When Winona was 15 years old and just starting out, she received quite the Hollywood welcome. "I remember one time in particular. I was in the middle of auditioning, and I was mid-sentence when the casting director said, 'Listen, kid. You should not be an actress. You are not pretty enough. You should go back to wherever you came from and you should go to school. You don't have it." She then went on to become the biggest icon of the 90s.