Lindsay Lohan first appeared on red carpets as a fresh-scrubbed, apple-cheeked 11-year-old starring in The Parent Trap. In those days, she dressed like most normal tweens did in the early aughts — think lots of Juicy Couture track suits, flared jeans, and babydoll dresses — her strawberry-blonde hair streaked with the occasional highlight. But as her star rose post–Mean Girls, she tackled edgier looks, swathing her newly adult figure in low-cut necklines and dying her hair a vampy deep auburn. When the tabloids began taking note of her activities, her fashion choices became even more pointed: She almost single-handedly started the trend of wearing leggings and slouchy tees in 2006, which she later incorporated into her own leggings brand, 6126, in 2008. It was around the same time that she began struggling with alcohol and drugs, which resulted in multiple trips to rehab; despite the negative attention, she remained hungry for the limelight, showing up to events in tight miniskirts and cleavage-baring tops, her hair color vacillating between bleach blonde and deep brown. Despite her checkered history and questionable employability, she remains one of the most carefully watched figures in pop culture today and continues to dress the part. Enjoy this look back through her most notable fashion moments, from the late nineties to the present.
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June 22, 2016Where: At the Butterfly Ball in London. Photo: Danny Martindale/WireImage
June 9, 2016Where: London.
Photo: WeirPhotos / Splash News
September 22, 2015Where: At Wonderland Magazine's 10th Anniversary Party in London. Photo: Keith Hewitt/GC Images
June 24, 2015Where: At the i-D 35 x Jeremy Scott for Moschino party celebrating i-D Magazine's 35th anniversary in London.
Photo: David M...June 24, 2015Where: At the i-D 35 x Jeremy Scott for Moschino party celebrating i-D Magazine's 35th anniversary in London.
Photo: David M. Benett/Getty Images
June 10, 2015Where: At the Louis Vuitton party in London.
Photo: Hewitt/JJ/GC Images
April 24, 2015Where: In London. Photo: Gotcha Images / Splash News
March 20, 2015Where: At Dstrkt Night Club in London. Photo: Keith Hewitt/GC Images
February 24, 2015Where: At The World's First Fabulous Fund Fair in aid of The Naked Heart Foundation in London. Photo: Stuart C. Wilson /Getty ...February 24, 2015Where: At The World's First Fabulous Fund Fair in aid of The Naked Heart Foundation in London. Photo: Stuart C. Wilson /Getty Images
February 21, 2015Where: At the Gareth Pugh show during London Fashion Week Fall/Winter 2015/16. Photo: Mike Marsland/Getty Images
February 3, 2015Where: Leaving Jimmy Kimmel Live in Los Angeles. Photo: RB/Bauer-Griffin
December 9, 2014Where: At the Sunday Times Style Xmas Party in London, England. Photo: David M. Benett/Getty Images
December 2, 2014Where: At the Chopard Christmas Party at Annabel's member's club in London, England. Photo: 2014 Keith Hewitt
September 2, 2014Where: At the GQ Men of the Year awards in London. Photo: 2014 Getty Images
July 1, 2014Where: At Newark International Airport.
What: Sweater by Zoe Karssen. Photo: Alo Ceballos/2014 Alo Ceballos
June 16, 2014Where: At the Moschino show during the London Collections: Men SS15. Photo: Tim P. Whitby/2014 Getty Images
June 2, 2014Where: Walking in London. Photo: Keith Hewitt/2014 GC Images
May 7, 2014Where: At Gabrielle's Gala in London, England. Photo: Mike Marsland/WireImage
April 7, 2014Where: Arriving at The Late Show with David Letterman.
What: Dress by Ashish, booties by Christian Louboutin. Photo: Patricia Sch...April 7, 2014Where: Arriving at The Late Show with David Letterman.
