
In 1999, Gwyneth Paltrow co-starred in The Talented Mr. Ripley, which earned $80 million domestically and received positive reviews. She showcased her singing ability in 2000's Duets, which was directed by her father and co-starred singer Huey Lewis. The same year, Paltrow co-starred with Ben Affleck in the romantic drama Bounce as Abby Janello. She was then part of an ensemble cast, as Margot Tenenbaum, in The Royal Tenenbaums (2001). Also in 2001, Gwyneth Paltrow starred with Jack Black in the comedy Shallow Hal, where she played both roles, slim and fat Rosemary, and had to wear a specially designed 25 pound fatsuit and heavy make-up.

