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Look Back at All the Best Super Bowl Halftime-Show Performances
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Stevie Wonder and Gloria Estefan Perform at the Super Bowl in 1999

By the end of the 1990s, Gloria Estefan was a superstar who helped herald in the decade's so-called "Latin invasion." She headlined the Super Bowl halftime show in 1992, so her coheadlining performance with Stevie Wonder in 1999 was monumental for bridging generations.

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