Lindsay Lohan: Her style evolution
Lindsay Lohan's style has changed ten-fold since her days in Parent Trap. She's moved through the years like any adolescent would, experimenting with fashion.
Here, we take a look at LiLo all the way from her early days, to Mean Girls and through until now...
PA PhotosHow cute? The year was 2000, and the hard-partying, designer-wearing Lindsay we all know was then just a 14-year old whippersnapper.
PA PhotosThe trucker cap was definitely one of the Noughties biggest DONT’s as far as we’re concerned, but in the days before she hooked up with the boho-loving super-stylist Rachel Zoe, Linds was all about the frat boy head gear.
Rex FeaturesCome 2004 though and Lindsay was a Louis Vuitton-toting Mean Girl as Cady Heron in one of her most iconic roles to date.
PA PhotosIn the same year and Miss Lohan was dabbling in girly cocktail dresses and fake baking. She showed off a darker version of her strawberry blonde hair colour (and naturally pale complexion) at the MTV Movie Awards that year.
PA PhotosWith two albums under her belt, on her way to being voted number 10 in Maxim’s Hottest Women poll in 2005 and sporting a blonder ‘do, Lindsay's penchant for designer labels was becoming apparent thanks to this Roberto Cavalli military jacket, Buddhist Punk T-shirt and Tsubi skinnies.
PA PhotosChanneling her inner Kate Moss on an outing through New York's Soho in skinny jeans, cowboy boots, a Chloe Silverado bag and YSL sunglasses back in 2005. LiLo looked every-inch the teen star.
PA PhotosWhile hiring personal stylist Rachel Zoe-to-the-LA-stars definitely helped Lindsay’s fashion stock go stellar, she had some people worried by her ever decreasing waistline. She sported a distinctly slim figure in this pretty, floaty dress at the 2005 MTV Movie Awards.
PA PhotosLike Nicole Richie and Mischa Barton before her, a few quick lessons in style from Zoe and Lindsay was bagging spots in best dressed lists on both sides of the pond. We snapped her at the premiere of that Brad ‘n’ Ange film, Mr & Mrs Smith in 2005, in this fitted Gucci dress and a pair of Chloe heels.
PA PhotosTrucker caps be gone! Lindsay invested in some decent headwear in the form of this Eugenia Kim straw hat for lunch in New York. The Rogan shorts and Lanvin bag got a big thumbs up from us, too.
PA PhotosIt was goodbye to platinum blonde for Lindsay, as she switched her trademark red locks for a rich brunette colour later that same year, debuting the new 'do at the VH1 awards.
PA PhotosLindsay earned her modelling stripes as she took to the catwalk at a General Motors bash in early 2006, in this to-die-for lace bodice gown – ad campaigns for Jill Stuart, Miu Miu and Dooney and Bourke were still to come.
PA PhotosLinds hits the 2006 Oscars after-party in style, wearing this gorgeously draped full-length cream gown, complete with screen siren red lips and feline eye make-up.
PA PhotosPersonal pal Karl Lagerfeld gave Lindsay a hug at the CFDA Awards in 2006 as the teen star donned his brand Chanel for the event.
PA PhotosWhile we were loving brunette Lindsay, the GLAMOUR girls were secretly pleased when she went back to her redhead roots. She showed them (and her perfect figure) off in this Hervé Léger bandeau dress at a Cartier party.
PA PhotosLindsay channeled her inner Cali girl in this Calvin Klein bandeau skirt and loose silk top ensemble at a party for the brand in 2006.
PA PhotosSnagging a role in the acclaimed Bobby helped take teen queen Lindsay into new acting territory. She pulled a worthily sophisticated look out of the bag for the flick’s premiere and we very much liked this Spanish-influenced lace number.
PA PhotosWe struggled to keep up with Miss Lohan’s hair colour changes in 2006 but she struggled to keep her style crown. Experimenting with knee-high boots and denim shorts at a fashion party that year was a bold look and not one of our faves.
PA PhotosBarbie doll hair is never a good idea, Linds. Even if it is paired with the cutest Jill Stuart prom dress.
PA PhotosPlaying it safe sometimes pays off, as Lindsay taught us at 2007’s Costume Institute Gala. Sure, her Bally dress wasn’t the most daring choice of the night, but we still thought she looked nothing short of utterly fabulous.
PA PhotosLooking like she means business, Lindsay strutted her stuff on the Milan catwalks as she modelled for Dolce & Gabbana’s autumn/winter 2009 collection. Sadly for our favourite redhead, a DUI and drug possession arrest, plus some stints in rehab were still to come for her in 2007.
PA PhotosPrincess of the cocktail dress, a healthy, happy Lindsay gets it spot on in a cheeky purple bandeau dress by Dolce & Gabbana at the 2008 MTV Movie Awards.
