For some reason, Will Smith has always been difficult for me to draw.  He should be easy, with those ears, unique eyes, wide nose… but he’s not.  Caricatures are a mystery sometimes.

When we teach caricatures to new artists, we spend the most time on realistic proportions.  Every caricature artist should be able to draw someone accurately before they commit to exaggeration.  In my case, it’s a fallback.  This is an old drawing of Will Smith, but I still remember trying several times to capture the likeness, then just falling back to a more realistic sketch and exaggerating the ears.  So it’s still a caricature… but I’ve seen much more interesting versions from other artists online.  What I like best about this one it the negative shape of his shirt.