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Throughout the first half of the 1990s, Roberts made headlines more for her tumultuous love life—she left Sutherland virtually at the altar to take up with actor Jason Patric, then married country singer Lyle Lovett in 1993 after a whirlwind romance that began on the set of Robert Altman’s The Player (1992)—than her box office success. While the hit legal drama The Pelican Brief (1993), costarring Denzel Washington, and Altman’s Prêt-EPorter (Ready to Wear, 1994) were minor hits, RobertsEforays into dramatic period pieces (notably 1996’s Mary Reilly and Michael Collins) were critical and commercial disappointments, and the romantic comedies I Love Trouble (1994) and Something to Talk About (1995) failed to attract audiences.

With a starring role in the smash-hit comedy My Best Friend’s Wedding in 1997, Roberts reasserted her considerable box office authority. Costarring Cameron Diaz, Rupert Everett, and Dermot Mulroney, th...