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Living In Greytown
The best webcomic I've ever had the pleasure to read.  Drawn by Mr. Prolific Cartoonist, Dave Kelly.  It only had a two-year run, but it had a great story.

Sluggy Freelance
Another awesome comic.  Many consider it the best webcomic there is, but it's not as dark as Greytown.

It's Walky!
Really awesome.  It's alien-fighting commandos!  It's twenty-something angst!  It's perverted sexual lust!  Yeah...it's good.

Lizard
Dave Kelly's spinoff from Living in Greytown.  Not too deep...just a continuation of the story of one of Greytown's most loveable characters.

Shmorky.org
Another Dave Kelly thing.  It started out as Big Ones, then he killed off all the characters and made it really random.  Then he made something else entirely called "Otaku Feh", but he had to stop because one of the artists he was parodying got upset with him.  Then it became Big Ones again.  Then he started doing random stories.  Now, he's doing Epic Ones.

Purple Pussy
Yet another Dave Kelly thing...involving a really demented cat.

SMUT
More Dave Kelly (I wonder how many hours a day he spends drawing...).  Free cartoon porn!