PA PhotosRocking a summer-perfect outfit in LA in summer 2008, Lindsay worked a polka-dot Anna Sui camisole and an adorable Chanel bag as she hits the shops with former flame Samantha Ronson.
PA PhotosLindsay kept it in the family by posing on the front row of Charlotte Ronson’s spring 2009 show during New York Fashion Week. She was snapped wearing one of her girlfriend’s sister’s designs and a pair of suede Chloe booties.
PA PhotosOh-so-pretty in a Matthew Williamson floral print top, pink Christian Louboutin heels and a pair of leggings from her own newly launched line 6126 (named after Marilyn Monroe’s birthday).
PA PhotosIs it just us or is the outfit Lindsay Lohan wore to a voter’s initiative in 2008 so very, very Kate Moss?! If she had been taking tips from the style icon, it certainly worked – the GLAMOUR fashion team loved this printed mini dress and thick opaque tights combo.
PA PhotosWhat a difference six months makes... A newly-single Lindsay went a tad overboard with the tanning at her 23rd birthday party in Las Vegas in these teeny weeny white shorts and a slouchy cropped tee. Definitely not our favourite look - and that's in spite of the fierce fringed Alexander Wang boots.
PA PhotosBy September 2009, the platinum blonde locks were back and so were the chic little mini dresses – this time a G Star Raw number as she posed backstage at the spring/summer 2010 show at New York Fashion Week.
PA PhotosLindsay walked hand in hand with designer Estrella Archs on the Ungaro catwalk, after she was appointed as Artistic Advisor for the design house, causing chaos amongst the fash pack – with magazine WWD even calling the collection “an embarrassment”. Suffice to say, the collaboration didn't last much longer than a season.
PA PhotosIn January 2011, Lindsay Lohan wore a figure-hugging white tube dress and bare legs for a court appearance.
PA PhotosWhen Lindsay Lohan rejected a plea deal for grand theft at the Los Angeles Superior Court in March 2011, she raised eyebrows again when she appeared before the judge in a $725 beige leather Raquel Allegra dress.
Rex FeaturesBy the time Lindsay Lohan appeared in court in November 2011 for violating her probation, she had appropriate court dressing down-pat in this Marilyn Monroe-esque spotted day dress. It worked – despite ordering her to serve 30 days in jail, the lenient judge deferred her sentence so LiLo could complete a lucrative shoot for Playboy.
Rex FeaturesFast-forward six months though and Lindsay had thankfully made a return to her gorgeous russet long locks and this chic monochromatic outfit was a welcome change to her wardrobe.
PA PhotosLooking every inch the cute twenty-something as she pounded the pavements of New York, LiLo had clearly invested in some statement pieces in the spring of 2012, if this chic camel coat and Aviator sunglasses look was anything to go by.
WennA cute hat was Lindsay's style staple come the summer though and the actress was regularly seen sporting luxe festival inspired wear for her trips around town.
Rex FeaturesPlaying matchy matchy with her dress and her hair colour was a savvy fashion move and Linds totally pulled off this floor-length gown.
Rex FeaturesTrying a drop-waist silhouette Lindsay Lohan demonstrates pure chic in this black and white number for winter in New York.
Rex FeaturesOn the promo tour for her Elizabeth Taylor biopic Liz & Dick, Lindsay opted for this daring navel-bearing gown with cutaway detail and red gem embellishment. In truth, we weren't exactly sold on this one.
PA PhotosOpting for a classic Hollywood black satin dress at the 2012 White House dinner, Lindsay Lohan kept her naughty girl high hemlines at home, but didn’t disappoint her fashion critics, and wore a cheeky plunging neckline.
Splash NewsLindsay took a leaf out of Kanye's styling book with this leather-on-leather get-up and as a result there are almost no words for this leather baggy-trouser-jacket-faux-fur monstrosity.
WennAnother day, another outfit for court. Joined by mother Dina, Lindsay Lohan kept to sombre black for a hearing in this simple shift, sunglasses and, dare we say, slightly badass shoes.
PA PhotosFor another court appearance later that month, Lindsay opted for this directional white and sheer trouser co-ord and let her gorgeous russet red locks hang loose and lovely.
Rex FeaturesBack in New York though by October 2013 and there was so many parts of this outfit (a trench! OTT boots! That beanie!) that shouldn't work together, but somehow we really liked it.
Rex FeaturesMaking a statement with her "same old chic" tee, Lindsay opted for this embellished T-shirt dress and killer over-the-knee boots for a red carpet event.
Rex FeaturesKeeping to classic monochrome in March 2014 whilst grabbing a spot of lunch in New York, Lindsay looked nothing short of fab.
Rex FeaturesFrom trucker caps and midriff-baring ensembles to a structured, velvet mini dress by Balmain, Lindsay kept it chic and sharp for an appearance in July 2014 proving that her style has very much evolved right into the now.
