PokéBase - Pokémon Q&A
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Will you not be able to play the game anymore? Just curious, and also kind of worried.

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If you reach 999:99 something's wrong, because there aren't 99 minutes in an hour. :P

Assuming that you mean 999:59, nothing happens except that timer won't count forward any more. You can play for as long as you like. Your game won't end. That would be stupid.

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I did that in my Platinum. I was really proud of myself.
I did that in HGSS, faster than you'd think. Loved that game.
Yeah, whoops. I mean 999:59. But yeah, thanks! It would suck if you couldn't play the game anymore...and in some games, I'm pretty close.