Kevin
He gave a wide smile, and nodded. He wasn't as nervous now that the boy wasn't as pushy as he was initially. 

"Lance, huh? Cynthia talks about that dude sometimes, he must mean business! My team wouldn't do so well against all those Dragons."

He paused for a moment, thinking about the team he first used when he joined the Elite Four.

"Well, if I used my fire type team, I would struggle. I actually had a few different types when I first joined the league, but they got mad at me, soooo.. I quickly had to change that."

He chuckles softly, as he made his way past the boy.

"Yeah, It would be awesome if you showed me the way, uhh.. What's your name? It wouldn't be practical to keep calling you 'Hotshot' or 'Redhead', I always hate being called Redhead!"
David
Silver sneered. "Oh yes, he's powerful," He grumbled. "He's also naggy as hell and way too preachy. Always fusses over things that aren't his business. And one of these days I'm going to be strong enough to beat him..." 

Silver stopped as he felt a poke on his leg, and he looked down to see Sneasel squinting at him. It made Silver realize he was starting to go off at a complete stranger, and he gave a tiny nod to his partner. In addition to being the strongest pokémon on his team, Sneasel also kept Silver's attitude in check when the need arose. He closed his eyes and took a calming breath. "He's just not the perfect saint everyone makes him out to be."

Silver mentally berated himself for his folly. He was not fond of talking about himself to most people; the only person he would talk to about personal matters was Ethan, but that was *Ethan* And this man was not. He did not want to say much more.

"I'll show you to the path..." He began, "But I'm afraid I prefer not to share my name with strangers." He stopped for a moment, watching Flint walk past him. What was he doing? He cleared his throat. "Erm. If I'm the one who knows where we are going, should I not be the one leading the way?"
Kevin
He immidietly stopped in his tracks, realizing that the kid had a point. Something definitely felt.. Odd, though. This kid was unlike anyone he had ever met before. 

"Alright, kid, I guess Hotshot will have to work for now. And uh, yeah, take the lead!"

He stood there, waiting for the kid to take the lead. More questions kept popping up in his head, however. He definitely didn't think bombarding him with questions would be a good idea, though. So he started small.

"You must be quite the notorious trainer in Johto, huh? You sure do look tough, especially that Sneasel."

Although the Sneasel would've looked tougher if it evolved, it still was a fierce Pokémon, and he knew that. He also knew that his Infernape would destroy it in battle.
David
Silver nodded at Flint, and stepped forward, taking the lead with Sneasel trotting at his heels. He thought about the comment as he began to walk. How should he answer this? It wasn't that personal. He decided to humor the man.

"Fame and notoriety are not my goal so much as strength is," He explained. "My goal is to be the strongest trainer. I don't really care if fame comes with it, because fame is an empty concept invented by humanity to impose false superiority. A reputation that cannot be supported is no reputation at all. If you cannot stand alone, if you build your foundation solely on the support of others, you are weak."

He thought for a moment. "Of course, there are some who have a reputation that they deserve. My rival is one, he looks harmless at first glance, but I know for a fact he's stormed two buildings infested by Team Rocket and emerged alive and unbeaten, not to mention taken on the Kanto-Johto League. One thing's for sure, he keeps me from slacking off, because if I want to be the strongest trainer, I have to beat him when we're both at full-force." There. Talking about someone else keeps him from having to talk about himself.
Kevin
He followed behind him, taking in everything he was saying. Jeez, this kid really was something, huh? He though about Dawn, and what she did against Cyrus. He didn't wanna he cocky and start comparing a person to someone he didn't know though, so he kept it to himself.

"This Ethan kid sure sounds like someone you look up to. Fame can be nice, until you're someone like Cynthia, who barely has any time to herself. It's definitely a double-edged sword."

He definitely wanted to see how powerful this kid is, but at the same time, he didn't think it would be a good idea to challenge this kid while they were walking on a thin trail.

"You sure sound like you're tough, that's for sure. Some people don't like to take me seriously, mostly the other league members. They're good buddies, though! I think I've seen a few of them around here, you may run into them eventually. Tell them I said hi if you do!"

He tried his best to keep the conversation going without making the kid too upset, but he weirdly liked how he responded. He is definitely unique, compared to some of the other people he's met.