Drew these of my friends at dinner today. Top to bottom they are Addie, Jared, Nathan, and Jeff. I played with a few different approaches, and I think I like Nathan the best (the one with the stubble and girly eyelashes, shazam!).
The more I look at these, the more I think they could go even further. Some are more on the realistic side, but a couple are heading in the right direction. I might revise some of them and do a follow-up post.
Oh, and sorry about the somewhat shaky photo quality. I should work on steadying my hand.