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(This award is given to "outstanding women who, through their endurance and the excellence of their work, have helped to expand the role of women within the entertainment industry.") In 1997, Ryan voiced the lead role in the animated film Anastasia, which garnered good reviews and enjoyed box office success.She also appeared opposite Matthew Broderick in Addicted to Love playing a female lead at least superficially different than her usual direction, as one of a pair of jilted lovers bent on revenge. City of Angels drew positive reviews and became a financial success, topping nearly 0 million worldwide.Although her image-conflicting depiction earned Ryan and the film much media attention, the film failed with critics and grossed only million in theaters.She continued the strategy of acting against type with a leading role in Charles S. and was panned by critics, in part because of its resemblance to other boxing films, such as the Rocky series.Ryan's first film of the 2000s was Hanging Up, a Diane Keaton-directed family comedy-drama about a trio of sisters who bond over the approaching death of their curmudgeonly father.Also starring Keaton, Lisa Kudrow, and Walter Matthau, the film adaptation of Delia Ephron's 1995 novel received poor reviews from critics.In 1986, she played Carole Bradshaw, the wife of Naval Flight Officer Nick "Goose" Bradshaw (played by Anthony Edwards) in Top Gun. (1989), which paired her with comedic leading man Billy Crystal and earned her a Golden Globe nomination.Ryan appeared in the film Innerspace (1987) with her future husband Dennis Quaid, and later in the remake of D. Her portrayal of Sally Albright includes an oft-recounted scene in which her character, lunching with Crystal in Katz's Delicatessen in Manhattan, theatrically demonstrates for him how easy it is for a woman to fake an orgasm.

The film and her performance were both well received by critics.Around that same time, she appeared in a Burger King commercial.Several television films and smaller film roles followed, including appearances in Charles in Charge, Armed and Dangerous, Amityville 3-D and Promised Land; for her role in the lattermost she received her first Independent Spirit Award nomination. Her first leading role was the romantic comedy film When Harry Met Sally... Ryan began her acting career in 1981 in minor roles, before joining the cast of the CBS soap opera As the World Turns in 1982.Subsequently, she began to appear in supporting roles in films during the mid-1980s, achieving recognition in independent movies such as Promised Land (1988) before her performance in the Rob Reiner-directed romantic comedy When Harry Met Sally...

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