Stephen Colbert on David Letterman

What do Obama and a certain highly acclaimed blond actress have in common? In a meeting of the late night comedy giants, Stephen Colbert reveals the answer to David Letterman—and confesses the challenges of having a president who's, well, cooler than him.

Updated 04.25.17 11:35AM ET / Published 11.20.09 2:59AM ET

What do Obama and a certain highly acclaimed blond actress have in common? In a meeting of the late night comedy giants, Stephen Colbert reveals the answer to David Letterman—and confesses the challenges of having a president who's, well, cooler than him.