“Yeah, I’d love that!” he exclaimed. “I’ll ask my parents when I get home and then call Elliot later, so I can tell him.”

“If you come, either bring your swimsuit with you or wear it underneath your shorts,” I advised him. “There’s a dammed up stream out there where we’ll swim and eat lunch.”

“Neat. It sounds cool,” Hayden replied.

Jesse then drove Hayden home and Elliot rode with them. When they got back, Elliot had questions about this little adventure that I’d planned for tomorrow, since he hadn’t been with us the first time we went. I also asked Andrew to go with us, to even up the numbers.

That night at dinner, Danny and Brandon asked the boys about their day. They not only told them about what they had done, but they also informed them of our plans for the next day. Danny and Brandon merely smiled and told the boys it sounded like fun and they were sorry they’d miss out doing it with them.

After dinner, Hayden called and said he could go with us tomorrow, so Elliot was thrilled. After that, the boys took Joshie outside and played hide-and-go-seek until it got dark. Once they came back inside, Dion and Trey got Joshie ready for bed and the older boys went to the rec room to play air hockey and table tennis. They did that until they went upstairs, about an hour later.

I was informed the following day that the boys enjoyed another round of anal sex the previous evening, although this time Elliot got his first opportunity to be on the bottom.

“I’m glad I got to do that,” he told the others afterward. “I like being on top more, but I enjoyed that too.”

Elliot had Nicky stay with him after they’d finished and Jordan stayed with Jesse again. Those combinations didn’t surprise me, since they are the pairs that are closer in age, but I wondered if maybe there wasn’t more going on than the eye could see.

The next day, I got up early and packed a picnic lunch for all of us and put it in a soft-sided cooler. I made several different types of sandwiches, threw in bags of two different kinds of chips and paper plates for good measure. Then I packed another soft-sided cooler with beverages, so now I had everything ready to go.

Once the boys were up, dressed and fed, I loaded them into the Suburban, along with the other things I had already placed in the back. We then drove down to pick Hayden up and made our way to my friend’s farm, where he had the 4-wheelers out and waiting for us to use. After welcoming the boys and me, he went off to do some work, since this is a busy time of year for him.

I quickly handed out the bicycle helmets to Andrew, Jesse, Joshie and myself, while the others put on the motorcycle helmets. Then I let Jordan and Nicky ride on the ATV behind Joshie and me, with Jesse and Elliot after them and Andrew and Hayden on the last one. Since Hayden and Elliot hadn’t done this before, I wanted them to be paired up with an experienced driver. Jesse and Andrew were also going to let Elliot and Hayden do all the driving, but Jordan and Nicky would have to share – one on the way out and the other on the way back.

“Wait, that’s not fair. Nicky and Jordan have to share, but Hayden and I are going to get to drive the entire time,” Elliot commented, since he thought he’d spotted an inequity.

“It’s all right,” Jordan told him. “Nicky and I have done this with Papa before and Jesse and Andrew let us do all the driving then.”

Since that pair didn’t have any qualms with the arrangement, Elliot dropped his objection too. Once we started out, I took them on quite a roundabout route to the dammed up portion of the stream, where we got off the vehicles. I let the boys go swimming then, but made them keep on their running shoes, to protect their feet. I took this precaution because I still wasn’t certain if there was anything on the banks or in the stream that they might get cut on.

The boys frolicked in the water for a couple of hours and were really having a great time. They started with chicken fights and Joshie won most of those battles against the older boys, because they enjoyed watching Joshie’s reaction after he’d won. Then they played tag in the water again and finished by floating or swimming in the small pool.

As far as I was concerned, I was having a good time just watching them having so much fun. Even though I got in the water with them at various times, I didn’t get involved in their activities. Joshie did drag me into their game of tag at one point and I had a hell of a time trying to catch anyone to end my turn. Thankfully, someone took pity on the old guy and let me touch them.

I really hated it when I eventually had to pull them out to eat, because they were having so much fun, but I knew they were getting hungry too. Therefore, we sat on the bank and ate our lunch, as our bodies and swim trunks dried in the warm air and gentle breeze. The boys ate everything and there was only a drink or two left in the one cooler on the way back, although the other was filled with our garbage. Nicky and Jordan switched places on the 4-wheeler they were using and then I took them on another lengthy and circuitous ride back. I did this because I didn’t want either of that pair to feel they had been shortchanged while driving. After putting the vehicles away, I left an envelope containing money on one of the vehicles. I’d call my friend later, to let him know it was there.

