Mid-2000s: In the same year as her Charlie’s Angles debut (coincidence? we think not!), Ashton and Demi become a couple, marrying two years later in 2005. Making the Willis/Moore/Kutcher clan one big happy family. To go with her younger man, Demi also debuted a newer, younger more designer-centric style, which we whole-heartedly embraced. I mean, come on, that emerald dress is a stunner! We hope she keeps at least that up–even if her and Ashton are kaput.