Ashlee Simpson – Then
In contrast to her sister Jessica Simpson, Ashlee Simpson handled her divorce gracefully and appeared stunning. After marrying Fall Out Boy bassist Pete Wentz in 2008, Ashlee embraced a transition from punk to goth, showcasing heavier eye makeup, more jewelry, and a gothic aesthetic.
Shortly after their wedding, the couple shared the joyous news of Ashlee's pregnancy, expecting their first child in just two weeks, and their son was born in November 2008. However, their marriage ended in February 2011, two years later.
