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Conan O'Brien invites Pee-wee Herman over to air out his balloon

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Some people just have an incredible knack for making the mildest acts look creepy. Exhibit A: Pee-wee Herman. Last night, Conan O’Brien‘s Legally Prohibited from Being Funny on Television Tour returned for its second straight night at New York’s Radio City Music Hall. As expected, the red-headed comic sang and laid down the funny. Not so expected, though, was a guest appearance by the owner of television’s weirdest playhouse ever, Pee-wee.

After teasing about his upcoming tour, Herman had something he wanted the crowd to see. “This is a little something I’d like you to see right now,” he said. “It’s a special talent of mine.” Don’t worry. What followed was childish — not X-rated. Check out how Pewee squeaked out some uncomfortable laughs with his balloon after the jump.