While working on her first album, On the 6, Lopez began dating record producer and rapper Sean Combs. On December 27, 1999, the couple was arrested along with two others in connection with a shooting outside a Times Square club. They were charged with criminal possession of a weapon as well as stolen property. Lopez was soon exonerated, having had nothing to do with the crime. However, Combs was charged and indicted by a Manhattan grand jury. After leaving Combs, Lopez developed a relationship with former back-up dancer Cris Judd, to whom she was married from September 29, 2001, to June 2002. Following her second divorce due to irreconcilable differences, she commenced a high-profile relationship with actor and director Ben Affleck, to whom she became engaged in November 2002. The media began to refer to them as "Bennifer", and they became a prominent supercouple in the media and popular culture. Bennifer became a popular term, which was eventually entered into urban dictionaries and neologism dictionaries as notable, as the name blend started the trend of other celebrity couples being referred to by the combination of their first names. The couple postponed their nuptials indefinitely a day prior to the planned ceremony in September 2003, citing the media's interference with the event as the reason.
In September 2007, Lopez starred in the biographical film El Cantante, which is based on the life of the late salsa singer Héctor Lavoe. In the film, Lavoe is portrayed by then-husband Marc Anthony while Lopez plays Lavoe's wife Puchi. Lopez revealed that she felt her performance in the film El Cantante should have earned her an Oscar. "I feel like I had that [Oscar worthy role] in 'El Cantante,' but I don't think the academy members saw it". El Cantante did not perform well at the box office, earning just $7.6 million. Lopez performed the song "Toma de Mí" for the film's soundtrack. Lopez and Anthony also launched their co-headlining North American concert tour on September 28. Lopez's sixth studio album Brave, released in October, was her lowest-charting album worldwide. The album produced two singles, "Do It Well" and "Hold It Don't Drop It". The first peaked at number 31 on the Billboard Hot 100 chart, while the latter failed to make any significant impact on the charts. A five-part miniseries, Jennifer Lopez Presents: Como Ama una Mujer, based on the lyrics of Como Ama una Mujer aired on Univision from October 30 to November 27, 2007. She placed her career on hiatus after giving birth to twins in February 2008. In late 2009, Lopez released two songs for her seventh studio album, Love? ("Louboutins" and "Fresh Out of the Oven"); however, the songs failed to make an appearance on the Billboard charts which led to her departure from Epic Records.
More InfoJanuary 2015 saw the release of The Boy Next Door, an erotic thriller that Lopez both co-produced and starred in as a high school teacher who becomes involved with a student, which eventually leads to his dangerous obsession with her. The film received negative reviews from critics. Despite this, it became her most successful opening at the box office for a live action film since Monster-in-Law, and ultimately grossed over $53 million at the global box office, against a production budget of $4 million. Lopez had a voice role in the animated feature Home, alongside Steve Martin, Jim Parsons, and Rihanna, and released in March 2015. She contributed the single "Feel the Light" to the film's official soundtrack. Lopez also starred in the independent drama film Lila & Eve, alongside Viola Davis. With annual earnings of $28.5 million, she was ranked as the seventh highest-paid woman in music for 2015.
More InfoIn February 2019, Lopez announced that she will be embarking on her first concert tour in nearly seven years to celebrate her upcoming 50th birthday. Titled It's My Party, the international tour ran from June to August, grossing an estimated $54.7 million from thirty-eight shows. In March, alongside her fiancé Alex Rodriguez, Lopez launched a collection of sunglasses with the brand Quay Australia. The following month, she premiered the single "Medicine" featuring French Montana, her first release through L.A. Reid's Hitco Entertainment label.
More InfoIn April 2018, Lopez launched her limited-edition makeup collection in collaboration with Inglot Cosmetics. That month, she was named one of Time's 100 most influential people in the world, and released a new Spanish single, "El Anillo". The following month, she released a bilingual single titled "Dinero", featuring DJ Khaled and Cardi B. Later, Lopez made a cameo appearance in the music video of Maroon 5's "Girls Like You", with Cardi B. With earnings of $47 million between June 2017 and June 2018, Forbes listed Lopez as the sixth highest-paid woman in music. In December 2018, Lopez starred in the comedy film Second Act, directed by Peter Segal; she also produced the film, and recorded the single "Limitless" for its soundtrack. Second Act earned mixed reviews from critics, but performed well at the box office, grossing over $72.2 million worldwide with a production budget of $16 million.
More InfoIn January 2012, Lopez returned as a judge on the eleventh season of American Idol, earning a reported $20 million. Later that same month, a new talent show, ¡Q'Viva! The Chosen, created by Simon Fuller premiered on Univision and was a hit for the channel. It followed Lopez, Anthony and director-choreographer Jamie King as they travelled across 21 countries in Latin America to find new talent for a Las Vegas show. On May 18, Lopez returned to the big screen starring alongside an ensemble cast consisting of Cameron Diaz, Elizabeth Banks, Matthew Morrison and Dennis Quaid in the film What to Expect When You're Expecting, which is based on the novel of the same name. In late May, Lopez released her fragrance Glowing by JLo, which she described as an "evolution" of Glow by JLo.
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