The Castaway Hotel: Next Generation Book 3 - 13. New Horizons

After their dads told them to make sure their homework was done and they had everything they’d need for the next day, the boys went up to their rooms to change out of the clothes they’d worn to church. When they came downstairs again, Elliot had a proposition for them.

“How would you guys like to go tobogganing?”

“Yeah, that sounds good,” they agreed.

They all raced off to put on their winter gear so they could go outside, and we watched as they grabbed the toboggan and headed up the road toward the hill.

“Do you think Elliot’s feeling sad because he’ll be leaving for college on Thursday?” Brandon asked.

“Yes, and I think he’s using this opportunity to spend some quality time with his brothers before that happens,” I agreed.

The house was unusually quiet while they were gone, but that all changed when they returned a couple of hours later. They were laughing and joking around as they came through the door, and we soon discovered why.

“That was a blast,” Tristan announced when he saw us. “We wiped out a couple of times and we had a snowball fight too. It was really fun.”

“Then I guess you’re going to miss Elliot when he goes back to school,” I offered.

“Yeah, we are,” they all agreed.

I know that hearing his brothers say this made Elliot feel good, since he knew the boys enjoyed his company and were going to miss him, but it also made him a little sad. That’s because he would also miss spending time with them as well.

After they went upstairs to change out of their wet clothing, Benny and Joshie headed over to Tristan’s room and shut the door.

“So have you made up your mind yet?” Benny wanted to know.

“Do you mean about asking our dads?”

“Of course, if you want us to do that with you again.”

“I don’t really want our dads to know that we’re doing that stuff, but you guys won’t do it with me again if I don’t let you ask them.”

“That’s right. We have to get their permission first,” Joshie confirmed.

“But what if they say ‘no’?”

“Then we won’t be able to do it,” Benny answered.

“And they’ll know that I saw you guys and wanted to do it too.”

“That’s the chance you’ll have to take,” Benny pointed out.

“If I say it’s ok to ask them, then do I have to go with you when you do it?”

“No, we can do it without you,” Joshie confirmed.

“Ok, I guess if it’s the only way you’ll do it for me again, then go ahead and ask them. I know I’m gonna be embarrassed and won’t know what to say if they ask me about it, but I’ll just have to figure somethin’ out.”

“Ok, we’ll ask them when they come in to say goodnight to us later,” Benny confirmed.

“So if they say ‘yes’ does that mean you’ll do it to me again tomorrow?”

“If they agree, then I’ll do it to you after we get home from school.”

“Ok, then I hope they let me do this.”

Later, while we were eating dinner, I noticed that Tristan was acting as if something was wrong. He wasn’t as talkative as usual and kept glancing over at Benny and Joshie in between bites, so I decided to confront him about it.

“Tristan, is something wrong?” He looked up at me with a panicked expression on his face.

“NO! Why did you ask that?”

“Because you’re not acting as you normally do. You haven’t said very much and you’re behaving strangely.”

“I’m just thinking ‘bout somethin’.”

“Is that why you keep looking over at Benny and Joshie?”

“Was I doin’ that?”

“Yes, you were.”

“Uhhh, I guess it’s cuz I was wonderin’ what we were gonna do after we finished eatin’.”

“Ok, but I hope you’ll come to one of us if there’s a problem.”

“Yeah, I will, but I don’t got a problem right now.”

“Ok. That’s good to know.”

I also noticed that Benny and Joshie had stopped eating and were staring at Tristan while we were chatting. They appeared concerned about what he might say, so I planned on asking them about it later, as soon as I could get them alone. Unfortunately, it slipped my mind and I never got around to doing it before they went upstairs to get ready for bed. However, I was still able to discover what had been going on earlier. After they showered, Brandon and I went upstairs to tuck them in and say goodnight, and that’s when Benny and Joshie announced they had something to discuss with us.

“Ummm, could you please shut the door, cuz me and Joshie have something we need to talk to you about.”

I quickly did as they asked, because I was curious to discover what this might be about. “Ok, what’s up?”

“Ummm, Tristan kinda caught us sucking each other off earlier,” Benny admitted.

