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However, her first role in a widely released feature film came later that year, with the part of Jill St.Claire in the mafia comedy film The Whole Nine Yards.In college, she auditioned for acting with teacher Uta Hagen and decided to become an actress after taking Hagen's class.Peet's first screen performances were in a television commercial for Skittles and an uncredited appearance as the girlfriend of the titular character in the second episode of The Larry Sanders Show in 1992.In 2000, she played a love interest in the independent comedy Whipped, won the Young Hollywood Award for "Best New Style Maker", and was voted one of the 50 Most Beautiful People in the World by People magazine.Peet took on the role of a psychologist and the romantic interest of Jason Biggs in the little-seen comedy Saving Silverman (2001), She also played the wife of a successful, young Wall Street lawyer thriller film Changing Lanes (2002), with Ben Affleck.What Doesn't Kill You was her best reviewed film of 2008, In her next film, the dramedy Please Give (2010), she starred as a self-centered cosmetologist, with Catherine Keener and Rebecca Hall.
She appeared in the November 1995 episode "Hot Pursuit" of Law and Order.
Ethan Alter of Film Journal International felt that Peet "does career-best work here." In 2010, Peet also provided for one of the main characters of DVD sci-fi adventure film Quantum Quest: A Cassini Space Odyssey, and starred as the love interest of the main character in the live-action family adventure film Gulliver's Travels, with Jack Black and Emily Blunt. Laura Hellinger in seven episodes of the fourth season of The Good Wife (2012–13).
In 2013, she made her playwriting debut with The Commons of Pensacola, starring Blythe Danner and Sarah Jessica Parker, and appeared in the film Identity Thief, as the wife of a man whose identity is stolen by a woman, the little-seen comedy Trust Me, as the neighbor of a former child star, and the well received dramedy The Way, Way Back, as one half of a married couple.
That film was panned by critics and flopped at the box office.
Peet appeared alongside Bette Midler and Nathan Lane in Andrew Bergman's Isn't She Great (2000), a highly fictionalized account of the life and career of author Jacqueline Susann.