Anderson Cooper: 5 of the Newsman's Funniest Moments

Ryan Seacrest and Cooper Compare Tie-Knots

Back in 2006, two emerging media moguls overlapped briefly on CNN, when Ryan Seacrest filled in for Larry King and Cooper cut in with a preview of his own show, AC360. What followed was an awkward, innuendo-filled conversation that touched upon everything from tie-sizes (Ryan: "Your bow's tiny and mine's huge." Anderson: "I've heard that often.") to Seacrest's deep admiration for Cooper's work. The praise was one-sided.