Cher Moonstruck 1988

In her first dramatic role, Cher plays a bipolar drifter who is hitchhiking across America to look for love. She eventually ends up working in a bordello as a hooker. There she bonds with the lesbian owner but wonders if there is more to life than just turning tricks. This film appeared to be the final blow for their marriage. The reviews were horrendous and bankrupted the duo, as they poured all their money into the movie. Her performance offered some hope, as some critics praised her acting. It would give her the courage to pursue an acting career, and almost twenty years later, she would win the Best Actress Oscar.

To read more about other Oscar-winning actresses playing characters working in the sex trade industry, please continue perusing Oscar Hookers