Take a shot when Jon put a ridiculous costume item on someone else. Finish the bottle if the other person is still wearing it in the next video.
Take two if he puts hipster glasses on something or someone.
Take a shot every time Jon says, "Yeah coffee!" in the finale. Make sure your affairs are in order first.
Take a shot whenever Ness fights Pikachu in the SSB tournument
Take a shot whenever Chugga says "Press two" in the Mario Stadium board in Fortune Street.
Take a shot whenever someone rolls an "H" in any Fortune Street board. Take two if someone calls it an "H", unless it's the Slimenia board, in which case just finish the bottle and save yourself the trouble.
Take a shot in New Super Luigi U every time one of the guys complains of the games' mechanics screwing them over.
Take an extra shot if it's Jon complaining about slippery shoes.