Heavy:
Lady Elmina Harken (WA:ACF) vs. Geno (SMRPG) - I know this is a rematch, and this is going to sound really stupid, but hear me out. In the normal set-up, Geno loses no matter the situation. However, if Geno goes Work Pants... I'm assuming for sake of argument that Geno is taking 10% more damage for the drop in Defense for the extra Magic Attack. Trying to figure out the turns, I'm thinking the actions look like this:
Since it's like... Work Pants Geno goes Boost -> 1-Star Flash (deals 41.6%) -> Max Flash (deals 66.6%)
Assuming like... 10% more damage on Geno for going Work Pants, if he gets the first turn and pops Boost, then... Geno (Boost) -> Azrael (Geno: 77%) -> Azrael (Geno: 54%) -> 1-Star Flash (Harken: 58%) -> Maximum Risk (Geno: 9%) -> Max-Star Flash (Harken: -9%, which is to say, less than 0 which is dead)
That said, if someone wants to check my math, I'd be all for that.