Born in Jackson, Mississippi, Bobby moved to Atlanta, Georgia where he attended North Atlanta High School. He returned there to appear in the debut episode of Once Upon A Prom aired on MTV May 19, 2007. He first entered the music scene in 1996, at that time using his real name - Bobby Wilson, with the now-defunct youth quartet Mista. Some years after Mista disbanded, he enrolled in Clark Atlanta University where he majored in Mass Communications, graduating in 2004 with a Bachelor of Arts degree in Mass Communications.