Angelina Jolie has remained loyal to her signature style of blowout brunette hair, winged eyeliner and a bold red or neutral lip for years. However, the 46-year-old Academy Award winner’s look has evolved since she first burst onto the scene as a teenager. In the late ‘90s, Jolie experimented with various styles such as sculpted eyebrows, blue eyeshadow and even a shaved head. As she approaches her 47th birthday on June 4th, let’s take a trip down memory lane and revisit her early alternative days to see how her style has transformed into the glamorous present.
At the inception of her career, when Jolie was only 16, she got her hair curled for a portrait session. The year was 1994.
In 1997, she began to prefer thin and shaped eyebrows, but generally preferred a more natural appearance.
Subsequently, Jolie went through an alternative phase where she frequently altered her hairstyle. This phase began in 1997.
At the premiere of Playing God in New York back in 1998, the person in question sported a haircut that was almost a buzzcut but not quite.
At the 55th annual Golden Globe Awards held in 1999, Jolie opted for a less edgy look by toning down her pixie cut. She complemented it with blue eyeliner, adding a touch of elegance to her overall appearance.
During the 56th annual Golden Globe Awards in 1999, she underwent another significant change by dyeing her hair blonde.
In 1999, she confidently embraced and enhanced the glamorous appearance at the Screen Actors Guild Awards.
At the premiere of Girl, Interrupted in 2000, Jolie was sporting her trendy and finely-shaped eyebrows.
After that, she opted for a shade of blueish-grey as seen in this photo from the 57th annual Golden Globe Awards in 2000.
Jolie showcased her gothic side at the 72nd Academy Awards with her jet black hair and striking winged eyeliner, making quite the statement.
She opted for a subtler look with her eyeliner during the 6th annual Screen Actors Guild Awards in 2001.
During the 2003 Los Angeles premiere of Original Sin, the dye used for the red carpet made quite an impression by sticking around.
Jolie decided to try out a new look with some bangs for the premiere of Beyond Borders in New York in 2004.
In 2004, at the premiere of Sky Captain and the World of Tomorrow in Los Angeles, she started to appreciate her natural radiant appearance, which she complemented with winged eyeliner.
Jolie opted for a subtle lip look at the premiere of Mr. and Mrs. Smith in Los Angeles back in 2007.
At the premiere of Ocean’s Thirteen during the Cannes Film Festival in 2008, she rocked a standout yellow dress and complemented it with an effortlessly chic updo.
At the 14th Annual Screen Actors Guild Awards, her hair was shining and looked like it could be featured in a hair product advertisement. This was in 2009.
At the 2010 Academy Awards, Jolie decided to add some volume to her hair to showcase her stunning emerald jewelry.
During the London premiere of Salt in 2012, she sported a new look featuring bangs and highlights.
Jolie looked incredibly sophisticated with a daring red lipstick at the 84th Oscars ceremony in 2012.
She brought back the same style during the awards season, specifically at the 2012 Golden Globes. Fast forward to 2014.
Jolie opted to highlight her statement earrings once more during the premiere of Maleficent in Los Angeles, this time by pulling her hair back into a sleek ponytail. This move showcased her stunning accessories even more and added a touch of sophistication to her look.
During the premiere of Kung Fu Panda 3 in Los Angeles, she appeared with a natural look except for her winged eyeliner.
In 2018, she went for a bold look by putting on some extra mascara when she attended the premiere of The Breadwinner at the Toronto Film Festival.
Jolie opted for a bolder hair color choice at this year’s 75th Annual Golden Globe Awards.
Instead of choosing the typical red lipstick shade, she opted for a more unique and unconventional hue at the 23rd annual Critics’ Choice Awards in 2018.
At the 2019 EE British Academy Film Awards, Jolie made a stunning appearance by showcasing the full length of her lashes and elegantly pulling her hair back.
At the premiere of Maleficent: Mistress of Evil in Rome, the actor’s hair was styled in a way that gave it a subtle shine and volume, making them look stunning.
She switched things up by sporting a bold and shiny red lipstick during the Variety annual Power of Women event held in 2021.
In the following month of 2021, she made an appearance at the Eternals premiere in Los Angeles sporting perfectly shaped eyebrows and a stylish gold chin cuff.
Within a mere eight days after her film premiere, the actress returned to her classic appearance with shorter, wavy hair at the Rome Film Fest.