“What?” Brandon gasped, mildly alarming the boys.

“And just how did that happen?” I quickly followed, trying to get to the bottom of this.

“Uhhh, we were playing video games in the family room the other day when me and Benny got bored, so we went to our room to have some fun. We shut the door but didn’t lock it, and Tristan came up a few minutes later and opened the door without knocking first. He saw what we were doing.”

“And why didn’t you lock your door?”

“Cuz no one ever comes in like that, ‘cept for you guys, and you already know we do it sometimes.”

“I thought Dion and Trey asked you to lock your door so Wyatt wouldn’t catch you doing those sorts of things?” Brandon followed.

“We did that for a while, but then we got Wyatt to promise that he’d never come into our room if the door was closed.”

“But you didn’t make the same agreement with Tristan?”

“Nah, we never thought about him catching us.”

“So how did you explain it to him?” I asked.

“We just told him we were fooling around and having fun,” Joshie replied.

“And then what happened?”

“He wanted us to do it to him, cuz he wanted to see why we thought it was fun.”

“And did you?” Brandon countered.

“Uhhh, no, we told him we’d have to ask you first,” Benny fibbed so they wouldn’t get into trouble.

“And how did that go over?” I pressed.

“He thought it was strange that we were going to ask you if he could do that with us and didn’t like the idea of you guys knowing what he wanted to do.”

“And that’s why he was acting oddly at dinner?”

“Yeah, but he finally told us to go ahead and ask, cuz he really wants to know what its like,” Joshie confirmed.

“But he’s too young to get involved in things like that,” Brandon noted.

“Maybe a little younger than we were the first time,” Benny agreed, “but I know he’s gonna keep asking us until we give in. That’s why we’re telling you now and asking if it’s ok.”

“Well the cat’s definitely out of the bag and I doubt he’ll be satisfied until he gets his way,” I reasoned. “Just let me talk to him first, so I can explain a few things before that happens.”

“But he wants us to do it to him tomorrow after we get home from school,” Benny blurted out.

“We’ve already tucked him in, but I guess I could go back to his room and have a chat with him. I’m sure he hasn’t had time to fall asleep yet.”

“So does this mean we can we do it for him tomorrow?”

“Yes, but nothing more than sucking him off.”

Seeing that had been addressed, we tucked those two in, kissed them on the forehead, and said goodnight. As soon as Brandon and I left the room, we stopped and chatted briefly outside their door.

“Go on ahead and start getting ready for bed and I’ll be there shortly. I’m going to stop and have the old birds and bees discussion with Tristan first, and then I’ll join you.”

“Ok and I hope it goes well,” Brandon agreed.

As Brandon walked past Tristan’s door, I opened it and entered his room. He rolled over to see who was there when I turned on the light.

“I just spoke with Benny and Joshie and they told me about what happened the other day.” Tristan’s eyes bulged out of their sockets and he looked scared. “Don’t worry, you’re not in trouble. I just want to talk to you about what you saw.”

He appeared to relax a little, but he still looked slightly panicked, so I sat down on the bed beside him and tousled his hair. “I’ve had this chat with the other boys when they were around your age too, and it appears as if it’s time to do the same thing with you.”

Over the course of the next several minutes I asked him questions about what he already knew and then filled him in about everything else. We discussed the difference between the anatomy of boys and girls, and I went over the basics about erections and ejaculations.

“So is that what makes it feel so good?”

“How did you know it feels good?”

“Ummm, they told me,” Tristan answered, thinking quickly and covering up his mistake. “So Benny and Joshie had that jack thing when they did it with each other?”

“Yes, and I’m sure you’ll eventually see one or both of them ejaculate. You’re still too young to ejaculate yet, but I’m sure it will happen for you in another year or two.”

“Oh, ok.”

“Tristan, we know you’re young and want to try new things, and even though we don’t have a problem with boys having sex with each other, there are others who do. That’s why you can’t talk about these sorts of things outside the house, because conversations can be overheard, and you can’t discuss this anyone who isn’t part of our family. I don’t want you to mention this to Wyatt either, because he’s still too young to be included in these types of activities, but you can do it with Benny and Joshie.”

