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I have been I got 3 vouchers and gave them to green, blue and tried the office witch but she refused so I gave the it to pink instead. I constantly checked on the vendor for each size level since one commenter said the contests stop if you get "too big" so I know I didn't miss any unless there are more than 3 contests.

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Pretty sure you can get up to 5 vouchers because you can sneak one to Kali (black) and also leave one with the mime in the city on top of the 3 you already have.