Bravo Media's Emmy-nominated series Inside the Actors Studio, hosted by James Lipton, reaches a milestone of 250 episodes with a two-hour event on Wednesday, May 29 at 7 pm. Lipton sits down for new interviews with former guests including Actors Studio alumnus Bradley Cooper, Robert DeNiro, Jennifer Lopez, Christopher Walken, Barbara Walters, Dave Chappelle, Jay Leno, Conan O'Brien, Ellen Burstyn, and Spike Lee. Notable fans of the show including Katie Couric, Donald Trump and Sugar Ray Leonard share their favorite guests and moments from the past 19 seasons.