In 2004, Pretty Ricky released their first official single, ' Grind With Me'. However, it was not until 2002 that the group encountered their initial success as their song 'Flossin'' became a huge hit on Miami radio station Power 96. With the help from producer Jim Jonsin of the Unusual Suspects production team, Pretty Ricky began to gain desirable attention through their local performances.

Supported by their father, Joseph Smith Sr., who also served as the band's manager and who is of Jamaican descent, the group developed their music under the name of 'Pretty Rickie and The Maverix' before changing it to 'Pretty Ricky'.

In 1997, while performing together in Miami, Pretty Ricky was signed to Bluestar Entertainment by CEO Joseph 'Blue' Smith. Baby Blue used the loan proceeds to make 'luxury purchases', including a Ferrari for $96,000. The group enjoyed its biggest success in the mid-2000s with their gold-selling albums Bluestars and Late Night Special, and the platinum singles ' Grind With Me' and ' On the Hotline'.īaby Blue, who appears on the show Love & Hip Hop: Miami, pleaded guilty to participating in a scheme to file at least 79 fraudulent loan applications seeking more than $24 million in forgivable PPP loans. The name 'Pretty Ricky' was taken from a character in the sitcom Martin. After he departed in 2007 to embark on a solo career, the group shuffled through several replacement vocalists. Pleasure P was the group's main singer, while the other three members performed as rappers. The group originally consisted of brothers Diamond (Baby Blue) Smith and Spectacular Smith, plus Corey (Slick 'Em) Mathis and Marcus ( Pleasure P) Cooper. Pretty Ricky is an American R&B/ hip hop group originating from Miami, Florida.

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