Once I’d answered his questions on those topics, I filled him in about several other issues, which included masturbation, oral sex, and intercourse. I also explained that normally boys and girls would become sexual partners, but there are boys who prefer having sex with other boys instead, and girls who do things with other girls.

“Kinda like you and Dad Brandon.”

“Yes, that would include us as well.”

“So Uncle Dion and Uncle Trey, and Grandpa Josh and Grandpa Jake are like that too?”

“Yes, that’s correct.”

“I thought so.”

He seemed fine with everything, and after answering a few more questions, I kissed him on the forehead again and bid him sweet dreams before I left the room. I went directly to my bedroom and discovered Brandon was already in bed.

“I’m sorry it took me longer than I’d anticipated,” I said upon entering the room.

“That’s ok and I understand. So did it go all right?”

“Yes, and I answered all of his questions. He might have a few more when we get home tomorrow night, but for now he seems satisfied. Our little talk might also give him some interesting dreams.”

Brandon chuckled as I prepared for bed, and then I crawled under the blankets and cuddled with him before falling asleep.

Tristan seemed to be in a really good mood when he came down to breakfast in the morning, and seeing Benny and Joshie were with him I figured he’d already filled them in about our discussion. Brandon and I told them to have a good day before we headed to work, and Tristan smiled broadly before saying, “I will.”

A couple of hours before the end of the workday, I happened to think about Tristan and wondered if he found getting sucked off was as wonderful as he’d anticipated. I planned on asking him about it when we tucked him in later and hopefully he’ll be willing to answer my questions.

When Brandon and I arrived home from work, the boys were playing video games so we merely said ‘hello’ and didn’t interrupt what they were doing. When we saw them again a short time later, they all seemed to be quite chipper, and Tristan appeared to be much cheerier than normal. I took it to mean that he’d enjoyed what he’d done with Benny and Joshie earlier.

Tristan didn’t say much during dinner, but I noticed him nudge Benny and Joshie at different times and wondered what those subtle elbows were about. I was hoping he’d share that information with me later, when we tucked him in.

I made sure to ask each of the boys if they had homework to do, and then I told them to get it done as soon as we finished eating. I wasn’t surprised when I discovered the younger boys hadn’t done their homework yet, seeing they obviously had something else they wanted to do earlier. Since they were going to be busy, we didn’t see them again until it was nearly time for them to shower. After they did that, we tucked them in as usual, but tonight we went to Tristan’s room last to say goodnight. After we tucked him in and kissed him on the forehead, I looked at him and spoke.

“So how was it?”

He looked at me slyly and then flashed a mischievous grin before he answered. “It was fun and now I know why they like to do it.”

“So who did it to you?”

“Benny.”

“And did you try doing it to one of them?”

“Not that, but Joshie let me do it to him with my hand so I could see that jack thing.”

“It’s called an ejaculation, and if you’re old enough to do this with the other boys then you’re old enough to learn the proper terminology for it.”

“Ok, I’ll try to remember that word then.”

I repeated it for him several more times and had him say it afterward, and eventually it became easier for him to remember the word and pronounce it.

“So are you going to try doing it to one of them with your mouth?”

“I’m not sure. I like it when they do it to me, but their pee-pees are a lot bigger than mine and I’m afraid I’ll choke.”

“You just have to do it carefully, and now that you’re participating in these things with them, it’s time for you to start using the correct terms for everything. It’s not a pee-pee, it’s a penis.”

“K, I’ll try to remember to say that from now on too.”

I had him repeat the word for me a few times so he wouldn’t forget, and then Brandon and I tucked him in, kissed him on the forehead, and said goodnight.

As soon as we reached our bedroom, Brandon turned toward me and spoke. “I still think he’s too young to be doing that.”

“I’d agree with you, if he hadn’t already seen the other two doing it, but he was apparently curious about trying it too. I’d rather have him doing it here with Benny and Joshie than sneaking behind our backs and trying to find someone else to do it with him.”

