The Castaway Hotel: Book 2

Chapter 22: A Holiday Wish Comes True

December went by quickly. Except for the problems the boys had to cope with concerning their grounding, most of the time went by smoothly. I had given all of them some extra money, which they could use to buy Christmas presents with, and then we talked about how they were going to do this, with so many people to buy for.

After considerable discussion, they finally agreed it would be best to pull names from a hat. That way, they could buy that person one really nice gift or a couple of nice gifts, instead of buying a bunch of cheaper gifts for everyone. They all knew they wouldn’t get as many presents that way, but they could get something they would appreciate much more. We also decided we’d include my older children in this process as well, to save them from having to buy and lug so many gifts for this monstrous brood, but each group of brothers wanted to buy their own gifts for my grandsons. That would mean three presents for each of the nephews from their uncles. That would be one present from Ricky, Cole, and Graham, one from Dustin, Kevin, and Trey, and one from Danny and Pat. Everyone agreed to this idea and I called the older kids to tell them whose name we had drawn for them. I think they all were quite relieved, and enthused, about our new arrangement too.

A little over a week before Christmas, Trey got an early present. It was a Friday night and the boys had finished their showers and just gone up to bed. Kevin had completely healed from his surgery and was back to sleeping with Dustin and Trey. When they walked into the room, Kevin turned toward Trey and smiled.

“Do you still want us to make love to you?” he asked. Hearing this simple question caused Trey’s eyes to pop out, his mouth to drop open and his face to light up.

“You know I do,” he squealed in delight. “It’s something I’ve wanted to try for a really long time. I’ve even been practicing with a carrot.” He blushed after admitting this.

“Well, how about tonight?” Dustin inquired. “Are you up to it?”

“Absolutely, but is Kevin well enough to do it, after his operation and all?” Trey asked, concerned.

“I’m fine and all healed,” Kevin assured him. “I won’t have any problems at all and I’m ready and raring to go. Dusty and I have been talking about this and here’s what we think we should do. We’ve decided I should do it to you first, as I’m not quite as big as Dusty is, then you could do me and then Dusty can do you. Is that too much for your first time?”

“Oh, no, that sounds great to me,” Trey cooed, before running up and hugging both of the other boys. “You two make me so happy,” he gushed.

“And we’re going to make you feel special too,” Dustin added. “After tonight you’ll definitely know whether you’re gay or not,” he teased.

“I don’t think there’s any doubt for me,” Trey responded, while giving him a wink.

The boys placed Trey on the center of the bed and Dustin began to kiss him, while Kevin took out the baby oil and began to grease up his rear. At first, Kevin placed one finger against Trey’s rosebud and slowly traced the oil around the puckered opening. Then he slipped the finger in, but not until Trey received some coaching on relaxation techniques. Instinctively, Trey’s body had at first reacted to the invader and tried to keep it out, but Kevin taught him how to take deep breaths and accept it. Trey’s body was trembling, either from excitement or pleasure, as Kevin began to slowly stroke his finger in and out of Trey’s hot hole.

Once Trey began to relax even more, Kevin also made sure to graze Trey’s magic button with his invading digit, to increase his pleasure and get him ready for phase two. After that, Kevin inserted a second finger into him and slowly worked it around before he slipped the third digit in as well. Once the trio of fingers had been manipulating in Trey’s rectum for a while, Kevin knew he was ready for the big event. Quickly, Kevin lubed his own tool up and then placed himself between the prone boy’s spread legs.

“Are you ready, Trey?” Kevin asked, to make sure he hadn’t had second thoughts about this.

“Yeah, real ready,” Trey replied. Upon hearing that, Kevin took a pillow, folded it in half and placed it under Trey’s hips. This would give him a better angle for entry and thrusting.

“Okay. I’m going to push my dick against your hole, so stay relaxed,” Kevin warned him. “If it seems like it isn’t going to slip in on its own, then push down with your butt muscles, like you’re trying to push out a fart.” Trey giggled and nodded his head. “Okay, here it goes,” Kevin murmured.

Kevin pushed the head of his prick against the small opening. Slowly, it gave way and the head of Kevin’s pole popped in. Trey groaned slightly, but quickly smiled, to let Kevin know he was fine. Kevin took that as a favorable sign and continued to inch his way into Trey’s hot chute. The kid was tight and, even going slowly, Kevin had to fight back the sensations that might bring about an early release. Gradually he worked himself all the way into that tight passage and lay prone across Trey’s body, looking into his eyes.

“How are you doing?” Kevin asked with some concern.

“Wonderful,” Trey confirmed. “It hurt a little at first, but it’s great to feel you inside me.” Kevin bent down and gave him a quick kiss. “I’m going to start sliding in and out of you now, so enjoy the ride. Dustin, you should work on his tits at the same time.”

Dustin bent down and began to lick and suck on Trey’s erect nubs, as Kevin began to utilize a moderately slow pace, as he thrust back and forth. Trey was really moaning and squirming under the double assault and both boys were doing their best to make this as memorable an experience for him as they could. The first time is always memorable, but they wanted to leave him with the impression of the best they had to offer.

