Gloria Estefan & 'N-Sync "Music of My Heart"

Adult Contemporary stalwart Gloria Estefan teamed up with (arguably) the hottest boy band at the close of the 20th Century to record the radio-friendly ballad "Music of My Heart". Pulled from the soundtrack of the movie with the same name, the song found a home all across the radio dial. The wildly successful tune snagged two Grammy nominations, an Academy Award nomination and peaked at #2 on the Hot 100 and Adult Contemporary Charts in 1999.