Brandy

Whether she was singing pop-friendly urban soul or acting in her own family-oriented sitcom, Brandy's winningly wholesome persona helped catapult her to stardom during her teenage years. She scored the longest-running number one female duet in chart history (teamed with Monica on "The Boy Is Mine"), a testament to her mainstream appeal, and she spent several years as the title character on Moesha, the top-rated series on the fledgling UPN network during the late '90s. As she grew older, her music increasingly mined the middle ground between urban R&B and soft adult contemporary pop, and thanks to her consistent exposure in other arenas, it became more popular than ever.