Always struggling to step out of the shadow of her more famous sibling, Ashlee Simpson’s life has been a never-ending series of ups and downs. Originally a backup dancer for her sister Jessica’s tours, Simpson first tried to distinguish herself as an actress, playing Cecilia Smith on the WB’s 7th Heaven for two seasons. In 2003, after contributing to the Freaky Friday soundtrack, MTV filmed the making of her first album, Autobiography, for a reality show. Also like sis, she fell in love at work — hooking up with Ryan Cabrera after starring in his video. Thanks to the infectious hit, “Pieces of Me,” the record hit No. 1, but success was tainted by a Saturday Night Live lip-synching snafu in 2004, a booed Orange Bowl performance in ’05, a failed film (Undiscovered) and backlash from stealing Lindsay Lohan’s boyfriend Wilmer Valderrama. I Am Me sold more than 3 million copies and her 2006 stage debut in a London production of Chicago earns rave reviews, but she was plagued by negative nose job coverage and a leaked video of diva behavior at a burger joint. Despite lack of interest in her third record, 2008 was a big year thanks to her marriage to rocker Pete Wentz and the birth of their son, Bronx Mowgli. The last couple of years have been less pleasant as her gig on the ‘09 Melrose Place reboot was shortlived, she divorced in 2011 and called it quits with boyfriend, actor Vincent Piazza, after a year and a half.
Ashlee Simpson Search Results
Year in RomanceWhich stars hooked up and broke up in 2012?
Pink LadiesPink and Willow's mommy-daughter shopping trip, plus more celebritots.
Year in PhotosSee what your favorite celebrities have been up to this year.
Tots of 2012Relive all the cutest celebritot pics from 2012.
SplitsvilleAnother breakup for the Simpson clan ...
Week in PhotosTaylor Lautner, Kristen Stewart and Robert Pattinson attend the Madrid premiere of "Breaking Dawn Part 2," plus more celebs this week in photos.
'90s StyleFrom Dr. Martens to creepers, flannels and overalls, we're rounding up the hottest '90s trends that are making a comeback.
Super Skinny?Jessica Simpson flaunts her weight loss at a Macy's event on Saturday.
Street v. CoutureClick through to vote on whether celebs like Reese Witherspoon and Zoe Saldana have better street or red-carpet looks!
Beach BumCheck out these pics celebs have been tweeting.