What: Dress by Ashish, booties by Christian Louboutin. Photo: Patricia Schlein/Star Max/GC Images
January 6, 2014Where: At the Sohu Fashion Achievement Awards in Shanghai, China. Photo: ChinaFotoPress/Getty Images
December 16, 2013Where: In SoHo, New York City. Photo: 2013 Alo Ceballos
December 13, 2013Where: At Z100's Jingle Ball in New York City. Photo: 2013 Kevin Mazur
September 19, 2013Where: Walking in SoHo, New York City. Photo: 2013 Alo Ceballos
April 11, 2013Where: At the the Scary Movie V Los Angeles premiere. Photo: 2013 Steve Granitz
April 9, 2013Where: Walking in New York City. Photo: 2013 Star Max
March 19, 2013Where: At the Santa Monica Police Station. Photo: Handout/2013 Santa Monica Police Department
March 18, 2013Where: Leaving a courthouse in Los Angeles, California. Photo: Valerie Macon/2013 Getty Images
February 6, 2013Where: Outside the amfAR Gala in New York City. Photo: Mike Coppola/2013 Getty Images
October 11, 2012Where: At Mr. Pink Ginseng Drink Launch Party in Beverly Hills, California. Photo: Valerie Macon/2012 Getty Images
May 9, 2012Where: At the A+E Network's Upfront event in New York City. Photo: Dimitrios Kambouris/2012 Getty Images
April 28, 2012Where: At the White House Correspondents' Association Dinner.
Photo: Paul Morigi/WireImage
April 24, 2012Where: At Star Magazine's "All Hollywood" Event.
Photo: Imeh Akpanudosen/Getty Image
April 15, 2012Where: At the Coachella Music Festival.
Photo: Christopher Polk/Getty Images
March 29, 2012Where: Walking outside of her probation status hearing.
Photo: Jean Baptiste Lacroix/WireImage
February 22, 2012Where: Walking outside of her probation status hearing.
Photo: Toby Canham/Getty Images
February 22, 2012Where: At Domingo Zapata's Oscar Art Show presented by Mr. C Beverly Hills.
Photo: Frederick M. Brown/Getty Images
February 11, 2012Where: Walking in New York City. Photo: Christopher Peterson/BuzzFoto/FilmMagic
February 8, 2012Where: At the amfAR New York Gala to Kick Off Mercedes Benz Fashion Week.
Photo: Jemal Countess/Getty Images
January 15, 2012Where: At the Weinstein Company Golden Globes after-party.
Photo: Jordan Strauss/WireImage
January 11, 2012Where: At the Weinstein Company and Audi Celebrate Awards Season.
Photo: John Shearer/Getty Images for Audi
December 14, 2011Where: Walking outside of her probation status hearing.
Photo: Toby Canham/Getty Image
November 2, 2011Where: Walking outside of her Probation Status Hearing.
Photo: Toby Canham/Getty Images
September 24, 2011Where: Walking with Philipp Plein during Milan Fashion Week. Photo: Photo by Tullio M. Puglia/Getty Images for Philipp Plein
September 23, 2011Where: At amfAR MILANO. Photo: Vittorio Zunino Celotto/Getty Images for amfAR
September 9, 2011Where: With Cynthia Rowley at the Cynthia Rowley spring 2012 runway show.
Photo: Duffy-Marie Arnoult/Contributo...September 9, 2011Where: With Cynthia Rowley at the Cynthia Rowley spring 2012 runway show.
Photo: Duffy-Marie Arnoult/Contributor/WireImage
July 21, 2011Where: Walking outside of her progress report hearing.
June 23, 2011Where: Walking outside of her probation status hearing.
Photo: Kevork Djansezian/Getty Images
May 7, 2011Where: At Tyler Shields Presents "Life Is Not a Fairytale."
Photo: Stefanie Keenan/WireImage
April 22, 2011Where: Walking outside of her preliminary hearing.
Photo: Toby Canham/Getty Images
April 5, 2011Where: Walking in New York City. Photo: James Devaney/FilmMagic
February 23, 2011Where: Walking outside of her preliminary hearing.
Photo: Jean Baptiste Lacroix/WireImage
February 9, 2011Where: Walking outside of her preliminary hearing.
Photo: Jae C. Hong/AP/Corbis
February 4, 2011Where: At the Giuseppe Zanotti Design Beverly Hills store opening.
Photo: John Sciulli/Getty Images for Giuseppe Zanotti Design
March 10, 2011Where: Walking outside of her preliminary hearing.
Photo: Toby Canham/Getty Images
September 24, 2010Where: Walking outside of her probation status hearing.
Photo: Toby Canham/Getty Images
September 14, 2010Where: Walking outside of Santa Monica Courthouse.
