Don't Be Cruel is the second studio album by American singer Bobby Brown. It was released in the United States on June 20, 1988 by MCA Records. MCA changed producers for this album and had Brown work with hit-making songwriting and production duo Babyface and L.A. Reid. Brown dedicated the album to his deceased best friend James "Jimbo" Flint who was stabbed to death when Brown was aged 11. Don't Be Cruel incorporates new jack swing, R&B, funk, dance and soul. Don't Be Cruel peaked at number one on the US Billboard 200 and included five top 10 Billboard Hot 100 hits, with "My Prerogative" being a US number-one hit. Three of the singles also reached number one on Billboards Hot R&B Songs chart. "My Prerogative" was also the second-biggest single of 1989, ranking at number two on the Billboard Year-End Hot 100 singles of 1989. The album also spent a total of 11 non-consecutive weeks atop the Billboard R&B Albums chart over the course of 1988 and 1989. Internationally, it reached number one in Ireland and the top five in Australia, New Zealand, and the United Kingdom. At the 32nd Grammy Awards, Brown won Best Male R&B Vocal Performance for "Every Little Step". Don't Be Cruel received extremely positive reviews from music critics. It was far more successful than Brown's debut album, spending a total of six weeks on top of the Billboard 200 and being the best-selling album of 1989 in the United States. On April 28, 1995 it was certified 7× Platinum by the Recording Industry Association of America (RIAA). The album sold over 12 million copies worldwide in total. In 2015, Billboard ranked Don't Be Cruel at number 82 on its list of the Greatest of All Time Billboard 200 Albums. Development Brown changed producers for this album, and worked extensively with hit-making songwriting and production duo Babyface and L.A. Reid. Alex Henderson of AllMusic writes: Singles All five singles released from the album reached the top 10 of the Billboard Hot 100. "Don't Be Cruel" was released as the lead single. The second single, "My Prerogative", earned Brown his first number one on the Billboard Hot 100. "My Prerogative" was also the second-biggest single of 1989, finishing at number two on the Year-End Billboard Hot 100 Singles of 1989. Three of the singles also reached number one on Billboards Hot R&B Songs chart. All singles