The Awkward Police should just arrest this guy.

Politics is funny when idiots are involved.

You should have seen it when he asked a guy who couldn't taste to lick his abs. Now that was super awkward.

Democratic VP Candidate Joe Biden tells a war vet to stand up for some applause. However, the war vet's a paraplegic. Awkkkkwarrrd.

First rule of live broadcasting, say what you're thinking unless what you're thinking is racist.

David Letterman sat down with Paris Hilton and asked her about the only thing he finds interesting in her career, jail time. The results are awkward and priceless.

Picture yourself an awkward loner whose only talent is making balloon animals. Best thing to do: make amazingly intricate bikini out of balloons.

Hey Paula! You're not in the Bratz movie any more! What are you going to do about it, throw a tantrum? Pray to God? Oh. Awkward.

Never heard of this boy band before, but there's so much awkward sexuality going on here I don't know where to start. Maybe "interracial gay pedophilia" is a good place.

Don't miss the awkward tension between these two… Simon tells Ryan to come out, and Ryan laughs it off!

Mister Rogers gets a visit from his old buddy, the cop. They soak their feet and the cop sings a song about love. AWWKWAAAAAARD.

Watch Connie Chung say good by to her television show in a completely awkward way. However, she is looking pretty hot.

David Letterman vs. Bill O'Reilly. This has got to be one of the more awkward moments in history.

Nothing funnier than a fat and awkward kid who becomes famous for being fat and awkward.