9 Wildest Late-Night Show Guests
7. Joaquin Phoenix – Master of Mystery (2009)
Joaquin Phoenix’s bizarre interview on The Late Show with David Letterman in 2009 had viewers scratching their heads. Disheveled, mumbling, and donning sunglasses, Phoenix seemed disinterested as he promoted a supposed new rap career. It turned out to be an elaborate stunt for his mockumentary I’m Still Here, but we will never forget that uncomfortable vibe.

8. Drew Barrymore – A Risqué Surprise (1995)
Drew Barrymore made headlines during her 1995 appearance on The Late Show with David Letterman when she climbed onto his desk and flashed him (as a joke, of course). Letterman’s stunned but delighted reaction added to the moment’s charm, and it became one of the most iconic late-night moments of the decade.

9. Heidi Klum – Hidden Talent (2017)
Heidi Klum’s aura is unmatched, and her 2017 appearance on The Late Show With Stephen Colbert showed off her incredible, almost inhuman ability. The model can apparently control when and where she sweats. Heidi has mastered her perspiration for the sole purpose of avoiding the need to powder her face every 30 minutes when she’s on camera. According to Klum, she simply tells herself not to sweat in a specific area, such as her face, and to sweat in places where people can’t see it.