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His debut album, The Love Experience (2005), reached No. It featured the singles "Guess Who Loves You More" and "You".His second album Love Behind the Melody was released in January 2008. De Vaughn was nominated for Best Male R&B Vocal Performance at the 2008 Grammy Awards for the single "Woman".
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With his father, De Vaughn attended gigs and experienced his first taste of the life of a working musician.
He graduated from High Point High School in Beltsville, Maryland, an unincorporated section of Prince George's County.
He won ,000 from the Washington DC nightclub Bar Nun talent show.
CEO Cliff Jones (Soul World Entertainment) and partner Jerry Vines, now the singer's longtime manager, met De Vaughn while managing the Baltimore-based quartet Dru Hill, and asked him to write a song for the group.