Ashlee Simpson
Anyone else remember that tragic SNL performance from 2004? While she'd intended to sing the song "Autobiography," the backing track for the song "Pieces of Me" started to play instead, which revealed to a live broadcast that she'd been lip-syncing the entire time. SNL cut to commercial right away...
A Full Comeback
Simpson is now a mother of three and married to singer Evan Ross, with who she also has released music. She's come full circle since the SNL debacle, and her new image is ten times cooler than she ever was in the early 2000s. She is also a great co-parent with ex-husband Pete Wentz of Fall Out Boy.