So, if you've played chess enough, chances are you prefer one side of the board over the other. So, my question is "if your characters were chess players, which side would they prefer?"
For instance, Aurelia, Clara, and Toast would prefer white side; Aurelia is a very proactive person in general and would prefer the opportunity to set up her board before her opponent; Clara, in a similar sense, would look to cripple her opponent at the first opportunity; while Toast would simply want to make the first move, and would set up feints to manipulate the opponent.
Lucas and Smokey, on the other hand, would prefer black side; Smokey generally performs best when his opponent comes to him, and he'd set up very defensively; while Lucas is someone who wants to observe his opponent and make moves based on how his opponent plays.
Coincidentally, if all my characters played each other in a round robin tournament, the results would probably look like Lucas-->Toast-->Aurelia-->Clara-->Smokey