Combatants: Monkey D. Luffy (One Piece), Sephiroth (Final Fantasy)
Conditions: Both at their strongest, no gear four for first four minutes of fight, both in character, win by kill or knockout
Battlefield: Seattle, Washington
Luffy stomps. He’s faster, stronger, can’t be controlled by Sephiroth since Luffy doesn’t have the Jenova Gene, and the meteor feat (which is his best feat aside from the inconsistent Solar System one) is super contextual and isn’t something he can just pull out whenever he wants to.
Hm. Luffy could 1 shot with gear 4. Maybe even gear 2 or 3. The speed difference might be inconsequential. 1 winged angel could be countered by not having the concentration to use it. And then If supernova is in effect... sephiroth easily. If not I'd bet on luffy for overall stat advantage countering versatile magic. He just ragdoll him around the entire fight.
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