21. Madonna, 'Ray of Light' (Maverick, 1998)
Madonna's heart had always been in the club – from the New York electro of her earliest hits to the full-on house groove of "Vogue." With Ray of Light, she really went nuts with the bleeps and blips, the pillow-time breakbeats and Euro-trance synth-splash. British rave veteran William Orbit provided the shimmering pulse that backed Madge's exploration of new motherhood as a spiritual transformation. The lullaby "Little Star" is top-shelf mom & bass, and the chilly ballad "Frozen" and ginormously tidal "Drowned World" made for some of her most daring pop of the Nineties. Sure, it wasn't cutting-edge dance music, but that was part of its majesty – she gave electronica a makeover, not vice versa.