Ryan was born Margaret Mary Emily Anne Hyra in Fairfield, Connecticut, the daughter of Susan Hyra Jordan (née Ryan), a former actress, casting director, and English-teacher, and Harry Hyra, a math teacher. She has two sisters, Dana and Annie, and a brother, musician Andrew Hyra, of Billy Pilgrim. The Hyra family relatives are from Canada.
Her first full-blown hit in a leading role was the romantic comedy When Harry Met Sally... (1989) which paired her with comedic leading man Billy Crystal. Her portrayal of "Sally Albright," which earned her a Golden Globe nomination, is memorable for her depiction of a theatrical faked orgasm in a Manhattan delicatessen.
The film would be the first of three successful Nora Ephron films in which Ryan would be cast as a bubbly, feisty, incurable romantic.
Ryan then starred in The Doors and in Prelude to a Kiss. Both films were moderately successful. 1993 saw the release of the hugely successful romantic comedy Sleepless in Seattle, which paired Ryan with leading man Tom Hanks for the second of three
times. (The first was in Joe Versus the Volcano, which earned a "cult following" but was a critical and commercial disappointment.
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