The Rebellious Life of Howard Stern—Radio’s Infamous Shock-Jock

During a segment in the late ’90s, Howard Stern mocked Prince Charles relentlessly, calling him a “horse-toothed fop,” “spineless,” and “the least sexy man in Europe.” Stern ridiculed his looks, his voice, and his relationship with Princess Diana—long before it was socially acceptable to bash the royals.

The bit sparked outrage in the UK, with tabloids labeling Stern “vulgar American trash.” British media outlets even banned segments of his show. But Stern, true to form, doubled down, saying the monarchy was a “soap opera with crowns.” No apologies. No regrets. Just global headlines.