From anti-establishment rebel to bona fide Hollywood glamazon and UN ambassador, we chart the mighty hair and beauty evolution of Angelina Jolie
1988 Attending the Oscars – just another day for a 13-year-old, right? Ange cosied up to her acting legend father Jon Voight and pre-bleach, brother James on the Academy Awards’ red carpet; who knew she’d be treading the carpet under her own steam in just 10 years? Of course, before that, Angelina had a little rebelling to do…
1993 …At 14, she dropped out of acting classes and dreamed of becoming a funeral director, wearing only black, dying her hair purple and spending all her free time moshing with her live-in boyfriend. Go Ange. After her teenage kick of a relationship came to an end two years later, Ange took up modelling and even featured in music videos from the likes of Meatloaf and Lenny Kravitz, before the call of the acting world drew her back to Tinseltown.
1997 After starring in her first fully-fledged Hollywood picture, Hackers (GREAT film, just by the way) Angelina met Brit actor Jonny Lee Miller and married him a year later, in black rubber pants and a white shirt – with his name written in blood on it, no less. During this era, the starlet sported a very cute pixie crop, pale skin and muted, cool-toned make-up.
January 1998 Walking the red carpet at the 1998 Golden Globes, Angie's look was pure 90s with lots of blue eye shadow and a smart slicked-down pixie crop.
January 1999 Now party to an amicable divorce from first love Jonny Lee Miller, Angelina was beginning to break her way into young Hollywood’s acting elite with roles in The Bone Collector and Pushing Tin – where she met soon-to-be next husband, Billy Bob Thornton. The actress was still sporting the "pale and interesting" look, with ivory powdered skin and subtle, barely-there eye make-up but now flaunted a full-bodied, berry-hued bob.
February 1999 Could Angelina look anymore like she’d stumbled off the set of a Vampire flick? With her icy white skin, red-tinged eyes, subtly stained über-pout and silky strawberry-blonde curls, Ms Jolie was more fright night than Oscar night.
August 1999 Flirting with full-on blonde for the first time in anticipation of her role as sociopathic Lisa in the fantastic Girl, Interrupted. Within weeks Angelina had become the critics’ darling and the role earned three trophies during Awards season. Including the coveted Academy Award for Best Supporting Actress.
February 2001 Ah-ha, we spy a Hollywood make-over underway. On the Golden Globes red carpet, Angelina looked sun kissed and glowing. The beautiful starlet swept her locks back into an elegant up-do and flirted with shimmering oyster shades on her lids and lips. But in a defiant act of rebellion becoming to the unconventional actress, Ange also showed off her new Billy Bob tattoo: the pair were now in all-weird, all-eccentric, I-love-you-so-much-I-could-bite-you marital bliss, and often proved their devotion by sporting vials of each-others' blood as necklaces. Yup. That actually happened.
July 2001 BAAAAH! Although turns out, this wig was just for a role. Angelina Jolie went platinum blonde (badly) on the set of indie flick, Life, Or Something Like It.
August 2001 Now enjoying the benefits of a little fake tan, Angelina looked sunkissed and radiant on the BAFTAs red carpet in 2001. With barely a scrap of make-up and a simple half-up, half-down 'do, her natural beauty was finally give the chance to shine through.
May 2003 Looking more like the Angelina we know and love, the actress showcased a flawless, radiant complexion and lengthy black locks in her signature half-up, half-down style and feline flicked eyes at the Hollywood premiere of Lara Croft: Tomb Raider.
May 2003 Looking more like the Angelina we know and love, the actress showcased a flawless, radiant complexion, lengthy black locks in her signature half-up, half-down style and feline-esque flicked eyes at the Hollywood premiere of Lara Croft: Tomb Raider. In her personal life, Angelina had divorced Billy Bob Thornton by now but she’d gained a son in seven-month-old, Cambodian-born Maddox – her first (of many) gorgeous children.
February 2004 Angelina looke sultry and sexy on the Oscars red carpet with Egyptian-style flicked eyes and a peachy pout.
September 2004 In town to promote her latest flick, the animated feature Shark Tale, Ange ditched the black, sporting pretty floral satin with honey-hued hair and a coral gloss.
October 2004 Looking pretty darn amazing with that delicately higlighted new 'do, we loved this messy up-do look on Angelina.
January 2005 But pretty soon she was sexing it up again, sporting black leather, dark locks and smouldering, smoky eyes for the world premiere of that movie, Mr & Mrs Smith. Within days, Ange was involved in a well-publicized Hollywood love triangle with a well-known Friend and a certain Brad Pitt.
June 2005 Six months later though and the pictures were everywhere. Brad and Ange were papped playing on a beach with her son Maddox – and the press were now dubbing the duo "Brangelina". On the red carpet though and Angie was continuing to change up her look with on-trend, highlighted and tousled tresses and a neon, matte lip.
October 2005 Going for classic and elegant at a United Nations Association annual dinner in New York. Brad and Ange had yet to confirm their relationship but Angelina did let slip that she was planning to adopt again – this time, a little girl; nine-month-old Zahara from Ethiopia. What she didn't let slip, however, was that she was expecting a mini Jolie-Pitt as well!
November 2006 Angelina Jolie gave birth to daughter Shiloh in May 2006. Here, she was snapped on a Humanitarian trip to India, where she spent time with Sikh Afghan and Myanmar refugees in-between filming for her latest role, A Mighty Heart.