“That was super,” Hayden said, as we headed back.

“Yes, it was really fun,” Elliot concurred. “Do you do that often?”

“We did it a couple times last summer, when Nicky and Jordan were with us, but that’s it,” I admitted. “However, since they had enjoyed it so much when we did it with them, I thought we’d do it again with you.”

“Thanks, Papa,” Nicky squeaked out. “I really like doing it each time you take us out.”

“I had fun too,” Elliot agreed. “Thank you for bringing us.”

When we got back to the house, the boys asked permission to go on a hike around the property. Since I figured they were doing this to show Elliot and Hayden how much land we owned, I agreed. Of course, Joshie wanted to go with him, so I sent him to ask his fathers first. Once they gave him permission, the boys took off.

They were gone until nearly dinnertime. When they got back, I took Hayden home, after sending the other boys off to clean up before we ate. Hayden thanked me several times for including him on our day out and I told him he was very welcome. He’s a nice boy and I’m glad he became friends with Elliot.

By the time I got back, the boys had finished showering and were playing the Wii in the family room. A short time after that, Brandon showed up, but he was impatient for Danny to arrive, because he had some news to share with him. Brandon greeted him at the door when he entered.

“Hey, honey, I’ve got some news for you. The snack bar opened today,” he told Danny.

“What? How can he make any money if not all the offices are open yet?”

“Well, the guy put a neon sign in the cafeteria window, next to the exterior door, and that helped him attract some people off the street,” Brandon explained. “The construction guys ate there too, and they eat more than the boys, so he made a bundle off of them.”

Danny just laughed at that observation.

Once they’d finished their discussion and asked Elliot how he’d enjoyed his day, he eagerly told his dads all about the ATV trip. He went on for quite a while about how much fun he’d had and told them everything he and the others had done. After hearing this, Danny and Brandon looked pleased that he’d had so much fun.

After dinner, the boys went outside and did things together and then they came inside to watch a DVD, once it got dark. When the movie ended, they went upstairs and started to figure out who would do what tonight.

“I want to try it with Jordan tonight,” Elliot announced.

“Are you sure?” Jesse questioned. “He’s quite a bit bigger than what you’ve taken so far.”

“I know, but I think if he works me with his fingers first then I should be fine,” Elliot confessed. “If it hurts, I’ll tell him to stop and then he can go with you again.”

“Are you positive you want to try this,” Jesse asked, to be certain.

“Yeah, I’m absolutely positive,” Elliot confirmed.

“Okay, but we’d better do that first then,” Jesse suggested. “That way, if he has to stop then someone won’t be getting nailed twice or not at all.”

The boys agreed to this suggestion, so that’s what they did. Jordan was very careful with what he was doing and treated Elliot very tenderly. Once he felt Elliot was sufficiently loosened, he got behind him and began to enter. Jesse told him to go very slowly, to make certain Elliot had time to adjust as he penetrated him, and Jordan was very careful to follow Jesse’s directions. Elliot did whimper slightly, but after he was asked if he was all right, he quickly told Jordan to keep going. Once Jordan was all the way in, Jesse told him to stop and give Elliot a few seconds to adapt to the intruder first, and shortly thereafter Elliot told him to go ahead and do his thing.

Jordan began sliding his penis in and out, but very slowly at first, to be certain this wasn’t hurting Elliot. When he saw it wasn’t, he started going faster and Elliot began moaning. This caused Jordan to stop again to see if Elliot was okay.

“Do you want me to stop?” Jordan asked, concerned.

“Hell, no! That feels good!” Elliot exclaimed. “I don’t know what you’re doing, but it didn’t feel this good the last time. I mean, I liked it before, but this is a lot different.”

“Since Jordan’s dick is so much bigger and thicker,” Jesse responded, “he must be rubbing against your prostate. That’s probably you think it feels so good.”

“You mean that thing Andrew rubbed with his finger that one time?” Elliot asked.

“Yep, the very same thing,” Jesse confirmed.

Elliot was moaning and panting as Jordan really got into rutting him. He was going like a deer at mating season and really hammered Elliot’s butt now. When he finally exploded, Elliot collapsed on the mattress, which inadvertently disconnected him from Jordan. The departure was so quick that it left him feeling empty, but he was more than satisfied.

Now that they were finished, Jesse had Nicky do him, and then Elliot did Jordan. Once those boys had all cum, Nicky got Jesse off orally. When they finished, Jordan looked over at Jesse.

“I want you to do me tomorrow night,” Jordan announced.

