Normally, I don't post a lot of links, but I though I'd share these with you guys.
Homstar Runner is silly and goofy and fun for the whole family. The Strong Bad emails are the highlight, but I would play the games, too.
iLL WiLL PreSS is one I've mentioned before. The animation isn't as slick as HSR, but it's pretty funny nonetheless. Watch "Free Your Mind", "Nuts to You" and "The Jiggly Butt."
Weebls Stuff is very musical. Maybe you've heard/seen the annoyingly infectious Badger song video (if not, what are you waiting for?). Magical Trevor is also pretty catchy, as is Kenya. (Denise, I'm warning you - don't watch the Salad Fingers cartoons! They creeped me out!)