Photo: Jean Baptiste Lacroix/Contributor/WireImage
September 3, 2010Where: Shopping at the Grove in Los Angeles, California.
Photo: Jean Baptiste Lacroix/WireImage
July 20, 2010Where: At her probation status hearing.
Photo: Toby Canham/Getty Images
July 20, 2010Where: At the Los Angeles County Sheriff's Department.
Photo: Los Angeles County Sheriff’s Department via Getty Images
July 6, 2010Where: Walking outside of her probation status hearing.
Photo: Michael Buckner/Getty Images
July 6, 2010Where: At her probation status hearing.
Photo: David McNew/Getty Images
June 13, 2010Where: In Hollywood, California.
Photo: Jean Baptiste Lacroix/Contributor/WireImage
June 6, 2010Where: At the MTV Movie Awards.
Photo: Jason Merritt/Getty Images
May 24, 2010Where: Walking outside of her probation status hearing.
Photo: Toby Canham/Getty Images
May 17, 2010Where: At the Chopard 150th Anniversary Party at the Cannes Film Festival.
Photo: Pascal Le Segretain/Getty Images
May 17, 2010Where: Arriving at a press conference in Cannes, France.
Photo: Vittorio Zunino Celotto/WireImage
March 22, 2010Where: At the Adidas and Snoop Dogg More Malice Deluxe Album and Mini Movie Celebration.
Photo: Charley Gallay/WireImage
March 9, 2010Where: With Karl Lagerfeld at the Chanel fall 2010 runway show in Paris, France.
Photo: Dominique Charriau/WireImage
March 7, 2010Where: At the Turkish Vogue Edition Launch Party in Paris, France.
Photo: Julien Hekimian/WireImage
March 6, 2010Where: At the Viktor & Rolf fall 2010 runway show.
Photo: Julien M. Hekimian/Getty Images
March 5, 2010Where: With John Galliano at the Christian Dior fall 2010 runway show.
Photo: Eric Ryan/Getty Images
February 26, 2010Where: At Milan Fashion Week. Photo: Tullio M. Puglia/Getty Images
February 16, 2010Where: At the Brit Awards.
Photo: Fred Duval/FilmMagic
January 17, 2010Where: At the Warner Bros. and InStyle Golden Globes after-party.
Photo: Kevork Djansezian/Getty Images
January 16, 2010Where: At the Art of Elysium "Heaven" Gala Event.
Photo: Jason Merritt/Getty Image
October 31, 2009Where: At the Grand Opening of Kerzner Mazagan Beach Resort in Morocco. Photo: Gareth Cattermole/Getty Images
October 19, 2009Where: With Donatella Versace at the Whitney Museum Gala in New York City.
Photo: Dimitrios Kambouris/WireImage
October 4, 2009Where: With Estrella Archs walking in the Emmanuel Ungaro spring 2010 runway show in Paris, France.
Photo: Pasca...October 4, 2009Where: With Estrella Archs walking in the Emmanuel Ungaro spring 2010 runway show in Paris, France.
Photo: Pascal Le Segretain/Getty Images
September 25, 2009Where: At the F1 Rocks Singapore Concert.
Photo: Jun Sato/WireImage
September 7, 2009Where: Walking in New York City. Photo: Justin Campbell/BuzzFoto/FilmMagic
September 5, 2009Where: Walking to the Roxy in Bevery Hills, California.
Photo: David Aguilera/BuzzFoto/FilmMagic
August 17, 2009Where: At the screening of Inglourious Basterds.
Photo: Andrew H. Walker/Getty Images for The Weinstein Company
June 27, 2009Where: At her 23rd birthday party in Las Vegas, Nevada.
Photo: Ethan Miller/Getty Images for Wet Republic
April 22, 2009Where: At the Us Weekly Hot Hollywood event.
Photo: Jeff Kravitz/FilmMagic
April 15, 2009Where: At the launch of A/X Watches.
Photo: Michael Buckner/Getty Images
February 15, 2009Where: At the Matthew Williamson New York Store Opening. Photo: Rabbani And Solimene Photography/WireImage
February 5, 2009Where: At the Jenni Kayne and Andy Lecompte Salon Party in West Hollywood, California.
Photo: Jeff Vespa/WireImage
December 13, 2008Where: With Samantha Ronson in Miami International Airport.
