I don't think this is a good matchup for Winky.

Winky as he's gotten older has gotten more and more flat footed. He edges forward with that peekaboo and I've gotten the feeling more and more that Winky would have trouble with a true stick and move fighter because he's become pretty flat footed. He really hasn't faced many stick and move guys. Shane's fast but never really been a true boxer mover, Taylor probably could do it but all he does is back straight up into the ropes.

I think Ray would win a close decision. Power on either side wouldn't matter, nobodies getting knocked out in this fight. I think Ray would move a lot, turn Winky and throw flashy combos, they might not really land that much but I think he'd end up edging it out.