Here’s the first caricature ever uploaded to http://cartoonvegas.com.  James Dean, by Tielman Cheaney.  Uploaded in 2008, I must have drawn this earlier, in 2006 or 2007.

I just learned two interesting things about James Dean:

1:  His front teeth were fake.  He would pop them out to surprise dinner guests.

2:  He died before Rebel Without a Cause, the movie that made him an icon, was released.  And, two hours before his fatal car crash, he got a speeding ticket.