Screwing with styles - Leroy

I usually don't really decide on styles when it comes to my projects. But in the case of Leroy and Skillet it's mandatory. I tried to do the same exercise with Buford. Take one character and draw him in multiple styles. So for Leroy, I've decided to do two styles based on two time periods. Angular, fully detailed, 1940's and flat, shape based, 1950's.

Tell me what you think.