Godlike
Buffacow 9th (Mana Khemia 2: Fall of Alchemy) vs Citan Uzuki (Xenogears) - Buffacow the 9th has timed spheres, which eventually overwhelm I think.
Repede (Tales of Vesperia) vs Janus "Magus" Zeal (Chrono Trigger) - Fuck Repede. He's cool in-game but seriously fuck his boring ass in the DL.
Emil Castagnier (Tales of Symphonia: Dawn of the New World) vs Lenneth Valkyrie (Valkyrie Profile Series)
Ruprecht Dandridge (Wild ARMs XF) vs Epsilon (Mega Man X: Command Mission) - I think I see the extra Maximum Risk damage beat the barrier thing. I give Rupert some support credit, but the MT attacks completely get rid of that, but they also put him into range to OHKO with Maximum Risk so that's a losing battle. Also see the HP->1 working, but again Maximum Risk screws that over too. Neat match.
Heavy
Ragnar Blitz Lebrett (Wild ARMs XF) vs Worker 8 (Final Fantasy Tactics) - Ragnar 3-2s even with a generous FFT speed average (not factoring in Auto-Haste). Hyper up, then Raving Rush. He's even got a shot of Hypered Orbital Ring in there too.
Elincia (Fire Emblem: Radiant Dawn)* vs Ephraim (Fire Emblem: Sacred Stones) - If Elincia goes first, she has a 30% chance of landing a Stun, then should be able to get to victory from there. If she goes second, she tanks Eph's first attack and then has a 51% chance of landing Stun in the next four attacks and getting victory that way. Think I assume equal odds of each going first here, so Eph has the bigger shot of winning.
Nell Ellis (Atelier Iris 3: Grand Phantasm) vs Hildagard Valentine (Shadow Hearts: From the New World) - Nymph healing outslugs Hilda at worst. At best Nell just damage blitzes though that's kind of problematic on where the damage average falls due to Hilda's healing.
Selen (Suikoden Tierkreis) vs Jude Maverick (Wild ARMs 4) - Unbalance hax.
Middle
Chloe Hartzog (Mana Khemia 2: Fall of Alchemy) vs Lemina Ausa (Lunar: Eternal Blue Complete) - Both 2HKO, Chloe shoots first.
Liese Randel (Atelier Annie: Alchemists of Sera Island) vs Mog (Final Fantasy VI) - Hm, yeah, RES bust lets her 3HKO and she goes first.
Prier (La Pucelle: Tactics) vs Etna (Disgaea Series) - Probably.
Mao (Disgaea 3: Absence of Justice) vs Bowser Koopa (Super Mario RPG: Legend of the Seven Stars) - Fear -> outslug. Gong first doesn't help Mao enough I don't think.
Light
Allen Ridgely (Xenosaga: Thus Spach Zarathustra) vs Black Wizard (Final Fanatsy) - Allen's DL ranking is definitely below 3.00.
Gordin (Fire Emblem: Shadow Dragon) vs Wil (Fire Emblem: The Blazing Sword)
Raspberyl (Disgaea 3: Absence of Justice) vs Nikki (Chrono Cross) - Nikki isn't man enough to stand up to a TRUE BADASS.
Regigigas (Pokémon) vs Chuck Preston (Wild ARMs 5) - You fight with your ARMs but you win with your feet!