Late-night television has featured numerous iconic guests who have significantly influenced the medium. Drew Barrymore’s lively conversation on The Late Show with David Letterman, particularly her memorable moment dancing on the table and playfully lifting her top, highlighted her playful personality. Similarly, Whitney Houston’s record-breaking performance of “I’m Your Baby Tonight” on the 1990 Tonight Show with Jay Leno remains etched in the memories of many.

Janis Joplin’s inaugural appearance on The Dick Cavett Show left audiences in awe of her raw talent and powerful performances, while Angelina Jolie’s 2004 interview on The Late Show with David Letterman provided insight into her personal life and humanitarian efforts. In a notable moment on The Tonight Show in 1979, Donna Summer addressed a sexist remark by showcasing her vocal prowess, whereas Raquel Welch captivated viewers on The Dick Cavett Show with her charm and allure.

Zsa Zsa Gabor’s humorous exchange with Johnny Carson on The Tonight Show in 1966 turned a lackluster game of Twister into a cultural sensation, while Anne Margaret’s 1974 appearance demonstrated her remarkable versatility and charisma. Farrah Fawcett’s candid discussion on the Tonight Show with Johnny Carson in the 1970s about her departure from Charlie’s Angels and her choice to forgo bras made headlines.

Judy Garland’s 1962 interview on The Tonight Show with Jack Paar offered a glimpse into her early Hollywood experiences and personal life, and Dionne Warwick’s surprising transition from singing to performing a skit with Dean Martin on The Dean Martin Show showcased her adaptability.

Madonna’s bold antics on The Tonight Show in 1987 both shocked and fascinated audiences, while David Bowie’s 1995 performance on Late Night with Conan O’Brien highlighted his musical talent and charisma.

The engaging appearances of Sonny and Cher on various talk shows showcased their musical talents and dynamic rapport, while Robin Hilton’s candid responses to challenging questions demonstrated her resilience and commitment to self-advocacy. These guests, among others, have enchanted late-night viewers with their charisma, talent, and unforgettable moments.