There are lots of reasons to pick Hitmonchan for this one, not
least of which is that it's less likely to go for my groin than
Hitmonlee. Lee appears to be a being that evolved specifically to
kick things whereas Chan is more like a guy that happens to like
punching. Chan also strikes me as a more honorable fighter in
general and would therefore be easier to cheat against. I'd
probably organise the contest near an air vent so its skirt gets
blown up Marilyn Monroe style, causing it to get flustered and
punch less effectively.
Would you rather:
Smuggle a case of illegally harvested Slowpoke tails across the
Kanto-Johto border
or
Have to make monthly payments to Team Rocket for your "protection".