I read some very sage pieces of advice regarding artists and style, as well as reaching into your inspirational roots. It talks about stretching your art muscles and trying out stylistic effects from other works that have influenced you over the years. Here are the comics in question. Check them out, they are very enlightening:

http://stephenmccranie.deviantart.com/art/Know-Your-Artistic-Lineage-341651390?q=gallery%3AStephenMcCranie%2F33259908&qo=14
http://stephenmccranie.deviantart.com/art/Diversify-Your-Study-369034403

In the vein of those comics, I want to take a more earnest crack at stylizing and giving more "elastic" personality to my characters. Considering the works of Bill Watterson and Don Bluth were the kinds of things I immersed myself in when I was a kid, I want to see how much I can push the envelope with this more "cartoon" work, which is a far cry from the types of things I normally make. I may even come out of it with lessons that I can apply to all of my art.

Second style guinea pigs were mine and the other half's mobster duo. These guys naturally should be drawn like this, since their original idea was conceived with heavy emphasis on certain cartoon characters and 'toon physics. I slipped a little on the second image since it's harder for me to draw proper stylization with ballpoint than with brush pen, since I tend to fall back on old habits when using it. That third image I love to death. Incidentally so does the other half.

Huh, wonder if I should do Absinthe or Tenebra next...?