Conan O'brien

Conan O'Brien is one of the most enduring figures in American late-night comedy, a former Simmons scholar turned writer for Saturday Night Live and The Simpsons before landing his own desk, which he held across various networks for nearly three decades. His self-titled show Conan, which ran on TBS, showcased the lanky redhead's absurdist streak and willingness to make himself the punchline of any bit. That fearlessness extends to his single video on CelebMasta, pulled from Conan, where the host bares more skin than late-night audiences typically bargain for. It's comedy first, but he commits to the reveal completely.