Cher

With album sales and hit singles again at a standstill, Cher decided to expand her career into serious film acting. Her earliest entertainment ambitions had always lain in film, as opposed to music. Her earlier films, like Good Times and Chastity, had been poorly received. She soon found herself in an uphill battle trying to land credible roles for a woman now in her mid-30s with little acting experience. At the time, she was quoted as saying that she didn’t really care if she ever made another record. In 1982, Cher landed her first major role in a Broadway production of Come Back to the Five and Dime, Jimmy Dean, Jimmy Dean. That same year, she was cast in the film version, which was directed by Robert Altman and earned her a Golden Globe nomination. She was next cast alongside Meryl Streep and Kurt Russell in the drama Silkwood (1983) in which she played Streep’s blue-collar lesbian roommate. She received her first Academy Award nomination, as Best Supporting Actress. She also won the Golden Globe Award for Best Supporting Actress - Motion Picture for her performance.
Cher's next film was a starring role in Mask in 1985, directed by Peter Bogdanovich. The film also starred Eric Stoltz, Laura Dern, Estelle Getty and Sam Elliott. It opened at #3 at the box office and was considered her first critical and commercial success as a leading actress. For her role as a mother of a severely disfigured boy, Cher won the Best Actress prize at the Cannes Film Festival and received a Golden Globe nomination for Best Actress in a Motion Picture Drama. In 1985, Cher was honored with Harvard University's Hasty Pudding Woman of the Year Award.
On May 22, 1986, Cher made her first appearance on Late Night with David Letterman. In her pre-interview with the show's producers, Cher had referred to host David Letterman with a derogatory term when asked why she had previously declined to appear on his program. He later confronted her about this on air during their interview, asking why she had refused so many earlier invitations. As she thought of an appropriate answer, he pushed her further saying, "Because you thought..." to which she replied "You were an asshole. She received a mixture of boos and laughter from the audience for the remark; however, Letterman quickly played off the incident as just fun. Cher returned to Late Night With David Letterman in an appearance on November 13, 1987, this time with ex-husband Sonny Bono, reuniting to sing "I Got You, Babe" for what would be the last time. She has since made multiple appearances on Letterman's CBS show. In 1987, Cher starred in three films. She was cast as Alexandra, the female lead in the dark comedy/fantasy film The Witches of Eastwick with Jack Nicholson, Susan Sarandon and Michelle Pfeiffer. She played a lawyer in the thriller Suspect opposite Dennis Quaid, and starred in the romantic comedy Moonstruck, which co-starred Nicolas Cage and Olympia Dukakis and was directed by Norman Jewison. For her performance as a frumpy bookkeeper in Moonstruck, she won the 1987 Academy Award for Best Actress. She also won the Golden Globe Award for Best Actress in a Musical/Comedy, and the People's Choice Award for Favorite Female Star.