Kevin had calmed down a little before he started, but he was still extremely aroused. Due to his highly agitated state, it was only a couple of minutes before he felt the pressure of his oncoming discharge. He tried to stop for a while, to let these sensations die down, but as soon as he resumed, they quickly reappeared. Giving in to the inevitable, he made his final thrust home. Once his penis hit bottom and he was all the way in, Kevin’s body began to twitch and shudder, just before he unleashed several volleys of his hot boy juice deep into Trey’s interior. Trey was screaming in delight, once he felt Kevin’s warm juices painting the walls of his intestines, not to mention the wonderful feelings he was getting from Dustin’s glorious work on his pecs, and shot off like a rocket. Soon, Kevin collapsed on Trey’s abdomen and Dustin found himself having to extricate his head from between the two heaving chests.

Trey and Kevin stayed that way for a few more minutes, before Kevin pulled his shrinking violet out of Trey’s ass and crashed down beside him. Both boys were still panting, while slowly coming down from that sexual high, so Dustin just sat beside them and stroked their chests.

Before he had completely recovered, Kevin asked Dustin to get him ready for Trey, so they’d be ready to go, once Trey recovered. Kevin didn’t want to ask Trey to do this, since he wished to allow the now ex-virgin to enjoy the last remnants of his post-orgasmic afterglow. Dustin agreed to do this instead and soon Kevin was ready for Trey, whenever he was also ready.

Slowly, Trey returned to earth and began to refocus on things around him. Once Kevin saw he was regaining his sense, he spoke to him. “Well, how was it?” he asked.

“I can’t even think of any words to tell you how great that was,” Trey admitted. “It was so neat, feeling you in there, and you kept hitting something inside me, which sent tingles throughout my whole body. Thank you so much.”

At that point Trey stopped talking, because he began to get choked up, as tears of joy started to roll down his cheeks. Both boys hugged him, until he was once again in control.

“Are you ready for your turn?” Kevin wanted to know, once he seemed to have recovered.

“Uh huh,” Trey responded simply, while also nodding his head.

Dustin helped Trey get up and showed him where to go, as Kevin repositioned himself on the center of the bed. He pushed the pillow under his back and Dustin helped get Trey lined up and ready to go.

“You do exactly what Kevin did to you and you’ll do fine,” Dustin advised him. “I’ll kiss him and work on his chest, while you concentrate on what you’re supposed to be doing.”

Trey nodded and moved forward slightly, so his dickhead came into contact with Kevin’s skin. At that instant, Kevin quickly reached down and help him line up his cock properly, and then Trey pushed it all the way in. Kevin had no trouble accepting him, because Dustin had stretched him out well beforehand and he was already used to taking Dustin’s thicker member. Trey let out a little yelp of delight, as he felt Kevin’s hot, smooth lining engulf his throbbing meat, and he had a huge grin on his face, as he looked down at Kevin.

Once he got accustomed to this new feeling, Kevin urged him to continue, and soon Trey’s hips began thrusting back and forth. As is common with a novice lover, Trey’s strokes were short and fairly fast. He was focusing solely on the pleasure of his upcoming release, as he hadn’t become aware about how pleasurable the journey can be. He was soon panting and giving a blow-by-blow account of his feelings.

“Oh my god, this is so great!” he exclaimed. “This is awesome. Ohhhh, it feels so good. Man… oh, man… I’m going to explode. Oh, god. Oh, god. Here… oh, here it comes. I’m… I’m going to… oh, god I’m going to shoot…ahhhhhhhh, yes, yes. I’m cuuuuuuuuuuuuuming.”

With that pronouncement, Trey unloosed his hot boy spunk into Kevin’s bowels. Wave after wave of the warm liquid filled Kevin’s gut and he willingly accepted everything Trey had to offer. Soon his young friend was crashing down on top of him, so Kevin wrapped his arms around Trey’s upper body, squeezed him to his chest and kissed him all around his face and neck. Dustin had been more alert to what the other two were doing this time and had pulled back, as soon as Trey began his commentary.

Kevin held Trey until he had recovered and then let the boy roll off of him and onto the bed beside him. Dustin and Kevin would give him sufficient time to recover, before Dustin gave him one final ride. About twenty minutes later, Trey seemed to be ready for his next experience, so Dustin jokingly asked him if he was ready for the ‘main event’. Kevin took exception to Dustin’s choice of words and Trey just chuckled at their little, puffed up, bickering episode.

Trey finally acknowledged he was not only ready, but also eager to continue, so Dustin oiled up his rod and moved into position. Trey didn’t need any more preparation, as he was loose from his session with Kevin, and he was well lubed from the creamy filling Kevin had pumped into his cavity.

Dustin proceeded very slowly, because he realized he was considerably thicker than Kevin and Trey would need time to adjust. Trey gasped when Dustin’s large head made his sphincter muscles expand farther than they had previously had to, but after a second or two he urged Dustin to keep going. Finally, Dustin worked his entire mast into Trey’s hot, willing hole and he looked down at his partner to make certain he was okay.

