I think you'd make an awesome harlequin figure. One side of the face red, the other black, with opposing red and black make-up highlighting the mouth and eyes. At least that's a gut reaction.

You're an interesting one because on one hand you've got a beautifully compassionate and expressive face, which it would be easy to work with. So naturally I'm leaning towards weird, harsh, broad looks where that's hidden or hinted at behind a facade.

And actually, you have a good body too. No idea how I'd use it, frame it, or anything, but you're one of the few guys I know with a body that lends itself to nice stylistic nude work. Or at least seems to.