Heavy
Ceodore Harvey (Final Fantasy IV: The After Years) vs Clarissa Arwin (Wild ARMs XF): Rob Turn + double Sacrifice at worst. She may just OHKO anyway.
Middle
Tengaar (Suikoden II) vs Red XIII (Final Fantasy VII): Revenge Earth wards off the physicals, chip->EQ avoids limits. Red can fire off fire spells granted... they're 4HKO? I'm assuming Tengaar can kill with physical -> Earthquake but am not entirely certain. Doubt many of Red's limits get around Revenge Earth anyway (only one that does is COSMO MEMORY?).
Necromancer (Final Fantasy V Advance) vs Jiro (Blue Dragon): Necromancer has turn 1 status, including stone. Jiro may well win if he gets a turn (Shina stun rate against undead is pretty good, and he actually has damage!), but I doubt he does; his MDef isn't high enough to ward off status hype.
Light
LeBlanc (Final Fantasy X-2) vs Kongol (Legend of Dragoon): Kongol can and must block blind. Leblanc 4HKOs him, and easily has a 4-3, so she just needs to survive two Kongol attacks. Alternatively, survive three Kongol attacks and use Not-So-Mighty Guard. I really have no handle at all on her HP, but I would be slightly surprised if she died -that- easily.