In 2004, Pitbull released his debut album M.I.A.M.I., with the lead single being "Culo" produced by Lil Jon and the Diaz Brothers. TVT Records, Pitbull's label at the time, and Slip-N-Slide Records disputed over the release of Welcome to the 305, an unreleased album that Pitbull recorded with Slip-N-Slide in 2001. A judge in Miami made a decision allowing Slip-N-Slide to release the album, and a U.S. District Court judge affirmed the decision further. In March 2007, TVT was ordered to pay Slip-N-Slide $9.1 million for blocking the album release.2006–2008: El Mariel and The Boatlift.In January 2006, he guest-starred in UPN's South Beach. Also in 2006, he recorded "Nuestro Himno" in collaboration with Wyclef Jean, Carlos Ponce, and Olga Tañón. On Listennn... the Album, the debut album by Terror Squad member and Miami radio personality DJ Khaled, Pitbull performed on two singles: "Holla At Me" and "Born-n-Raised" alongside other Southern based rappers.
El Mariel, Pitbull's second album, was released in October 2006. The title was in reference to the boat that transported Cuban refugees to Florida in the movie Scarface. He dedicated the album to his father, who died that year in May. Along with the usual party-oriented tracks, Pitbull also included politically-themed tracks in El Mariel.Pitbull's third album, titled The Boatlift, was released in November 2007, spawned by the single "Secret Admirer" featuring Lloyd on the chorus. Earlier, Pitbull announced that this album would have a more gangsta rap edge than his earlier albums.
His variety show, Pitbull's La Esquina, debuted May 2007 on the mun2 cable network.On December 21, 2007, Pitbull was arrested for drunk driving; he posted $1,000 on bail and plead.
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