January 2007 Opting for her fail-safe method of graphic eyeliner and a nude pout for her first red carpet appearance on the arm of Brad Pitt, Angelina also showed off her new tattoos. With the "Billy Bob" one long gone, the actress now sports the geographical coordinates of the birth places of her children.
May 2007 Looking gorgeously glam in a pop of colour, Ange sported this stunning canary yellow dress at the Cannes Film Festival with a sexy half-up, half-down ‘do for the premiere of Brad’s latest flick, Ocean’s 13. She also had a new addition to the tattoo on her upper left arm; the geographical coordinates of the birth place of new son, three-year-old Vietnamese orphan, Pax.
May 2008 A year later though and Angelina was positively blooming on the Cannes red carpet; following months of tabloid speculation, Jolie confirmed here that she was expecting twins, after her cheeky Kung Fu Panda co-star Jack Black pretty much dropped her in it with the awaiting paps!
October 2008 Just three months after giving birth to the most-anticipated twin babies on the planet, Knox Léon and Vivienne Marcheline, Ange amped up the sex appeal with a newly-darkened ‘do, smouldering eyes and her signature, nude and super glossy pout.
2009 After months of tabloid speculation, Ange turned up on the arm of Brad for the premiere of his film Inglourious Basterds. The rumour mill had been going into over-drive, with reports claiming and Brad and Ange were on the rocks. Her response? Slap on a leather mini dress and engage in a very public display of affection for the waiting paps. Good for you, girl!
August 2010 Debuting her brand new glossy, kinds side-swept new bangs at the London premiere of spy movie Salt, Angelina positively blew the red carpet competition out of the water with this gorgeous 'do and sultry smoky eye look.
August 2010At the movie's Paris premiere, Angelina worked the same fringe and smokey eye look to devastating effect.
December 2010By December of that year though and Angelina was growing out the bangs but channeled some old Hollywood glamour with this high rise half-up, half-down 'do at the New York premiere of her and Johnny Depp's movie, The Tourist.
January 2011Going back to a very rich but darker chestnut hue for Awards Season, Angelina looked utterly show-stopping with this simple beauty look and a a statement emerald green sequinned Atelier Versace gown at the Golden Globes.
January 2011Back at the Cannes Film Festival later that year though - for a screening of Brad's hotly-anticpated Terence Malik-directed movie, Tree Of Life - and Angelina made sure all eyes were on her in this gorgeous natural look with side-swept hair.
January 2012Working a more conservative chignon for an event in Paris, Angelina's bronze and gold metallic eye make-up was a masterclass in how to do daytime beauty.
January 2012Back round to Awards Season though and Angelina's pale pink and red - yep, you guessed it - Atelier Versace gown was topped off with a neat ballet bun, thick fluttery lashes and a hot red lip at the Golden Globes.
February 2012Despite nailing an absolutely winning - and potentially her most gorgeous - beauty look at the Oscars in 2012, it was not her scene-stealing make-up that would make headlines around the next month; it was in fact all about that leg.
March 2012Come the Annual Women in The World Summit a month later and some of the furor had died down but Angelina's gorgeous beauty looks were as good as ever.
April 2012Indeed, at another Annual Women in The World Summit in New York and her gorgeous beauty look was only surpassed by news that she and Brad Pitt were engaged!
November 2013Another sleek up-do for the Academy Motion Picture Arts and Sciences 5th Annual Governors Awards in LA and Angie's got the barely-there but totally elegant make-up thing down pat, now.
March 2014Making her return to the Oscars red carpet in spectacular fashion, Angelina let her naturally gorgeous hair hand loose and lovely whilst opting for thick lined eyes and va-va-voom lashes.
May 2014Rocking a slightly more 60s beauty look for the London premiere of Maleficent at Kensington Palace, Angie once again opted for a low-slung chignon in true Old Hollywood style.
May 2014Another day, another utterly beautiful look from the actress at a photo call for her much-anticipated Disney movie. We love the side-swept hair, full lashes and pillar box red lipstick look, here.
June 2014At the Tokyo premiere of the same film and Angelina was - unbeknownst to us! - just two months away from tying the knot with Brad Pitt, which they did in the couple's château in France.
November 2014For the Unbroken premiere in London, Angelina Jolie paired her chic cream Ralph & Russo Couture ensemble with an equally sophisticated hair and make-up look. A pretty up-do was complemented with a palette of smoky greys and blacks and a muted lip.
January 2015 Poor Eddie Redmayne, with this brazen beauty flying his way at the Critics' Choice Awards, he had little 'choice' but to freeze in shock...a star collision as they say. Her darker hair is voluminous and alluring, paired with a nude lip and feline lashes for good measure.
November 2015 Smiling at the premiere for By The Sea in November 2015, Ange sported pushed-back hair and stunning makeup.
September 2017Appearing in Canada on one of her first red carpet appearances in a while, Ange sported a half-up, half-down hairstyle and pretty eye makeup, finished with a nude lip.
September 2017Spotted looking gorgeous while out and about, Ange wowed with a striking red lipstick and perfect waves.
We're loving this half-up hairstyle and the gorgeous pink-toned red she's wearing on her lips. A knockout, as per usual!