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Later in 2005, Adams had supporting parts in two critically panned films—the romantic comedy The Wedding Date, starring Debra Messing and Dermot Mulroney, and the ensemble coming-of-age film Standing Still.
In Talladega Nights: The Ballad of Ricky Bobby, a sports comedy from Adam Mc Kay, Adams played the romantic interest of Will Ferrell's character, which critic Peter Travers deemed "quite a comedown" from her role in Junebug.
The 2007 musical Enchanted, in which she played a cheerful Disney Princess, was Adams' first major success as a leading lady.Soon after, while she was off work nursing a pulled muscle, she attended the locally held auditions for the Hollywood film Drop Dead Gorgeous (1999), a satire on beauty pageants starring Kirsten Dunst, Ellen Barkin, and Kirstie Alley.Her first assignment came within a week of her relocation in Fox's television series Manchester Prep, a spin-off of the film Cruel Intentions, in the lead role of Kathryn Merteuil (played by Sarah Michelle Gellar in the film).Despite a negative critical reception, Nathan Rabin of the A. Club wrote that Adams plays her "alpha-bitch role with vicious glee largely missing from Sarah Michelle Gellar's sterile take on the character".Following brief roles in three small-scale features of 2002—The Slaughter Rule, Pumpkin, and Serving Sara—Adams found her first high-profile part in Steven Spielberg's comedy-drama Catch Me If You Can.