Michael Jackson’s legendary interview with Oprah broke records, while Angelina Jolie’s heartfelt discussion of her humanitarian work on The Late Show with David Letterman showcased her personal side. Will Smith’s emotional “Red Table Talk” with Jada Pinkett Smith left many stunned, and Judy Garland’s sharp humor on The Tonight Show continues to resonate with fans.

Donna Summer used The Johnny Carson Show to challenge gender norms, and Cassandra Peterson’s portrayal of Elvira captivated viewers with her unique blend of comedy and intrigue. Dionne Warwick’s charismatic acting skills shone on The Dean Martin Show, while Whitney Houston’s performance on The Jay Leno Show became an unforgettable highlight.

In more recent years, sports star Zlatan Ibrahimovic’s appearance on The Late Late Show impressed with his larger-than-life personality, while Zsa Zsa Gabor’s hilarious twister game on Carson became legendary. Adrienne Barbeau’s humorous anecdotes on The Tonight Show charmed viewers, and David Bowie’s performance on Conan O’Brien was nothing short of magical.

Joan Crawford’s intense, complex persona made for a captivating appearance on The Merv Griffin Show, and Farrah Fawcett’s iconic moment on The Tonight Show became a cultural talking point that endured for years.

Each of these stars brought something unique—whether it was controversy, charm, or pure entertainment—that solidified their places in late-night history.

Watch the video below to relive these unforgettable moments!