“Whoa, I’m too big for you to take,” Jesse demanded.

“If Elliot could take me, then I’m sure I can handle you,” Jordan pressed. “I want to see what Elliot felt, with that prostate thing.”

“Not everyone reacts to it in the same way,” Jesse warned.

“I don’t care, I want to try it and see,” Jordan insisted.

Even though Jesse nodded his head, he knew he would have to ask me first, so he wouldn’t create a problem or get into trouble.

Now that everyone had climaxed, Elliot shared his bed with Jordan tonight, possibly as a way of thanking him for what he’d done. That left Nicky to sleep with Jesse, but that wasn’t a problem for them either.

Elliot enjoyed the sax he’d had with Jordan, but once they went to sleep his dreams were all about Nicky. For some reason, Elliot seemed to favor Nicky right now.

The next morning, the boys wanted me to take them to see the new health center. They were all interested in what it was going to look like, so I agreed we could go. I showed them the old blueprint first, so they could see the way the school looked before the work on the health center had started, and then I showed them one of the copies of the current blueprint that Danny kept at home. I think they were all impressed by what they saw.

I didn’t notice that Jesse had picked up our basketball before he hopped into the Suburban, but maybe that was because he didn’t bring it inside with him when we first got there. I had no idea he also had plans of his own.

Once we went through the main entrance, I took them to Brandon’s office first. Brandon was surprised to see us, but he showed the boys around. Even though he had some patients already, he wasn’t really very busy yet, because he was still getting settled in. I think the boys were all impressed with his new place.

“Man, this is nicer than my dentist’s office,” Jordan told him. “You’ve got much nicer and newer stuff.”

“That’s probably because this suite was just built and we couldn’t find enough used equipment to fill all the rooms. It is one of the adjustments I was happy to make,” Brandon agreed.

When we came out to the reception area, the receptionist stopped Brandon and asked him a question.

“I’ve got a woman on the phone and she wants to know if you’d accept her daughter as a patient, even though she’s sixteen,” the receptionist told him. “She said her daughter doesn’t like her current dentist and feels you’ll be much gentler with her, since you’re a pediatric dentist.”

“Right now, I’ll take patients up to twenty-one,” Brandon confirmed. “If we get too busy later, I may have to try to encourage some of them to move on to another dentist, but for now any new patients would be great.”

After the receptionist told the lady he would take patients up to twenty-one, the woman told her that she knows several of her daughters friends are also looking for another dentist, so they might be in touch with the office as well. Brandon was thrilled.

Brandon then took us over and showed us Danny’s office suite and explained that the other suites would look very similar. Then he showed us the small offices, for those professionals that didn’t need a large suite.

We were amazed when we entered there. It was the location the psychologist and speech therapist would use. We were surprised they had a joint reception area and there were three professional offices jutting off from the common area. There was an office on each end and another one next to the receptionist’s desk and small work area.

“We decided that since these professionals will most likely start out part time, we figured it would help them cut their expense by sharing a receptionist,” Brandon explained. “Even if they go full-time later, neither practice will be able to keep her busy by itself, so doing this will also help keep her from getting bored. The third office is there just in case we forgot another important professional in our planning.”

Brandon then excused himself because he knew he had a patient coming in, so I took the boys down to the gym area and showed them the physical therapist’s office. When we came out, we were fairly close to the snack bar, so I decided to take them there to eat and help support one of my sons’ tenants.

The boys enjoyed what they’d ordered and we sat and talked in the dining area for a bit. I couldn’t believe how impressed the boys were with what they’d seen so far.

“This is really great and my dads own it,” Elliot stated, proudly.

“Them and the bank,” I teased.

“Can we see the rest of it?” Nicky wanted to know.

“Brandon said we probably couldn’t get into the other areas right now, either because those practices have already moved in or the construction crews are working in there,” I advised them. “We can come back on the weekend and then Danny and Brandon can show you some of the other areas.”

The boys seemed to be okay with this suggestion, but Jesse had another question to pose.

“Dad, can I have the keys to the Suburban?” he asked me. “I want to get something I left inside.”

Although I was curious, I didn’t ask him what it was. I was surprised, yet amused, when I saw him come back carrying the basketball.

“Come on guys,” Jesse began, “we’ll shoot baskets in the gym for a while, until Dad is ready to leave.”

“Is that okay, Papa?” Jordan asked next.

“For a while,” I agreed, “but how did you know they still had the gym?”

“It was on both sets of blueprints, so I figured they must have left it,” Jesse confirmed, with a grin.

