Ryo Hazuki vs Kazuma Kiryu
Shenmue's protagonist goes up against...pretty much himself/his dead ringer look-alike flash-forward twenty some odd years: the Yakuza/Ryu ga Gotokou series protagonist, Kazuma Kiryu. Both are shown to have gone up against many nigh unspeakable odds and opponents, but against eachother, who would come out on top? Ryo has youth and Kazuma has experience, which one gives the win?
As for their feats, here're a couple for each:
Ryo taking on an estimate 70 gang members (with assistance from only one guy, Gui Zhang--keep in mindthis was directly after they fought eachother to a draw)
YouTube video
There's also his raid of the Yellow-Head bulding (a base of operations for a small crime syndicate) in Shenmue 2, leading up to his rooftop battle with their massive leader, Dou Nyu (can't find any video of it that isn't a Let's Play).
For Kazuma, there's the Yakuza 2 fight where he's put up against two feral tigers to save Haruka (his unofficial adoptive daughter, if you will). Keep in mind that even though Yakuza's fight system is kinda hyperbole-laced, the feat itself still stands storywise.
YouTube video