Rachel Bilson's first film role was in The Last Kiss, a romantic comedy-drama also starring Zach Braff and Jacinda Barrett. In the film, which opened on September 15, 2006, Rachel Bilson plays a college student who seduces Braff's character. Rachel Bilson had long wanted to work with Braff, having admired the film Garden State, which he directed and starred in. A body double was used for the film's sexual scene between Rachel Bilson and Braff's characters, as Bilson specified that she "feel[s] really strong[ly]" about not appearing in a nude scene. One review of the film noted that Rachel Bilson played the role with "surprising depth", although another critic described her role as "Glenn Close in Fatal Attraction as an airhead valley girl with a hot bod".
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