Late-night TV has brought us unforgettable moments with some of the most iconic guests. These moments stretched the limits of what was suitable for television and captured our attention long after the shows ended.
One such moment was when Drew Barrymore, promoting *Batman Forever* in 1995, danced on David Letterman’s desk and lifted her top, leaving the audience and Letterman shocked. This playful act made her one of the most memorable talk show guests ever.
Whitney Houston’s 1990 appearance on *The Tonight Show with Jay Leno* also stands out. She celebrated breaking The Beatles’ record for the most number one hits, and her breathtaking performance of “I’m Your Baby Tonight” left a lasting impression.
Angelina Jolie’s 2004 appearance on *The Late Show with David Letterman* offered insight into her life, including her humanitarian efforts and recent adoption, further solidifying her as a beloved figure beyond her acting career.