“I suppose, but he’s just a baby.”

“Don’t let him hear you calling him that or you’re liable to get an earful.”

“I know, and I realize he’s not actually a baby, but he’s still our baby.”

“He may be the youngest, but he’s definitely not a baby and is rapidly growing up. It’s kind of like the lyrics of that old song from World War I: ‘How ya gonna keep ‘em down on the farm after they’ve seen Paree.’ He’d already seen Benny and Joshie doing it and he was determined to try it too, whether he had our permission or not.”

“Yes, I know you’re right, but how in the hell did you know about a song as old as that one?”

“It was something Dad used to say whenever one of my younger brothers wanted to do something sexual for the first time. I’m not sure if he knew it because he was history teacher or if it might have been something he’d heard his father say.”

“Ahhh that explains it.”

“Dad’s full of odd sayings and weird facts.”

“And now you’re using those same expressions.”

I had to chuckle. “Yes, I guess I am, but as they say, you stick with what works.”

We ended our discussion and got ready for bed, and then we cuddled together as we fell asleep. Another family milestone had been attained.

I had a feeling that Tristan was pestering the other pair to do it to him nearly every night after that, and Benny confirmed it when I asked him about it a couple of days later. “So how is it going with Tristan?”

“Good, but he wants us to do it to him all the time now.”

“I’m sure you boys were like that too.”

“Maybe, but we didn’t get that way until we started to develop.”

“You mean when you reached puberty.”

“Yeah, but he hasn’t got any hair down there yet and his penis is still really small.”

“That obviously doesn’t affect how good it makes him feel, but it probably makes it more difficult for you to do it with him.”

“Yeah, it does.”

“Has he tried doing it to either of you yet?”

“He jacked Joshie off a couple of times, but he says Joshie’s penis is too big to try doing it to him.”

“How about doing it to you?”

“He hasn’t done it to me yet either, but he’s really fascinated with my foreskin. He likes to play with it and pull it back and forth, and I think he may try doing it with me soon.”

“Why do you say that?”

“Cuz he’s sniffed the head a few tunes and even touched it with his tongue to see what it tastes like.”

“And how did he react?”

“He didn’t make a face or complain when I asked him about it, and he even admitted that he didn’t mind doing it.”

“And that’s why you think he might want to suck you off in the near future?”

“Yeah, I think he’s probably gonna try it soon.”

“Ok and I’d like to know how that goes as well.”

“Yeah, I’ll tell you, since you already know we’re doing it.”

“Thank you and I just want to know if he’s having any problems or if it might be affecting him in other ways.”

“Yeah, I know.”

Seeing I had his assurance that he’d keep me informed, we ended our discussion and went our separate ways.

Elliot left on Thursday and made the long drive back to campus. We were all sad to see him go, but we knew he’d be returning in a few months and spending the summer here. And then next fall both he and Noah will be heading off to further their education.

A few days after Elliot left, Benny pulled me aside so we could talk in private. “Tristan did it to me today, but he pulled away before I shot my load.”

“And how did he react to doing it?”

“He wasn’t very good at it and I had to keep reminding him about his teeth, but he didn’t seem to mind doing it. He just asked me to warn him when I was ready to cum, and then he jacked me off after he took his mouth off of it.”

“So do you think he’ll want to do it again?”

“Yeah, probably. He didn’t make a big deal about it, like he does when we do it to him, but I think he’ll do it again.”

“Only with you?”

“For now, but he might try doing it to Joshie too. He’s been watching me do it with Joshie, and cuz he sees that I don’t have any problem doing it to him, I think Tristan’s gonna try doing it to him too.”

“Ok, just let me know if that happens.”

“Ok, I will.”

The rest of the month went about the same and nothing out of the ordinary happened until Sunday, Jan. 21^st. That was Pop’s 51^st birthday and we had a little party for him after dinner. It wasn’t a major event, just a small gathering at the house that was attended by most of the other family members who lived locally. It included the Shays and Aunt Sally as well, and Pop thanked everyone for showing up. He seemed pleased that we had done this for him and that we wanted to help him celebrate his special day.