And you never considered that you're also probably ruining the lives of all the little kids who run up to you, saying they want to be the best, then getting metaphorical dirt rubbed in their faces after getting beaten by a brand-new trainer?
For one, I don't think Gary (or whatever his name was to you in the game) was an orphan. And even if he was, he was a douche either way, shoving you aside to take Eevee and making awful remarks toward you.
Although, in the series Gary wasn't anything more than bluntly confident. If anything, he was almost sort-of nice, but Ash saw him as competition and wanted nothing more than his downfall. So, yeah, I think we might have been the bad guys, but our rival was pretty bad, too. Plus we beat Team Rocket (or whatever the Gen's team was) every time, so that's a good thing. I think if anything we were just minorly inconsiderate.
It is a freakin' video game, though, so you can't really scroll past "Yes" and "No" to select "Comforting Words". -_-'