Madonna’s unforgettable appearance on the Late Show with David Letterman in 1994 sent shockwaves through late-night television. The iconic pop superstar pushed the boundaries of censorship by casually dropping the F-bomb an astonishing 14 times, earning the dubious honor of hosting the most-censored late-night interview to date.
The interview was riddled with innuendos and risqué jokes, and Madonna cheekily quipped about being there because there was no Knicks game to attend. The nature of her relationship with Letterman, whether it was genuine or an act, remains a mystery, adding an extra layer of intrigue to this wild and controversial late-night TV moment that still resonates with audiences today.