Oprah Winfrey and David Letterman are thisclose to exchanging BFF bracelets. In November, the late-night titan interviewed the queen of daytime at Ball State University, prompting Winfrey to open up about her rough childhood and adolescence (read: abuse, abuse, and more abuse).
Now Oprah has returned the favor, conducting an in-depth interview of Letterman for an episode of Oprah’s Next Chapter that aired last night. Winfrey didn’t shy away from asking tough questions about Letterman’s 2009 sex scandal, his struggles with depression, and even his relationship with Jay Leno — and Letterman didn’t shy away from answering them. (For the record, says Letterman, Leno is the “funniest guy I’ve ever known,” as well as the “most insecure.”)