I was impressed that he’d paid that much attention when I showed them the blueprints.

As the boys shot hoops, I walked around and checked out the locker rooms and the physical therapist’s office. I was impressed by what I saw and surprised the locker rooms still had showers in them. I thought the school might have discontinued using them, but they might come in handy now, if Danny and Brandon allow sport teams to use the gym.

When I came back out, the boys were just horsing around, so I asked them if they were ready to leave. When they confirmed they were, we went out and got into the Suburban. I wanted to take them to see Kevin’s pharmacy too, but I knew he’d still be at his day job, so we went over and peeked through the windows.

“Wow, this looks nice too!” Nicky confirmed. “Can we come back when Uncle Kevin is here?”

“Sure, we can do that this weekend too,” I agreed, as I got them back in the vehicle for the ride home.

At dinner, the boys happily told Danny and Brandon that they loved the health center. They were all aglow and full of superlatives as they commented about what they’d seen. They even admitted they were impressed with Kevin’s Pharmacy too, but they wanted to get inside, so they could see it better.

“It even has our name on the outside wall,” Jordan gushed. “Currie Pharmacy.”

Everyone got a kick out of his statement.

After dinner, the boys amused themselves until they went upstairs. Jesse had already asked me about Jordan’s request and I was more than a little leery to agree, but I told him to go slowly, and if Jordan didn’t complain or seem to be in pain, then he could keep going. I didn’t want to make Jordan feel badly if I nixed his request, but I feared this might come back to haunt us later. Jesse said he’d check with Jordan again, to see if he still wanted to do this first, before he agreed. I thanked him for being so considerate and then waited for the report about how things went.

“Jordan, do you still want to do this?” Jesse asked him, showing his concern.

“Positive,” Jordan agreed. “I really am curious about how this might be different.”

Since Jordan was still willing, Jesse began to prepare him. Very carefully, he rimmed Jordan first, and then he lubed and stretched Jordan’s rectum with his fingers, until he felt he had done all he could.

“Be sure to tell me to stop if you feel any pain,” Jesse told him. “You’ll really have to push out this time, because I don’t want to tear my way in. Do you understand?”

Jordan nodded that he did, so Jesse got ready. Jesse placed the knob of his dick at Jordan’s entrance and ever so slowly began to push his way inside.

“Push out,” Jesse advised him again, when he felt resistance.

Jordan did and Jessie’s mushroom head popped through the ring.

“Ahhh,” Jordan moaned.

“Did it hurt? Do you want me to stop?” Jesse asked him.

“No, I’m fine, now that the head of your dick is inside me,” Jordan confirmed. “I just didn’t realize that my butt would have to stretch that far.”

“Shall I stop?” Jesse asked again.

“No! Keep going,” Jordan urged him.

Slowly, Jesse kept inching his way into him. Every couple of inches he would ask Jordan if he wanted to stop, but Jordan kept urging him on. Finally, Jesse bottomed out inside of Jordan, with his pubes rubbing his partner’s ass cheeks. Jesse stopped and waited for a while, before he began to drive his dick in and out of his willing partner.

As he started, Jordan began to moan. Jesse stopped immediately and asked if he wanted him to stop.

“No fucking way,” Jordan stated. “I think I see what Elliot was talking about. You’re hitting something in there that is sending all kinds of tingling sensations throughout my body and up my dick. It’s wild and sure as hell feels good. It doesn’t hurt at all.”

Hearing that, Jesse started again. Slowly, he worked his way back and forth in Jordan’s anal tract and he even began to enjoy listening to Jordan moan and watching his body quiver and tremble. Gradually, Jesse picked up speed and began to go faster. As he did, Jordan’s moaning increased and his body was vibrating on Jesse’s cock. Jesse was nearing the moment when he would unload in Jordan, when suddenly Jordan’s body shuddered more noticeably and Jordan moaned the loudest he had so far. Jesse was just too close to stop, so he pumped a couple more times and drained his seaman in Jordan’s bowels.

Once Jesse recovered, he looked down at Jordan, whose body was covered with sweat.

“Did I hurt you?” Jesse asked.

“Holy shit, no, just the opposite. I shot my load without even touching my dick. You hit something in there and I shot all over the bed. That was freaking incredible.”

Suddenly Jesse understood. It doesn’t happen often, but there are times when guys come just from the friction on their prostate. Obviously, Jordan was one of those guys.

“I don’t think I’m going to switch sides just because of that,” Jordan joked, “but that was totally amazing.”

