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These Anchor Fails Are So Embarrassing You’ll Feel Secondhand Shame

Madonna’s Unfiltered Antics on “Late Show with David Letterman”

Madonna’s 1994 appearance on “Late Show with David Letterman” remains one of late-night television’s most infamous moments. The pop icon is known for pushing boundaries, but she took it to another level during this interview. She dropped the F-bomb 14 times, making it one of the most censored episodes in network TV history.

But that wasn’t all—Madonna handed David a pair of her underwear, playfully urging him to smell them. The host attempted to steer the conversation, but the artist was on her own wavelength, discussing topics from her personal life to provocative anecdotes. The audience was both shocked and amused, unsure of what would happen next.

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