Hit films: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 theatrically faked orgasm in Katz's Delicatessen in Manhattan.
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.)
She made several attempts to break away from the romantic comedy ingenue stereotype and garnered critical acclaim for her work in When a Man Loves a Woman, in which she played an alcoholic, and in Courage Under Fire, portraying a captain in the Gulf War. Both films were substantial successes at the box office. Many of her films of the 1990s were hits not only in North America, but also abroad. In 1994, Ryan won Harvard's Hasty Pudding Woman of the Year. That same year, People Magazine dubbed her one of "the 50 most beautiful people in the world." In 1995, critic Richard Corliss called her "the current soul of romantic comedy." That same year, she appeared opposite Kevin Kline in Lawrence Kasdan's French Kiss, a romantic comedy that catered to her America's Sweetheart persona. The film grossed slightly over $100 million.In 1997, Ryan voiced the lead role in the animated film Anastasia, which garnered good reviews and enjoyed box office success. In 1998, Ryan starred in two films. City of Angels drew positive reviews and became a financial success, topping nearly $200 million worldwide. You've Got Mail once again paired Ryan with Hanks, earning her a third Golden Globe nomination and making over $250 million worldwide. She also appeared in 1998's Hurlyburly with Sean Penn.
In 2000, Ryan starred in the action thriller Proof of Life opposite Russell Crowe. Though the film was a critical and commercial flop, her $15 million paycheck established her as one of the highest paid actresses in Hollywood.That same year, Ryan starred opposite Diane Keaton in the comedy, Hanging Up, which received poor reviews, and grossed slightly over $51 million; however, the budget for the film was $60 million. A year later, she once again returned to her romantic comedy roots in the film, Kate & Leopold. In 2003, she broke away from her usual roles, starring in Jane Campion's erotic crime thriller In the Cut. Though Ryan's decision to appear nude in a lengthy and rather graphic love scene for the first time in her career earned her much media attention, the movie failed with critics and grossed only $23 million in theaters.
In October 2003, Michael Parkinson had a controversial interview with Meg Ryan while she was in the United Kingdom to promote In the Cut; he said it was his most difficult television moment.
Recent projects:George Gallo's My Mom's New Boyfriend (originally titled Homeland Security, and released in Australia and New Zealand as My Spy) was shot in the fall of 2006, in Shreveport, Louisiana, and released in 2008. The romantic comedy stars Ryan opposite Antonio Banderas. Ryan was joined by former co-star Tom Hanks's son, Colin, who plays her son in the film. In 2007 she played the role of Sarah Hardwicke in In the Land of Women, co-starring Adam Brody and Kristen Stewart.
Ryan's next project was a remake of 1939's The Women and began filming in New York in August 2007. The $18 million remake of the George Cukor classic was directed by Murphy Brown creator Diane English and produced by the Rolling Stones' Mick Jagger. Ryan played the central character, Mary Haines, a wealthy woman who is one of the last to find out that her husband is cheating on her with a shop girl. The leading role was originally made famous by actress Norma Shearer. Annette Bening, Eva Mendes, Debra Messing, Jada Pinkett and Candice Bergen also starred in the remake.
Ryan appeared in The Deal, which premiered at the 2008 Sundance Film Festival. The film was never distributed but was released on DVD in 2009. Her most recent film project was the 2009 comedy Serious Moonlight.
In June 2009, it was reported that Ryan will guest star on the seventh season of Curb Your Enthusiasm.
