OK guys I have finally gotten around to coming up with some more hypothetical fights that are seemingly 50/50. This list isn't as good as the first, but I felt I had to come up with more than just 1-2 fights

Aaron Pryor - Pernell Whittaker 140: Pryor was a non-stop action fighter, he was always throwing punches and he had a great chin, but Sweet Pea was THE slickest fighter since Willie Pep.

Oscar De la Hoya - Vernon Forrest 147: This fight always intrigued me not only because Forrest had such an easy time with Shane Mosley but also because Oscar and Vernon were on the same Olympic team. I think when Oscar was allowed to load up on his shots a bit more and punches weren't coming back at him in flurries he was more successful. Vernon fought from distance very well and had a dynamic right cross before the shoulder injury.

Floyd Patterson-Bob Foster 175: This fight pits two styles against each other where the outcomes can vary greatly in Foster's favor you can cite Tyson-Douglas & Tyson-Lewis and in Patterson's favor you can look at Tyson-Tucker & Tyson-Biggs or any number of taller fighters. Both Patterson and Foster had great handspeed and power, but their chins left a lot to be desired.

Frank Bruno - Donovan Ruddock: Two big heavy punchers who either didn't know how to act when they were hurt or just lost all sense when they got hurt. Bruno had the big right hand and Rudduck had the left 45 (hook/uppercut hybrid). In their respective primes I think they would have had a back and forth fight because they had the same strengths and the same weaknesses.