First off - OP, focus your account for not even having a tale for this thread. You "think" they would be jerks??
Jayme Fortune comes to mind: dude pulled up to the park, saw me doing a trick, proceeded to do it first try, then rolled around and did it switch first try. I was like 12 and he was already an old douche, which made it even weirder. Every encounter afterwards was the same - guy lives at his parents house and thought owning an Audi made him cool.
JT Aultz was on the opposite side of spectrum. The real boys came to town for a demo, and afterward he saw me lurking by myself, came up and sat down next to me. Asked about the demo, yadda yadda, was a genuinely good dude. Matt Beach is another one who demonstrated grown-up brain.
Ed Templeton hazed me once for wearing Nikes at the Huntington park (RIP) back in 2010ish. TBH, he was more than right.