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.
Life as a Comic is series of short videos by Rob Paravonian (famous for The Pachelbel Rant) about what it's like to be a working stand-up comic. It has recently started up again after a long break. Here's the first episode which is about doing gigs at venues which aren't full-time comedy clubs. Direct links to the rest of the episodes, all of which are in quicktime-format, below the cut. [more inside]
The Invisible Life of Poet is a webcomic by Christopher Stetson Wilson that's been published weekly for three and a half years. It features the adventures of nerdy high school student Poet and his retinue (mostly his friend Ben). There are many ways to navigate the archive. For a quality skim, check out the author's favorites. If you want a more indepth look you can check out the tag categories, characters (e.g. Seph the Corruptor, Coach Fathead), contemporary issues (e.g. class warfare, gender issues), culture and society (e.g. mass media, religion), hyperreality (e.g. board games, hallucinations), miscellaneous (e.g. great art, lowbrow humor) and psycho-social constructs (e.g. bullying, love and seduction).