Photo: Miguel Garcia/WireImage
November 14, 2008Where: With Samantha Ronson at VIP Room Theatre in Paris, France.
Photo: Julien Hekimian/WireImage
November 14, 2008Where: At Lindsay Lohan's "6126" Launch. Photo: Andrew H. Walker/Getty Images
September 7, 2008Where: At the MTV Video Music Awards.
Photo: Steve Granitz/WireImage
September 7, 2008Where: At the MTV Video Music Awards.
Photo: Kevin Mazur/WireImag
September 6, 2008Where: At the Charlotte Ronson spring 2009 runway show in New York City.
Photo: Stephen Lovekin/Getty Images for IMG
July 28, 2008Where: With Samantha Ronson walking in New York City. Photo: James Devaney/WireImage
July 17, 2008Where: At the Sephora Celebrates Ten Years of Gorgeous event.
Photo: Jamie McCarthy/WireImage
June 1, 2008Where: At the MTV Movie Awards.
Photo: Jeffrey Mayer/WireImage
May 23, 2008Where: At the Dolce and Gabbana Party at the Cannes Film Festival.
Photo: Stefano Meluni/LaPresse/dpa/Corbis
April 28, 2008Where: At the LG Electronics' Launch of the Scarlet series.
Photo: Jordan Strauss/WireImag
April 19, 2008Where: At "Samantha Ronson Spins at Hawaiian Tropic Zone," in New York City.
Photo: Astrid Stawiarz/Getty Images
March 14, 2008Where: At the Scandinavian Style Mansion.
Photo: Jordan Strauss/WireImage
February 13, 2008Where: At the Fendi Store Opening in Beverly Hills, California.
Photo: Donato Sardella/WireImage
February 9, 2008Where: At the Clive Davis Pre-Grammy Party.
Photo: Vince Bucci/Getty Images
January 16, 2008Where: At the premiere of Cloverfield. Photo: Michael Buckner/Getty Images
December 5,2007Where: At a commerical shoot in Los Angeles, California. Photo: Todd Williamson/WireImage
November 15, 2007Where: At the Los Angeles County Sheriff's Department.
Photo: Los Angeles County Sheriff’s Department via Getty...November 15, 2007Where: At the Los Angeles County Sheriff's Department.
Photo: Los Angeles County Sheriff’s Department via Getty Images
July 2, 2007Where: At her 21st birthday party. Photo: Kevin Mazur/WireImage
May 18, 2007Where: With Karl Lagerfeld at the Chanel Cruise Show.
Photo: Mark Mainz/Getty Images for Chanel
May 16, 2007Where: At the Maxim Hot 100 Party.
Photo: Evan Agostini/Getty Images
May 8, 2007Where: At the Georgia Rule premiere in New York City.
Photo: Jamie McCarthy/WireImage
May 7, 2007Where: At the MET Costume Institute Benefit Gala Presents "Poiret: King of Fashion."
Photo: Peter Kramer/Getty Images
May 5, 2007Where: In New York City. Photo: James Devaney/WireImage
April 28, 2007Where: At the Coachella Valley Music and Arts Festival.
Photo: Michael Tran/FilmMagic
April 26, 2007Where: At the Us Weekly Magazine Hot Hollywood Party.
Photo: Stephen Shugerman/Getty Images
April 13, 2007Where: With Samantha Ronson at a Charlotte Ronson event in Tokyo, Japan.
Photo: Junko Kimura/Getty Images for Showroom Seven
January 11, 2007Where: At the "Chanel And Sienna Miller Host an Intimate Dinner."
Photo: Frazer Harrison/Getty Images for Chanel
November 29, 2006Where: At the GQ Man of the Year Awards.
Photo: Lester Cohen/WireImage for GQ Magazine
November 17, 2006Where: At the Donna Karan Gold Fragrance Launch.
Photo: Nick Harvey/WireImage
November 1, 2006Where: At the AFI FEST presented by Audi opening night gala of Bobby.
Photo: Vince Bucci/Getty Images for Audi
November 2006Where: With Elijah Wood in Bobby.
October 25, 2006Where: At the "Gucci by Gucci" Book Party With Film Foundation.