Trey’s eyes were slightly glassy, but there was still a thin smile pressed onto his lips, so Dustin began to make a long, slow withdrawal from Trey’s chute, before he rammed his monster back home. He continued this slow, steady attack on the boy’s arse, as Kevin worked on Trey’s upper body, and soon Trey was taking another magic carpet ride.

Trey’s mind was exploding with flashes of brilliant colors and he was somehow enjoying this experience even more than the first. It wasn’t because Dustin was better at it, but mostly due to the fact that the first time everything was so new and all consuming. Not only that, but it happened so quickly that he wasn’t able to focus or enjoy all those little pieces that made up the whole. This time he was alert to all of it.

Dustin was enjoying the hot, tight ride as well. It was like Trey’s channel was embracing every inch of his manhood and literally squeezing the life out of him. Every small movement he made sent pounding waves of pleasure crashing against his shores, which in turn brought him ever so much closer to his eruption. Trey was even beginning to learn how to thrust back to meet Dustin’s movements and that only meant Dustin would cum even sooner. Dustin’s breathing was becoming very labored as his orgasm neared, and soon he could hold out no longer. He unwillingly gave in and his prick burst open, spewing its thick, gooey load inside his partner.

Trey had been nearly as vocal this time as he was the last, and made certain he let his partners know he was enjoying this immensely. “Oh, my god. Oh, my god. I can’t take much more. This is fantastic. It’s wonderful. Don’t stop. Please don’t stop. Oh, yes… yes… ohhhhhhhhh… I feel it… I feel your spunk inside me… oh, god. Yessssssssssssssssssssss,” he hissed, as both of them collapsed from exhaustion.

There was nearly total silence in the room for the next several minutes, as all of the boys lay panting and sweating on the bed. For quite a while after that, their chests continued to heave, as their bodies trembled from pure enjoyment. They remained like this until they had all fully recovered and then they repositioned themselves, with Trey in the middle, and fell asleep.

The next morning the three of them left their room, only to run into Danny and Pat in the hall.

“What the hell were you guys doing in there last night?” Danny grinned. “It sounded like you were torturing poor Trey.” Trey immediately turned red, but Dustin and Kevin only laughed.

“I don’t think he’d call it torture,” Dustin answered, “although he did get a little loud. We didn’t hurt you or anything, did we, Trey?”

Trey was nearly unable to answer, because he was so embarrassed when he realized the other two knew what they had been up to. “No. No one hurt me at all,” he stammered.

“Well, it sounded like someone was either being killed or having one hell of a good time,” Pat added. “So I guess, if you weren’t getting hurt, you must have been having a great deal of fun.”

Trey couldn’t answer, but his face was so red he could have camouflaged himself on a fire truck at that moment. Kevin took up the slack and responded for him. “I can’t speak for the others, but I know I had fun. What about you two? Did you enjoy last night or what?”

“I sure did,” Dustin responded. “I haven’t had that much fun in a long time. How about you, Trey? You enjoyed that, didn’t you?”

Trey only nodded his head up and down, as he looked at the floor. Danny and Pat decided to let him off of the hook and went downstairs laughing and still joking with each other.

“Why did you guys do that to me?” Trey asked them.

“You mean last night?” Dustin wondered.

“No, just now,” Trey clarified. “You might as well have just told them what we did, because I think you just about confirmed it for them.”

“Heck, they don’t care,” Kevin informed him. “The same thing goes on in Danny’s room from time to time. They were just having a little fun with you.”

“Well, it didn’t feel like fun,” Trey replied. “I was so embarrassed, because they knew what we did.”

“Why?” Dustin asked simply. “They do it too.”

“Just because,” Trey responded, not knowing how to put his feelings into words.

“Don’t worry about it,” Kevin told him. “No one cares what we do in the privacy of our own rooms, as long as everyone is a willing participant. They just like to tease people and watch them squirm and blush, whenever someone new does something. You did a real good job at that.” Dustin and Kevin started laughing, as Trey tried to figure out a way to get back at them.

“Well, you two certainly weren’t any help,” he informed them. “You should have warned me or something.”

“We didn’t know they’d be out here,” Dustin replied, “and I don’t think they planned it that way. It was just pure luck.”

“With that kind of luck, I guess there’s no need for me to play the lottery,” Trey joked.

“You’re too young anyway,” Dusting shot back. “Your luck’s not that bad, though. You ended up here with us, didn’t you?”

“Yeah, you’re right,” Trey admitted, while starting to loosen up. “I guess I was pretty lucky at that. Thanks for last night, guys, but I still have to think about how I can get even with all of you for this morning.”

“You better not,” Dustin chortled, “or we’ll tell the three little monsters what happened and then sick them on you too.”

“Okay, you win,” Trey conceded. “I won’t do anything to you and you won’t tell them. Agreed?’

“Well, if we have to,” Kevin teased.

“You have to,” Trey stated, firmly. “Now, let’s go eat.”