Miley gets racy: Other teen queens who thought sex would save their careers



She was the Mall Queen of teen America in the late 1980s, and the red-haired pop starlet scored huge hits as the decade came to a close. However, as she crossed over into adulthood, Tiffany found it majorly difficult to sustain any kind of musical career. She released a sexier, more R&B-influenced album at the age of 21 that failed, and eventually wound up posing for Playboy.

The Celebrity Apprentice

Debbie Gibson

The other mall princess of the late 80s was also a squeaky-clean girl-next-door, and the future “Deborah” Gibson was also noteworthy in that she wrote her own songs. But after she entered her early 20s, she attempted to make a musical comeback with a racy 1994 video that featured the 22-year old as a burlesque performer. The album peaked at only #109 on the Billboard charts.

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