Photo: Donato Sardella/WireImage for Guccio Gucci Spa
October 18, 2006Where: At the Tommy Hilfiger Paris Store Opening Cocktail. Photo: Tony Barson/WireImage
September 5, 2006Where: At the Venice Film Festival.
Photo: Franco Origlia/Getty Images
June 27, 2006Where: At the Benefit the Charlize Africa Outreach Program event. Photo: Eric Charbonneau/WireImage
June 15, 2006Where: In New York City. Photo: RJ Capak/WireImage
June 9, 2006Where: Shopping in New York City. Photo: Mel Bouzad/FilmMagic
June 8, 2006Where: At Cartier and Interview Magazine Celebrate Love.
Photo: Peter Kramer/Getty Images
June 5, 2006Where: With Karl Lagerfeld at the CFDA Fashion Awards. Photo: Evan Agostini/Getty Images for CFDA
June 4, 2006Where: At the A Prairie Home Companion premiere.
Photo: Evan Agostini/Getty Images
June 2, 2006Where: With Karl Lagerfeld at the Dom Perignon Rose Party in Los Angeles, California.
Photo: Stephane Cardinale/Peop...June 2, 2006Where: With Karl Lagerfeld at the Dom Perignon Rose Party in Los Angeles, California.
Photo: Stephane Cardinale/People Avenue/Corbis
May 23, 2006Where: At the GQ / Calvin Klein Celebrity Poker Tournament Benefiting Peace Games.
Photo: Donato Sardella/WireImage
May 9, 2006Where: At the premiere of Just My Luck.Photo: Michael Buckner/Getty Images
May 1, 2006Where: At the MET Presents "Anglomania: The Costume Institute Benefit Gala."
Photo: Peter Kramer/Getty Imag...May 1, 2006Where: At the MET Presents "Anglomania: The Costume Institute Benefit Gala."
Photo: Peter Kramer/Getty Images
April 18, 2006Where: At the Condé Nast Traveler Hot List Party.
Photo: Bryan Bedder/Getty Images
April 18, 2006Where: At the Prada celebrates the opening of the "Waist Down: Skirts by Miuccia Prada" exhibition after-party.
Photo:...April 18, 2006Where: At the Prada celebrates the opening of the "Waist Down: Skirts by Miuccia Prada" exhibition after-party.
Photo: RJ Capak/WireImage
April 18, 2006Where: At the Prada celebrates the opening of the "Waist Down: Skirts by Miuccia Prada" exhibition.
Photo: Jamie McCart...April 18, 2006Where: At the Prada celebrates the opening of the "Waist Down: Skirts by Miuccia Prada" exhibition.
Photo: Jamie McCarthy/WireImage
April 1, 2006Where: At the Kid's Choice Awards.
Photo: Frazer Harrison/Getty Images
March 31, 2006Where: With Samantha Ronson at the Diesel Presents Young Hollywood Awards Countdown.
Photo: Lester Cohen/WireImage...March 31, 2006Where: With Samantha Ronson at the Diesel Presents Young Hollywood Awards Countdown.
Photo: Lester Cohen/WireImage for Diesel
March 9, 2006 Where: At the Cinema Society & Piaget host the premiere of Ask the Dust in New York City.
Photo: Evan Agostini/Getty I...March 9, 2006 Where: At the Cinema Society & Piaget host the premiere of Ask the Dust in New York City.
Photo: Evan Agostini/Getty Images
March 5, 2006Where: At the Vanity Fair Oscar party.
Photo: Mark Mainz/Getty Images
February 28, 2006Where: Atthe General Motors Ten Celebrity Fashion Show in Los Angeles, California.
Photo: Steve Granitz/WireImage
February 12, 2006Where: With Meryl Streep at the A Prairie Home Companion photocall and press conference in Berlin, Germany.
Pho...February 12, 2006Where: With Meryl Streep at the A Prairie Home Companion photocall and press conference in Berlin, Germany.
Photo: Sean Gallup/Getty Images
February 6, 2006Where: With Ali and Dakota Lohan at Child Magazine's fall 2006 runway show.
Photo: Bryan Bedder/Getty Images for...February 6, 2006Where: With Ali and Dakota Lohan at Child Magazine's fall 2006 runway show.
Photo: Bryan Bedder/Getty Images for Child Magazine
February 3, 2006Where: Walking in the Heart Truth Red Dress runway show.
