Andy Helms has created a blog called Dude-a-Day. It's actually been around for at least 200 days already so I'm way behind in discovering it.

The illustrations are wonderful and he even sometimes finds creative ways to represent the women in the series and themes he's drawing (since he's only drawing "dudes").

I love the variations on expressions, face shapes, eye shapes, and body language to really get the character across without necessarily focusing too much on the likeness.