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Ashlee Simpson
Ashlee Simpson attends the Wildfox Fall 2013 fashion show during the Mercedes-Benz Fashion Week in New York City. February 6, 2013.
Photo by Getty Images
Ashlee Simpson
Many couples attend the VMAs together, but how many do it while expecting? A very pregnant Ashlee Simpson made it to the 2008 show with her man, Pete Wentz, at her side.
WireImage
Ashlee Simpson
Before Ashlee met Pete Wentz, and before Ryan Cabrera moved to 'The Hills,' they were just two singers trying to make it in Hollywood, chronicling their lives on 'The Ashlee Simpson Show,' and the 2004 VMA carpet.
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Ashlee Simpson
Ashlee Simpson takes a fun approach to the traditional ponytail at the 2005 VMAs.
Getty Images
Ashlee Simpson
At the 2004 VMAs, Ashlee Simpson's soft long layers go rock-and-roll with a touch of blonde at the tips.
Getty Images
Ashlee Simpson
Ashlee Simpson and Pete Wentz attend the AXE Instinct launch party at the Hard Rock Live on June 24, 2009 in New York City.
Jamie McCarthy/Getty Images for Edelman
Ashlee Simpson
Pete and Ashlee got married this year, and later had a son on November 20. In following the Hollywood trend for weird baby names, they named him Bronx Mowgli.
FriendsOrEnemies.com
Ashlee Simpson
Ashlee Simpson and Pete Wentz backstage at the 2008 MTV Video Music Awards at Paramount Pictures Studios on September 7, 2008 in Los Angeles, California.
Kevin Mazur/WireImage
Ashlee Simpson
Ashlee Simpson on the red carpet at the 2008 MTV Video Music Awards in Hollywood.
Watch 2008 MTV VMA red carpet interviews.
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Ashlee Simpson
Ashlee Simpson and Pete Wentz tally votes for Best New Artist at the 2008 MTV Video Music Awards in Hollywood.
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Ashlee Simpson
Ashlee Simpson on the red carpet at the 2008 MTV Video Music Awards in Hollywood.
Watch 2008 MTV VMA red carpet interviews.
Getty Images
Ashlee Simpson
Ashlee Simpson on the red carpet at the 2008 MTV Video Music Awards in Hollywood.
Watch 2008 MTV VMA red carpet interviews.
Getty Images
Ashlee Simpson
'FNMTV' host Pete Wentz and a very pregnant Ashlee Simpson encourage viewers to vote for "Best New Artist" at the 2008 MTV Video Music Awards.
WireImage
Ashlee Simpson
Singer Ashlee Simpson arrives at the MTV Video Music Awards in the Palms Casino Resort on September 9, 2007 in Las Vegas, Nevada.
Jon Kopaloff/FilmMagic
Ashlee Simpson
Singer Ashlee Simpson arrives at Teen People's 2nd Annual "Young Hollywood" party at Cabana Club on August 13, 2005 in Los Angeles, California.
Kevin Winter/Getty Images
Ashlee Simpson
Sisters Jessica (L) and Ashlee (R) Simpson pose in the press room during the 2005 MTV Video Music Awards at the American Airlines Arena on August 28, 2005 in Miami, Florida.
Evan Agostini/Getty Images
Ashlee Simpson
Are they really all the same person?? Ashlee Simpson has majorly changed her look, but her fearless attitude hasn't budged.
Ashlee Simpson
Getty Images
Ashlee Simpson
Cuties Ashlee Simpson and Pete Wentz have been dating since late 2006.
Vince Bucci/Getty Images
Ashlee Simpson
No, Pete wasn't standing off to the side -- Ashlee Simpson's always this cheery.
Angela Boatwright
Ashlee Simpson
Ashlee Simpson practices her mime-against-a-window routine.
Angela Boatwright
Ashlee Simpson
A radiant Ashlee Simpson keeps it casual at her exclusive MTV photo shoot in New York.
Angela Boatwright
Ashlee Simpson
Ashlee Simpson prepares for her yearly eye exam.
Angela Boatwright
Ashlee Simpson
A serene-looking Ashlee Simpson poses for her exclusive MTV photo shoot in New York.