Photo: Arun Nevader/FilmMagic
December 31, 2005Where: Walking in Miami, Florida. Photo: Uri Schanker/Getty Images
December 3, 2005Where: At the VH1 Big in '05 event.
Photo: KMazur/WireImage
December 1, 2005Where: At the GQ Men of the Year Celebration.
Photo: David Livingston/Getty Images
November 22, 2005Where: At the American Music Awards.
Photo: Vince Bucci/Getty Images
November 16, 2005Where: At the Gucci Fashion Show Benefitting the Childrens Action Network.
Photo: Mark Mainz/Getty Images
November 11, 2005Where: With Ali Lohan at MTV's TRL.Photo: Peter Kramer/Getty Images
October 22, 2005Where: At the CFDA/Vogue fashion show sponsored by Cartier in Los Angeles, California.
Photo: Donato Sardella/WireImage for Vog...October 22, 2005Where: At the CFDA/Vogue fashion show sponsored by Cartier in Los Angeles, California.
Photo: Donato Sardella/WireImage for Vogue and Vogue.com
November 3, 2005Where: At the Fendi Flagship Store Opening and Announcement of the Fendi Rome Prize Fellowship at the American Academy in Rome, ... November 3, 2005Where: At the Fendi Flagship Store Opening and Announcement of the Fendi Rome Prize Fellowship at the American Academy in Rome, Italy.
Photo: Lawrence Lucier/FilmMagic
September 30, 2005Where: In the "Confessions of a Broken Heart" music video.
Photo: James Devaney/WireImage
September 20, 2005Where: At the Teen Vogue Young Hollywood Issue Party.
Photo: Photo by Matthew Simmons/Getty Images
September 16, 2005Where: At Lydia Hearst's 21st Birthday Hosted by Heatherette.
Photo: Donald Bowers/Getty Images
September 14, 2005Where: At the Dior and the Cinema Society Present a Proof screening.
Photo: Jamie McCarthy/WireImage
September 12, 2005Where: At the Marc Jacobs spring 2006 runway show.
Photo: Lawrence Lucier/FilmMagic
August 28, 2005Where: With Ashlee Simpson at the MTV Video Music Awards. Photo: Jeff Kravitz/FilmMagic, Inc
August 27, 2005Where: At the Yele Haiti Benefit.
Photo: Matthew Peyton/Getty Images for Yele
August 25, 2005Where: At the Men's Vogue Party in New York City.
What: Dress by Ralph Lauren. Photo: Rabbani and Solimene Photography/WireImage
August 13, 2005Where: With Samantha Ronson at "Teen People Celebrates Its Second Annual Young Hollywood Issue."
Photo: Chris Polk/Fil...August 13, 2005Where: With Samantha Ronson at "Teen People Celebrates Its Second Annual Young Hollywood Issue."
Photo: Chris Polk/FilmMagic
June 21, 2005Where: Visiting The Early Show.Photo: James Devaney/WireImage
June 19, 2005Where: At the premiere of Herbie: Fully Loaded in Hollywood, California.
Photo: Mark Mainz/Getty Images
June 19, 2005Where: At Lindsay Lohan's birthday celebration and Herbie: Fully Loaded post-premiere party.
Photo: L. Cohen/WireImage for PMK/HBH
June 7, 2005Where: At the premiere of Mr. & Mrs. Smith. Photo: Vince Bucci/Getty Images
June 4, 2005Where: At the MTV Movie Awards. Photo: Frederick M. Brown/Getty Images
June 1, 2005Where: With Paris Hilton at "An Evening With an Icon Happy Birthday Marilyn Monroe."
Photo: Michael Buckner/Getty Images
May 14, 2005 Where: At 102.7 KIIS-FM's Wango Tango.
Photo: Jason Squires/WireImage
May 13, 2005Where: At 102.7 KIIS-FM's Wango Tango.
Photo: J. Merritt/FilmMagic for Us Weekly Magazine
May 9, 2005Where: With Nicole Richie at Cartier Celebrates 25 Years in Beverly Hills in Honor of Project A.L.S. Photo: SGranitz/WireImage
April 22, 2005Where: With Nicole Richie at the Race to Erase MS Co-Chaired by Tommy Hilfiger and Nancy Davis.
