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Jennifer Lynn Lopez
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Jennifer Lynn Lopez

In April, Lopez starred in the horror film Anaconda alongside Ice Cube and Jon Voight. With a production budget of $45 million, the film grossed a total of $137 million worldwide, becoming a commercial success. Lopez starred alongside Sean Penn and Billy Bob Thornton in the crime film U Turn in October. The film, which is based on the novel Stray Dogs by John Ridley, received generally positive reception from critics. In June, Lopez starred opposite George Clooney in Out of Sight, Steven Soderbergh's adaptation of Elmore Leonard's novel of the same name (1996). Cast as a deputy federal marshal who falls for a charming criminal, Lopez won rave reviews for her performance and became the first Latina actress to earn over $1 million for a role. With a production budget of $48 million, the film grossed a total of $78 million worldwide, becoming a moderate commercial success. Lopez provided the voice of Azteca in the computer-animated film Antz in October. With a production budget of $105 million, the film grossed a total of $172 million worldwide.
Lopez's debut single, "If You Had My Love", was released in May 1999, as she began to ready her first album. Lopez became the first artist to top the Billboard Hot 100 with their debut single since Britney Spears did so with her single, "...Baby One More Time", four months prior. During production of her debut album On the 6, Lopez was aware that she received her recording contract on the premise of her looks and having an already established name in the entertainment industry, and wanted to prove she had musical talent. Prior to the debut of her music, critics wondered why she would take the risk of launching a music career. It was noted that: "If the album was a flop, not only would it embarrass Lopez, but it might even damage her career." "Waiting for Tonight", the third single from On the 6, is widely considered to be Lopez's best song. Lopez's musical success came as a surprise to critics; its launch made the "popular actor even more popular". Both the music industry and the public became intrigued by "this woman who seemed to have so many different talents". By the end of 1999, Lopez successfully converted herself from a film star to a pop star. She joined a select few in achieving this feat, becoming the first since Vanessa Williams (1992) and Martika (1989).
• 2000–02: Continued film success, J.Lo and This Is Me... Then
On February 23, 2000, Lopez, in the accompaniment of then-boyfriend Sean Combs, wore a plunging exotic green Versace silk chiffon dress on the red carpet of the 42nd Annual Grammy Awards. The dress "had a low-cut neck that extended several inches below her navel, where it was loosely fastened with a sparkly brooch and then opened out again," exposing her midriff and then as cut along the front of the legs like a bath robe. The dress generated controversy and media attention, with images of Lopez in the dress being downloaded from the Grammy website over half a million times 24 hours after the event. Lopez was surprised by the enormous media coverage, declaring that she had no idea "it was going to become such a big deal". Lopez returned to the big-screen in August, starring in the psychological thriller The Cell opposite Vincent D'Onofrio. With a production budget of $33 million, the film grossed a total of $104 million worldwide. The film received mixed reviews from critics, who stated that although it offers "disturbing, stunning eye candy", it is "undermined by a weak and shallow plotline that offers nothing new".

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