The Most Awkward Moments In Talk Show History

Late night TV is no stranger to awkward and embarrassing moments, and Natalie Morales had her fair share of cringe-worthy incidents. From Ellen embarrassing a woman caught taking advantage of free merchandise to Kanye West getting stumped on Jimmy Kimmel Live, these moments showcased the unpredictability of live television. Even celebrities like Kristen Stewart experienced awkwardness, as Stephen Colbert adjusted her microphone without asking. And who could forget Jimmy Fallon’s nervous reaction to RuPaul’s comment on drag queens? With instances like Andy Dick’s inappropriate behavior toward Ivanka Trump and Whoopi Goldberg’s unexpected interruption, late-night talk shows have seen their fair share of uncomfortable moments. Whether it’s Jennifer Lawrence confessing her crush on Seth Meyers or Nicole Kidman recounting an awkward date with Jimmy Fallon, these incidents remind us that even celebrities aren’t immune to awkwardness. And sometimes, like in David Spade’s interview with Guy Ritchie, the discomfort is palpable as guests struggle to engage with hosts. From tooth mishaps to private footage faux pas, late-night TV has seen it all, proving that even in moments of awkwardness, the show must go on.

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