I found some reaally interesting old pictures of people on the net
and i tripped on caricaturing some of them.
I have to admit i'm pretty happy with how this digital painting turned out.
The others below are some of the other sketches i did.
The unfinished third one is the same one as the one on top, before i decided to redo it and turn it into a finished piece.
Here's a link to where i found them.