The Wild Rollercoaster Life of Charlie Sheen

The mid-1990s brought one of Sheen’s most infamous controversies. He was named as a client in the trial of Hollywood madam Heidi Fleiss, reportedly spending tens of thousands of dollars on prostitutes. This revelation shocked fans and further solidified his image as a man consumed by sex and vice.

Sheen tried to downplay his involvement, but the damage was done. The scandal cemented his tabloid status, linking him forever to Hollywood’s seedy underworld. While some actors could have been ruined, Sheen’s career survived — largely because audiences were as fascinated by his scandals as by his acting.