As a child, Kirby modeled himself on cartoons (Ninja Turtles) and as an adult, that has been reflected, in a way.
There were already two Kirby-in-cartoon images, and Gina Trujillo offered to try to work him into a cartoon series she does.
The first one was serious time travel and violence, by Chris Garrett:
The next was a caricature put on the wall of the karaoke bar Kirby goes on Thursdays. The artist is Mike Stevens, and it's on the wall at The Common Interest, 8440 Burnet Rd., Austin. Kirby's is the only one in costume. I think it was done on a "Talk Like a Pirate" day, maybe.
Here's Gina Trujillo's, which links to the full image in context and its intro, where she has commented in detail on what aspects were used how.
SCA art. Neither is his face, but he's depicted. The first was on a scroll from the first King and Queen of the Outlands [named and pictured with their baby, Magnus (mka Kirby)]. Artist: Master Hieronymus the Sarabite (Jay Nelson). The second one is on a scroll by Baroness Rodema de Rohan (Rodema Ashby), and that one is a link. Magnus is the big boy, climbing, in green.
Tam King did some sketches in 2010 that I want to save forever. Our whole family is in here. When Tam's a famous animator, we can brag to all our friends about these. The imagery was from further back than 2010—more like 2003, 2004, when Marty used to have his head shaved, probably. Click for a closer look.
Tam's original, one of 11+ pages (which not everyone will be able to see; sorry),
This summer I decided to draw a simple picture of everyone I know, and a brief caption about each. All the captions are positive, and I've drawn everyone as best as I could! The one rule was that I couldn't erase--everything is in pen. Not everyone is in yet--I'll keep adding over time. I hope you all enjoy it--and I'm very grateful to have you all in my life :) [Also, if you want to be removed, for any reason, just let me know].
OH! One more!