My Big Fat Ten
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Started in 2000 Homestar Runner is not only one of the funniest sites on the Internet it's also one of the longest running and most popular (at times exceeding a million hits a month). The site has a series of Flash cartoons, sub cartoons, and spin offs as well as Strong Bad Emails (like the video above). It's probably one of the most original and creative series out there and I'm surprised the creators havne't been offered there own time slot on a network for the cartoon. The site supports it's self by selling Homestar Runner related merchandise and has no advertisements, which is pretty sweet. The site is appropriate for all ages, but be forewarned it's extremely addictive and it's easy to spend several hours watching cartoons and laughing till you pee yourself: www.homestarrunner.com.