Roy in his prime would be the first person to know out WInky IMO... he's style is perfect for being Winky... If Taylor could sometimes counter off WInky's jab then Roy would absolutely pick WInky apart. Also Roy had one of the best lead right hands ever... he could land it on anybody, and Winky wouldn't be quick/strong enough to stop... not to mention that Roy threw punches more angles than a circle has, and he had the best latteral movement I've ever seen.