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Oh the wave of nostalgia that hit me when I saw this matchup.
I could lecture here about all the reasons explaining how Digimon is far superior, but I'll just pick the film.
Fiction_Fox is genius, MickeyBreamar knows nothing about movies. Digimon wins.
Digimon the Movie is by far superior to that awful Pokemon movie. Pokemon the Movie sucks so much, it is much too childish and very booring and bad animated, and very aweful too.
Haha. Awesome. Just fucking awesome. If flickchart was available back in grade school, a match-up like this would have ended in mass fisticuffs. Of course, having been an A-Class hater of both at the time, I'm sure I would have simply stirred up trouble.