True American Dog is where I go for my silliness these days. It's a single panel photoshop comic about animals. And what animals! There's Kooly the Bear, Eagle, Dog and many more. It's about as silly as it gets, in a good way.
PORTRAIT-DEX! Cartoonists create Pokémon self-portraits, with all three evolved forms. Featuring, among other fine artists, Scott Kurtz (PVP), Box Brown (Everything Dies, Bellen!), Anthony Clark (Nedroid), Aaron Diaz (Dresden Codak), and Steve Wolfhard (Cat Rackham), who also runs the project.
Monster Commute: A webcomic about the hell that is driving to work in the cute Orwellian steampunk monster-infested mirror universe of Monstru. [more inside]
DM of the Rings (comic). The Lord of the Rings if it were a Dungeons and Dragons game. [more inside]
Modern Toss. Featuring the beautifully profane, 'Mr Tourette', the all too real, 'Weekend' and the employee’s dream, 'Work'. [Not safe for work, children or the easily offended.]
Kill Bill + Harry Potter = Kill Harry, featuring cameo appearances by Bender the robot, Bruce Campbell, and Zombie Rick James, bitch.
Sore Thumbs - A webcomic featuring a liberal girl, her ultra-conservative brother and mother, her ditzy best friend, and a love interest who lost his manhood in Iraq (and the love interest's pet bear). All (sans mother) working at a video game store. Well drawn, and very funny (and not just liberal humour, although there is plenty of that too)