The FIRST question should be answered by a queer, like Donald Curry or Karl. As for who wins, Bowe wins, probably via late stoppage. But Ruddock would badly hurt him, or drop him along the way.
Ruddock was only impressive very early in his career, when he fought scrubs. Even past it Bonecrusher gave him plenty of trouble, knocking him down, and he did get whipped twice by Tyson although his performance was gutsy both times. He would take a couple of rounds and probably hurt Bowe too, but eventually it would be a pretty one-sided beating in favor of Bowe, either by convincing decision or late stoppage
I wouldn't say bonecrusher gave him troubles, except for the kd, it was a massacre. He also looked excellent against Morrison, even though he was coming from a long layoff, before the desesperation hail mary punch and the early stoppage. I think Ruddock's a live dog in there, Bowe would had to rely on his inside fighting skills and bodyshots to win the fight, cause if he tryes to box at distance, he probably getting koed.
I thought Ruddock looked awful in the Morrison fight and the fact that he was winning it tells more about Morrison's general shittiness as a fighter
