Here are three strange Santa illos from recent years: the first is an illo from the Boston Phoenix , assigned to me early last month by Catherine Tumber, (while Kristen Goodfriend was away). The article was a stream-of-consciousness piece consisting of hundreds of made-up band names; things like "Christmas Vampire," "The Devil's Tomato," "Scowling Baby," etc".
(Looking at that drawing, I'm reminded that over the years, I've done a handful of similar illos featuring whimsical bands comprised of robots, giant fish, aliens, and the like; at some later date, I'll collect them all and post 'em here.)
Next is a pro bono cover I did for an odd 'zine called ODDFELLOW, where we see a rapier-wielding Santa dressed in military regalia, dueling with the mag's creepy Masonic mascot, (a character originally dreamed up by the excellent cartoonist Jason Little ).
Last is a cover I did for New York Press' Holiday Gift Guide in November of 2003, (I think this was during Nick Bilton's tenure as Art Director) where another warrior Santa prepares to drive a spear directly into the black heart of his eternal foe, Lucifer.