Tim and Eric, Awesome Show is fantastic. I think it's humor lies in it's ability to comment on everything that is pop culture by being absolutely disconnected from it in all it does. It's kinda meta like that. Kinda like how Family Guy is only funny if you know a ton of stuff about pop culture, but as soon as you know all that stuff YOU'RE the fuckin jackass for wasting all your time and being a tool of the system. Except Tim and Eric show is way more disconnected than that.
It's also just a self empowering celebration of crap to the max. Which is awesome.
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I couldn't find a way to embed it, but here's a link to a classic tim & eric number: