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Ashlee Simpson-Wentz

Ashlee Simpson-Wentz
October 03, 1984
Waco, Texas

Ashlee Simpson was building a credible singing career when she lip-synched on Saturday Night Live. Although she was ridiculed in the aftermath of the headline-grabbing snafu, Simpson kept going, cementing her own spot in pop culture outside of being Jessica’s little sister.

With her newly-colored brunette locks and punk sound, Simpson documented the making of her first album, Autobiography, on MTV’sThe Ashlee Simpson Show. Her debut went triple-platinum, followed by an equally successful follow-up, I Am Me, which featured Simpson’snew nose.

In 2008, she released her third album, married Fall Out Boy bassistPete Wentz, and gave birth to their son Bronx Mowgli – before making ashort-lived splash on the CW’s Melrose Place.


L.A. Bound

The Simpson clan moves to L.A. to develop sister Jessica’s singing career. Simpson occasionally joins her sister on tour as a backup dancer. “I feel so good onstage,” she tellsTeen People. “It’s like an out-of-body experience.”


Ashlee Simpson-Wentz
September 16

Taking on the Tube

Simpson appears in her first episode of the WB family drama 7th Heaven as Cecilia Smith. Her character dates Simon (David Gallagher) and later Martin (Tyler Hoechlin). Simpson plays the role for two seasons until 2004. A few months later, she tests the movie waters with a small role in The Hot Chick alongsideRachel McAdams.


July 05

Boy Trouble

Ashlee Simpson-Wentz
Simpson splits with boyfriend Josh Henderson, 22. “You move on,” she tells PEOPLE in 2004, adding that she goes to brother-in-law Nick Lachey for guy advice. “Every time I have boyfriend trouble, he gives me the right answer: ‘Make the guy jealous.’ “

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