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In 2001, she began her directing career with a segment titled "The Other Side" in the television movie On the Edge. In May 1993, Masterson revealed she had written a screenplay for a film tentatively entitled Around the Block, a romantic comedy about a "woman who conquers her fears by becoming a singer" in a cover story about Benny & Joon 's box office success, she told Entertainment Weekly she was going to direct it herself, with principal photography expected that autumn. Masterson has narrated several audiobooks, including I See You Everywhere by Julia Glass, Book of the Dead by Patricia Cornwell, The Quickie by James Patterson and Look Again by Lisa Scottoline. Masterson has appeared in Broadway theater productions, and was nominated for a 2003 Tony Award as "Best Featured Actress in a Musical" in the Maury Yeston musical Nine: The Musical, directed by David Leveaux. A decade later, she appeared in a recurring role as FBI director Eleanor Hirst in the second and third seasons of Blindspot. Between 20, she made five guest starring appearances on Law & Order: Special Victims Unit as Dr. Helen Taussig in the Emmy and Peabody Award-winning HBO biographical drama Something the Lord Made.
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In 2001, she produced her own television series, Kate Brasher, which was canceled by CBS after six episodes. In 1996, Masterson acted alongside Christian Slater in the romantic drama Bed of Roses.Īlthough Masterson carried on her work in the film industry, by 2000 she had made a move towards television.
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In 1994, she acted in Bad Girls, playing Anita Crown, a former prostitute, who joins with three other former prostitutes (played by Madeleine Stowe, Andie MacDowell and Drew Barrymore) in traveling the Old West. In 1993, she played opposite Johnny Depp in Benny & Joon as Joon, his mentally ill girlfriend. The following year she was invited to host Saturday Night Live. The film was well-received, with film critic Roger Ebert applauding Masterson's work. In 1991, she starred in Fried Green Tomatoes, a film based on the novel Fried Green Tomatoes at the Whistle Stop Cafe. Masterson continued acting in films and television during the 1990s. For her work in that film she received a "Best Supporting Actress" award from the National Board of Review of Motion Pictures. In 1989, she played in Chances Are alongside Cybill Shepherd, Ryan O'Neal and Robert Downey Jr., and she starred as Lucy Moore, a teenage girl giving up her first baby to a wealthy couple, played by Glenn Close and James Woods in Immediate Family. The same year Francis Ford Coppola cast her in Gardens of Stone in which she acted with her parents who were hired by Coppola to play her on-screen parents. As a result, she is loosely connected with the Brat Pack. She later starred as the tomboyish drummer Watts in the teenage drama Some Kind of Wonderful (1987).
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She appeared with Sean Penn and Christopher Walken in the film At Close Range (1986) as Brad Jr's girlfriend Terry, a film based on an actual rural Pennsylvania crime family led by Bruce Johnston, Sr. In 1985, she returned to cinema in Heaven Help Us as Danni, a courageous teen running the soda shop of her gravely depressed Dad. Rather than continue her career as a child actor, she chose to continue her studies, although she did appear in several productions at the Dalton School. Masterson's first film appearance was in The Stepford Wives (1975) at the age of eight, playing a daughter to her real-life father. Later, she attended schools in New York, including eight months studying anthropology at New York University. As a teenager, she attended Stagedoor Manor Performing Arts Training Center in upstate New York with actors Robert Downey Jr. She has two siblings: Peter Jr., and Alexandra. Masterson was born June 28, 1966, in Manhattan (some sources cite Los Angeles, CA) the daughter of writer-director-actor-producer Peter Masterson and singer-actress Carlin Glynn.