Lopez was at first cast as a femme fatale -- due in no small part to her classic Latina beauty (she was born in the Bronx to parents of Puerto Rican descent) -- and worked almost exclusively with acclaimed directors: Francis Ford Coppola (Jack, 1996), Oliver Stone (U-Turn, 1997), and Bob Rafelson (Blood and Wine, 1996). In 1998, she had one of her most acclaimed roles, starring opposite George Clooney in Out of Sight, Steven Soderbergh's adaptation the Elmore Leonard novel. Cast as a deputy federal marshal who falls for a charming criminal (Clooney), Lopez won raves for her tough, sexy performance, and in the process, she became the highest paid Latina actress in Hollywood history. That same year, she earned an introduction to a new generation of fans by lending her voice to the popular Antz (1998). The lavish but much more adult-oriented thriller The Cell (2000) followed shortly thereafter, bringing Lopez one of her first number-one openings.

In an attempt to curry favor from the rom-com crowd, Lopez lightened things up a bit opposite Matthew McConaughey in 2001's romantic comedy The wedding planner. Though Lopez was consistently smooth in her frequent transitions from actress to songstress, her next role in the supernatural romance Angel Eyes (2001) failed to click with audiences and critics alike, and her role in the cathartic revenge thriller Enough (2002) likewise disappeared from theaters shortly after its release. Though Maid in Manhattan (2002) was ultimately relegated to a similar fate as her last few films, few could anticipate the outright hostility with which her 2003 comedy Gigli would be greeted. In the movie, Lopez was cast as a female gangster assigned to keep an eye on a kidnapper (played by then-real-life-boyfriend Ben Affleck) who is holding a psychologically challenged young boy hostage. The harsh public backlash against the film was likely due (at least in part) to over-saturated media coverage of the duo's tumultuous off-screen relationship. Though the film's failure wasn't exactly what one would call a career-ender for either star, their shoddy onscreen dynamic reportedly led director Kevin Smith to excise most of Lopez' role in the Affleck-starrer Jersey Girl.

Finally, in 2005, it appeared the actress' string of bad box-office luck had possibly reached its end. Teaming up with Jane Fonda for the latter thespian's first feature in over a decade, Lopez scored a modest hit with the comedy Monster in law. The Lasse Hallstrom-helmed drama An Unfinished Life followed later the same year with Lopez opposite heavy-hitters Robert Redford and Morgan Freeman.

In 2006, Lopez tried her hand at producing with Bordertown, a thriller she also starred in opposite Antonio Banderas.

In addition to her screen work, Lopez has also enjoyed a successful singing career on the dance-pop circuit.