Conan O'Brien plays Plead the Fifth and is determined to answer all three questions about other late night talk show hosts, what he’d do if sitting next to Jay Leno, and the worst guest he’s ever had.

Late night talk show host and comedian Conan O'Brien tells Andy Cohen about making out with Ryan Reynolds for a spoof and tells the funny thing his wife told him after the long makeout session.

Talk show host Conan O’Brien tells Andy Cohen what he thought about the drama that occurred during his short-lived time hosting “The Tonight Show” and says the best advice David Letterman ever gave him.

A WWHL audience member asks talk show host Conan O'Brien if he thought Stephen Colbert’s “Late Show” joke about Donald Trump and Vladimir Putin went too far.