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.

Comic and actress Tina Fey discusses her comedy roots in Chicago, being a writer for 'Saturday Night Live,' hosting the Golden Globe Awards, and impersonating Sarah Palin.

The actor discusses the unconventional start to his career and his various roles, including his part "Dallas Buyers Club," which earned him a Golden Globe Award.

Cast members and the creator of "Arrested Development" reunite.

Bruce Dern and Laura Dern's individual careers, their personal relationship, and details about their lives and accomplishments.

Actress Amy Adams discusses her career, including her leading role in "American Hustle," which earned her a Golden Globe.

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Hugh Jackman's second appearance on Inside the Actor'S Studio

The cast of "How I Met Your Mother" discusses the series.

Commemorating the life and career of legendary actor and comedian Robin Williams.

Actress Mariska Hargitay discusses her role as Detective Olivia Benson on "Law & Order: Special Victims Unit" and what it was like to grow up as the daughter of actors Jayne Mansfield and Mickey Hargitay.

Musician Sting discusses his life and career, from his time with the rock band The Police to the score he wrote for the Broadway musical "The Last Ship."

Actor Jim Parsons ("The Big Bang Theory") talks about his life and career.