Assuming this is a Boxing-Match, I can't see Rocky winning.
Rocky can take A-LOT of punishment, and for some reason, in his prime (1982) didn't tire at all. He was also a heavy hitter, if their was a fighter to compare him to, it'd be Marciano and Frazier. But Rocky has his flaws, I think in Rocky III he was actually telling Clubber Lang to hit him, instead of dodging him. That's not a smart thing to do. If he does that with Cap he's gone. Let's make it clear that Rocky is a Brawler/Swarmer type of Boxer, and can open good combinations, his durability is super-human or borderline, in Rocky 4 he took ridiculous punishment. He took hits and hits from a Steroid-Juiced Ivan Drago and didn't go down, but we have to see Rocky was out for revenge in that film, but still, he takes a-lot of punishment. So I wouldn't be surprised if he lasted 1 round with Cap, but the reason Cap wins so easily is because he nearly has all advantages. Cap is much stronger, peak-human/enhanced human strength, he has enhanced/peak human speed, he can take more punishment and on top of that he's fought more opposition. Now I haven't see Cap do much Boxing, but his physical stars are too over-whelming. Seriously. By round 1 Rocky will have shaky legs. Rocky doesn't have footwork he relies on his brawling style, he can't hide and can't move that fast or away. So Cap will catch him. By round 1, Rock will have shaky legs. By round 2, Cap will go crazy on Rocky, throwing punches, dodging punches and giving it his best. Because people have to see Comic-Book characters hardly ever tire, anyways, Cap is simply too fast and strong. He KO's him in 2 rounds. Rocky doesn't have the feats to win. Cap takes him in 2 rounds because of all his advantages. And the other fact is Rocky is an inside-fighter and has a short-reach, he's gonna go inside and inevitably he'll get hit.
Captain America KO2.
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