Since the other two had gotten off, Nicky and Elliot agreed that they would do each other now. It didn’t take either of them too long to do this, since they were both so worked up from watching the first pair. However, after they finished and recovered, Elliot made an unexpected announcement.

“I want Jesse to do me tomorrow night,” he stated, quite frankly.

“I don’t know,” Jesse countered. “I’ll have to ask Dad first.”

“He let you do it to Jordan, didn’t he?” Elliot asked and Jesse nodded his confirmation.

“Then why wouldn’t he let you do it to me?” Elliot persisted.

“I don’t know, but I just want to check with him first,” Jesse replied. “He’s probably got to check with your dads too.”

Since Elliot knew he wasn’t going to change Jesse’s mind, he figured he would just have to wait and see what happens. He then spent the rest of the night in his bed with Nicky.

“I like spending this time with you, Nicky, you know, afterwards,” Elliot confessed. “There’s something special about you.”

“What do you mean?” Nicky asked.

“I don’t know how to explain it,” Elliot responded. “I’m just glad we have this time together.”

“Well thanks, that’s really nice of you to say,” Nicky answered, and then surprised Elliot by giving him a peck on the cheek.

Elliot may have read a little more into Nicky’s innocent gesture than was intended, because Nicky was stunned when Elliot leaned over and kissed him full on the lips.

“Whoa! What made you do that?” Nicky asked, shocked.

“I, I, I don’t know,” Elliot stammered. “You kissed me and I just thought you liked it. Didn’t you like it?”

“I don’t know. I was so surprised that I didn’t really have time to think about how it felt,” Nicky replied.

Nicky rolled over on his stomach and propped himself up on his elbows, so he was looking at Elliot.

“Have you done that before?” he asked.

“Yeah, with Jesse,” Elliot blushed.

“And you like it?” Nicky questioned.

“Yeah,” Elliot admitted. “I like it better than all of the other things we’ve tried.”

Nicky thought about it for a moment. He’d also enjoyed the things he’d learned with his young uncle and cousins.

“Well, I didn’t really get to think about that last kiss much to know if I liked it or not,” Nicky confessed. “Would you do it again?”

“Sure,” Elliot readily agreed.

He then leaned over and gave Nicky another quick peck on the lips. It caused Nicky to chuckle.

“Not like that,” he said, between giggles. “Give me a real kiss.”

Elliot was glad they had the lights off, so Nicky couldn’t see him blushing again. Before they started though, he gave Nicky the same instructions Jesse had shared with him the night of their first kiss.

This time, Elliot leaned in and pressed his lips against Nicky’s. The contact sent shivers through his body, as the boys shared their breath and a little bit of their souls. Nicky was a natural and didn’t need the corrections Jesse had given Elliot their first time. He parted his lips ever so slightly, inviting Elliot’s tongue inside and then pushed back with his own. They kissed for quite some time, before coming up for air.

“Wow! I can see why you like that,” Nicky stated, breathlessly. “That felt amazing.”

Without warning, Nicky pushed Elliot back against his pillow and kissed him gently, but as before, their contact grew more passionate. Elliot wrapped his arms around Nicky and gently stroked his back, while their young tongues gently struggled for dominance. When they finished, Elliot draped his arms around Nicky’s shoulder and Nicky rested his head on Elliot’s chest. After a few moments, Nicky broke the silence.

“Elliot, that was great!” he exclaimed. “Do you think this makes us gay?”

“No gayer than sticking our dicks in each other,” Elliot joked.

“Yeah, I guess you’re right,” Nicky laughed. “Seriously though, what do you think about all of this?”

“Well, before I give you my answer, let me ask you this. Do you still want to do things with girls?”

“Sure! I think about girls all the time,” Nicky confessed. “I’m always afraid one of them is going to catch me checking them out in class and notice I have a stiffy. I don’t what them to think I’m a perv.”

Elliot let out an imperceptible sigh and gave Nicky a little squeeze.

“No, I don’t think it makes you gay, Nicky,” Elliot reluctantly confessed. “I think it just means you’re able to experience and enjoy sex just for the feelings it gives you.”

“That’s good,” Nicky yawned. A few moments later, Nicky was resting peacefully.

‘Maybe he’s bi,’ a small voice inside of Elliot seemed to say.

‘Maybe you just wish he’s bi,’ anther voice offered, in response.

Elliot stroked his blond partner’s hair briefly and then kissed him on the forehead, before letting out another sigh.

“Good night, Nicky,” he whispered, as he closed his eyes.