#13: Ted Danson’s Roast

Whoopi’s romantic relationship with Ted Danson took an unexpected turn when he appeared in blackface during a roast she had helped write. The performance sparked a media firestorm, with critics calling it offensive and tone-deaf.

Whoopi defended the act as satirical humor, but the incident caused a divide in public opinion. While the controversy tested her resilience, it underscored her commitment to pushing comedic boundaries, even when it provoked discomfort.