See Part 1 here!
Watching Smart, Funny, Incisive Web Videos
David Mitchell's Soapbox (http://www.youtube.com/user/davidmitchellsoapbox?feature=watch): It's always comforting to know there's someone a little grumpier and more ranty than you.
Ill Doctrine (http://www.illdoctrine.com/): I've already gushed over Jay Smooth a couple of times before. (See List #10 and List #19.) He's still great.
Side by Side by Susan Blackwell (http://www.youtube.com/playlist?list=PLE42B5E0DACC3305C): The delightful Susan Blackwell interviews various Broadway stars. Sometimes she licks them. Once, she had Daniel Radcliffe clean a toilet.
Reading Web Comics
Bad Machinery (http://scarygoround.com/): Those British youths keep solving crimes. Go, youths, go! (See Rec. #138.)
Gunnerkrigg Court (http://www.gunnerkrigg.com/archive.php): My advice is to start from the beginning and read it like a book. You could also actually buy it in book form. We're up to three full volumes and 40 chapters now.
Hark! A Vagrant (http://harkavagrant.com/): Everyone loves Kate Beaton! (Like me. I do. For evidence, see Rec. #95, List #2, List #3, List #8, Rec. #186, Gift Idea #2, and List #14.)
Hyperbole and a Half (http://hyperboleandahalf.blogspot.com/): Allie Brosh is very talented. Don't just take other people's word for it, though (Rec. #7), go see for yourself, if you haven't already. If you have already, go see again.