Photo: SGranitz/WireImage
March 8, 2005Where: At the premiere of Hostage.
Photo: Evan Agostini/Getty Images
February 21, 2005Where: Atthe MTV TRL Awards.
Photo: Scott Gries/Getty Images
December 31, 2004Where: At MTV's Iced Out New Year's Eve.
Photo: Peter Kramer/Getty Images
December 7, 2004Where: At MTV's TRL.Photo: Scott Gries/Getty Images
September 1, 2004Where: With Wilmer Valderrama at the Latin Grammy Awards.
Photo: Frazer Harrison/Getty Images
August 7, 2004Where: At the Teen People Young Hollywood Issue Party.
Photo: Frazer Harrison/Getty Images
June 5, 2004Where: Performing at the MTV Movie Awards.
Photo: Kevin Winter/Getty Images
June 5, 2004Where: Accepting the award for "BreakThrough Female" at the MTV Movie Awards.
Photo: Kevin Winter/Getty Images
June 5, 2004Where: At the MTV Movie Awards.
Photo: Frank Micelotta/Getty Images
June 5, 2004Where: At the MTV Movie Awards.
Photo: Chris Polk/FilmMagic
May 24, 2004Where: At Miramax Films, Archie Comics, and Kitson New Apparel Line Launch Featuring "Betty and Veronica."
Photo: Giulio ...May 24, 2004Where: At Miramax Films, Archie Comics, and Kitson New Apparel Line Launch Featuring "Betty and Veronica."
Photo: Giulio Marcocchi/Getty Images
May 21, 2004Where: At anMTV Movie Awards Promo Shoot.
Photo: Scott Gries/Getty Images
May 21, 2004Where: At an MTV Movie Awards Promo Shoot.
Photo: Scott Gries/Getty Images
April 23, 2004Where: On MTV's TRL.Photo: Scott Gries/Getty Images
April 23, 2004Where: At the premiere of Mean Girls in New York City.
Photo: Lawrence Lucier/FilmMagic
April 19, 2004Where: At the premiere of Mean Girls.Photo: SGranitz/WireImage
April 2004Where: With Amanda Seyfried and Lacey Chabert in Mean Girls.
April 3, 2004Where: At the Nickelodeon's Kids' Choice Awards.
Photo: SGranitz/WireImage
March 12, 2004Where: At MTV Spring Break in Cancun, Mexico.
Photo: Scott Gries/Getty Images
February 29, 2004Where: At the Vanity Fair Oscar party.
Photo: Jean-Paul Aussenard/WireImage
February 16, 2004Where: Walking in New York City. Photo: Arnaldo Magnani/Getty Images
January 13, 2004Where: At the "Teen People What's Next in New Talent in 2004 and Salutes Former What's Next Honorees" event.
Photo: M...January 13, 2004Where: At the "Teen People What's Next in New Talent in 2004 and Salutes Former What's Next Honorees" event.
Photo: Mark Mainz/Getty Images
December 31, 2003Where: At M&M's Candy Black and White Launch Party. Photo: Theo Wargo/WireImage for Fingerprint Communications
December 14, 2003Where: At the Cheaper by the Dozen premiere in Los Angeles, California.
Photo: SGranitz/WireImage
August 28, 2003Where: At the MTV Video Music Awards. Photo: Jim Spellman/WireImage
August 6, 2003Where: With Dina Lohan at the Freaky Friday Mother/Daughter Fashion Show.
Photo: J. Countess/WireImage
August 4, 2003Where: With Jamie Lee Curtis at the premiere of Freaky Friday.
Photo: Albert L. Ortega/WireImage
August 2, 2003Where: At the Teen Choice Awards. Photo: Jeffrey Mayer/WireImage
November 4, 2002Where: At the Neil Bogart Memorial Fund Concert.
Photo: Frazer Harrison/Getty Images
October 27, 2002Where: With Chad Michael Murray at the premiere of Santa Claus 2.
Photo: Frederick M. Brown/Getty Images
March 10, 2002Where: At the premiere of Ice Age.
Photo: Jim Spellman/WireImage
July 2, 1998Where: At The Parent Trap premiere in Los Angeles, California. Photo: Steve Granitz Archive/WireImage
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