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Well since we can imply Dawn loses, we can start with Zoey winning the battle and declaring Dawn's "punishment" for the next six months. How old do you want the girls? I'd say it'd be awhile before Dawn came back to Sinnoh to explore so 18 would be a safe bet plus they'd have tons more money.
Only two months? This must be a high stakes battle XD I'd say three months if they're traveling together. Could be that they just met up back in Sinnoh and decide to have a battle to determine stuff before they adventure again.