To me, a caricature is a person’s likeness that has some kind of an exaggeration of reality. That exaggeration can be based on any emotional gesture or physical feature, but I tend to gravitate towards funny expressions and realistic renderings. Rather than try to explain what I’ve learned about drawing caricatures, I’m just going to point you towards the artists that I’ve learned from.
If you want to get a solid handle on how to start drawing caricatures, I think you should read Tom Richmond’s entire blog! But, here are some tutorials to get you started.
Joe Bluhm not only tells you how he draws, but he shows you through his video podcasts.
Here is a huge resource of the Who’s Who of caricatures.
This blog is all about collecting caricatures.
Jason Seiler teaches the art of caricature for Schoolism.com, and here is the blog of his students.
Cool Portrait or Caricature Artists
This list is by no means exclusive. If you have a favorite caricature artist that I missed, please leave a link in the comments below.