Angela Boatwright
Ashlee Simpson
Today she's blonde. Tomorrow, who knows what color hair Ashlee Simpson will wake up with?
Angela Boatwright
Ashlee Simpson
Ashlee Simpson fears no direct eye contact. She gives the MTV camera her undivided attention.
Angela Boatwright
Ashlee Simpson
Ever the hair-color chameleon, Ashlee Simpson ponders her next move.
Angela Boatwright
Ashlee Simpson
The camera can't help loving Ashlee Simpson.
Angela Boatwright
Ashlee Simpson
This is Ashlee's good side. Not to be confused with her other side, which is also her good side.
Angela Boatwright
Ashlee Simpson
Ashlee Simpson shows you her serious face.
Angela Boatwright
Ashlee Simpson
Somehow Ashlee Simpson manages to wake up each day looking hotter than the last. We don't know how she does it, we just know she does. Check out exclusive photos of Ashlee at MTV HQ in New York.
Angela Boatwright
Ashlee Simpson
Ashlee Simpson and Pete Wentz arrive at the White House Correspondents' Association dinner on April 26, 2008 in Washington, DC.
Nancy Ostertag/Getty Images
Ashlee Simpson
Singer Ashlee Simpson appears onstage during MTV's Total Request Live at the MTV Times Square Studios on February 25, 2008 in New York City.
Getty Images
Ashlee Simpson
Ashlee Simpson, 23, is best known for her relationship with emo rocker Pete Wentz but, Mrs. Wentz has released 3 solo albums.
Bryan Bedder/Getty Images
Ashlee Simpson
Singer Ashlee Simpson and musician Pete Wentz arrive at the Legendary Clive Davis Pre-Grammy Party held at the Beverly Hilton Hotel on February 9, 2008 in Beverly Hills, California.
Getty Images
Ashlee Simpson
Singer Ashlee Simpson arrives at the 2007 MTV Video Music Awards held at The Palms Hotel and Casino on September 9, 2007 in Las Vegas, Nevada.
Ethan Miller/Getty Images
Ashlee Simpson
Ashlee Simpson attends the Asian Society Southern California Gala Dinner at the Beverly Hilton Hotel on May 16, 2007 in Beverly Hills, California.
Frederick M. Brown/Getty Images
Ashlee Simpson
Ashlee Simpson arrives at the 2007 MTV Video Music Awards held at The Palms Hotel and Casino on September 9, 2007 in Las Vegas, Nevada.
Ethan Miller/Getty Images
Ashlee Simpson
Musician Pete Wentz of Fall Out Boy and singer Ashlee Simpson attend Kanye West's 30th birthday celebration at Louis Vuitton on June 07, 2007 in New York City.
Brad Barket/Getty Images
Ashlee Simpson
Ashlee Simpson and Pete Wentz
© Misshapes
Ashlee Simpson
Ashlee Simpson's BCBG Max Azria bubble dress is the perfect match for her bubbly personality.
Ethan Miller/Getty Images
Ashlee Simpson
Ashlee Simpson gets glam in a BCBG black bubble dress.
Jordan Strauss/Wireimage.com
Ashlee Simpson
A revamped Ashlee Simpson turns it out in head-to-toe black and matches Fall Out boyfriend Pete Wentz.
Jordan Strauss/Wireimage.com
Ashlee Simpson
Singer Ashlee Simpson attends the BCBG Max Azaria Spring 2008 Fashion Show at the Tent in Bryant Park during the Mercedes-Benz Fashion Week Spring 2008 on September 5, 2007 in New York City.
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Ashlee Simpson
Ashlee Simpson and father Joe Simpson pose backstage at the 2006 American Music Awards
Frazer Harrison/Getty Images
Ashlee Simpson
Ashlee Simpson and Beyonce Knowles pose backstage at the 2006 American Music Awards
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Ashlee Simpson
Amra Faye Wright and Ashlee Simpson
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Ashlee Simpson
Ashlee Simpson
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Ashlee Simpson
Ashlee Simpson
Ashlee Simpson
Ashlee Simpson
