Acting guru and ex-Parisian pimp — seriously — James Lipton has never had trouble attracting big names to Inside the Actors Studio, which began airing on Bravo in 1994. Lipton’s first interview was with former Actors Studio president Paul Newman; the show’s first season also featured heavy hitters like Alec Baldwin, Sally Field, Dennis Hopper, Arthur Miller, Neil Simon, and Stephen Sondheim.
Nearly 20 years later, Lipton has chatted with hundreds of boldfaced names both awe-inspiring (Meryl Streep! Morgan Freeman! ) and… occasionally less awe-inspiring (was anyone really yearning to hear J. Lo describe her craft?). And naturally, those visits have produced days’ worth of footage containing innumerable gems. So, on the eve of the show’s big 250th Episode Spectacular — which airs tonight at 7 p.m. ET and will feature repeat visitors Bradley Cooper, Robert De Niro, Christopher Walken, Barbara Walters, and, er, Jennifer Lopez again — we looked back at some of our favorite moments from episodes past.