54. Sheena Easton
Hottest Moment: 1987, Prince's “U Got the Look” video. Sheena did some sappy stuff – duets with Kenny Rogers, the song about her baby taking the morning train – but was happiest strutting her Scottish stuff. Particularly on songs like “Strut,” and “U Got the Look.” And “Sugar Walls”? What was that about? Go ask your father.
Where Is She Now: Playing small ball in various TV and theater productions. Earlier this year she appeared on a special celebrating Kenny Rogers' 50 year country music career.