20. "Heartbreak Hotel," with Faith Evans and Kelly Price
It was eight years since her last album, but 1998's My Love Is Your Love showed that Whitney had no problem sounding as current and up-to-date as ever, and this ballad is perhaps the finest example. In one of her most vulnerable performances ever, she shined alongside two of the next generation's finest young divas.
(Photos: Moses Robinson/Getty Images; REUTERS/Ethan Miller; Kevin Winter/Getty Images)