Nina and Ursula (Breath of Fire IV) vs Raquel Applegate and Arnaud G. Vasquez (Wild ARMs 4)
Dang, Raquel's innate Fire resist messes up a Fire->Wind combo blitz here. Probably the WA4 team, may take a closer look later.
Anna and Tiki (Fire Emblem: Awakening) vs Millenia and Elena (Grandia II)
If Anna & Tiki don't pair, SBE Anna -> unload on her -> very very very slowly break Tiki's DS+ with Elena's boatload of healing (Tiki's bad crit rate makes this safe). After Tiki is forced to a regular DS (I'd only give her one DS+), re-unload. This... still might not work, but seems plausible.
However, if they pair up with Tiki in front, things get dire. Even under SBE I doubt they can break Tiki, and I'd allow Pair-Up Defense to continue to trigger while this is on-going, which can take a further bite out of the damage. Granted, if they can get Tiki low enough, they'll have one more turn after Tiki/Anna separate to try to kill Tiki before Anna can heal her, but still, seems chancy.
I think their best bet is to stall using G2 buffs (!!!), BUT Elena's the one who has them and she's the one who needs to be healing herself lest she get owned by a Pair-Up Attack trigger (very common lategame with an A-Support!). So it needs to be Millenia debuffs, and... can those miss? I'd let Tiki's RES defend it if they can, but hmm, probably not. But yeah, Stram spam at Tiki in the pair-up + healing spam from Elena reduces the threat level a good deal. (EDIT: And sure, throw out some SBEs strictly to give Elena time to throw out a few Runners to buff evasion isn't a bad idea either.)
Okay, tentatively the G2 ladies after all.
Samurai and Summoner (Final Fantasy Tactics) vs Robo and Ayla (Chrono Trigger)
Haven't run the numbers yet, but seems like it's the FFT crew? Ayla Triple Kicks Summoner, Samurai drops Protect/Shell, Summoner uses some really fast-casting healing like Moogle, then either wait for Beast Tackle or Robo attack + Ayla Triple Kick (whichever of the two options does more damage) *must* kill Summoner. If it doesn't, the FFT crew starts stalling with more healing / Golem and MP-busting the CT characters until they win easily.
Additionally I see CK removed the gender specifiers (was trying to make it easier to vote), so if cross-dressing is allowed for Male Summoner / Female Samurai, a Bizen Boat blitz might be plausible even if Summoner is KO'd by the above set - sure kill Summoner, but be left with basic physicals vs. a Blade Grasping, healing Samurai. (unless there's hype for EATING SUMMONER'S CRYSTAL and restoring MP?! but nah, dropping treasure chests or Sam stealing it herself is also too possible.)
Yuri and Karin (Shadow Hearts: Covenant) vs Lenneth and Lucian (Valkyrie Profile)
I'm going to assume these 2 are slightly faster than average and can KO Lenneth before she gets a turn, barely (SH2 speed spreads, practically irrelevant in-game if you're not Jutendogi but weirdly relevant in the DL).
Terra and Gogo (Final Fantasy VI) vs Freyjadour and Lyon (Suikoden V)
Could Gogo equip the Memento Ring (other than Relm & Shadow?)? Seems pretty clear cut if he can't, ID. If he can... uh... Lyon probably still OHKOs with magic before Noiseblaster. Terra alone isn't worth much, Yellow Scarves mess up a Break strat and Ultima unfocuses.