From a recent post on the blog "Warp Section" I found out about a great webcomic called "The Order of the Stick."
Created by Rich Burlew, the strip tells a D&D-style, stick figture tale where the adventurers are completely aware of the game mechanics operating their world.
Gaming and Pop-culture references abound, but the real charm is the depth of the plot and and richness of the character development. Happily bound by the literary tropes and clichés of the genre, Burlew weaves a intricate story that keeps you reading his thrice-a-week updates.
I'm not the one who thinks highly of the work. Since starting in 2003, The Order of the Stick has been nominated for eight Web Cartoonist's Choice Awards, of which it won five. It was named Best Gaming Comic and Best Long Form Comic in 2007, Best Fantasy Comic in 2006, and tied for Best Fantasy Comic in 2005. The strip has also spawned 4 books and a board/card game.
This comic gets the Seal of Slashboing Approved Awesomeness.