Tracking the transformation of Angelina Jolie’s hair and beauty from a non-traditionalist rebel to a glamorous Hollywood icon and UN representative.
Angelina Jolie’s beauty and hair choices have been a constant source of inspiration since she burst onto our screens in the 90s. Her iconic looks range from a slicked back French plait in Tomb Raider to her signature feline flick on red carpets, as well as her naturally plump lips. Over the years, her style has evolved from a cute pixie crop and brown lipstick to classic Hollywood curls paired with bold lips. Angelina is also recognized for the unforgettable characters she played, including Lisa Rowe in Girl, Interrupted and Maleficent with sharp prosthetic cheekbones and a dramatic red lip. Recently, she has been spotted with classic winged eyeliner, soft smokey eyes, sophisticated updos, and classic waves. On her 46th birthday, let’s celebrate some of her best hair and beauty moments. For more celebrity beauty inspiration, check out the best red carpet beauty looks of all time, beauty transformations of A-listers, the best and worst beauty looks of 2020, and the most accomplished, talented, and beautiful actresses of all time. If you want to try recreating Angelina’s signature winged eyeliner, consider trying viral eyeliner hacks for perfect and symmetrical application every time.
It was just another day for a 13-year-old Ange attending the Oscars in 1988. She was seen cosying up to her acting legend father Jon Voight and brother James on the Academy Awards’ red carpet. It’s hard to believe that in just 10 years, she would be walking that same carpet on her own as a Hollywood star in her own right.
In 1993, a young Angelina Jolie quit acting classes at the age of 14 and aspired to become a funeral director. She adopted an all-black wardrobe, dyed her hair purple and spent most of her leisure time moshing with her boyfriend whom she lived with. She later ventured into modeling and appeared in music videos for artists such as Meatloaf and Lenny Kravitz. However, her passion for acting eventually led her back to Hollywood.
In 1997, Angelina Jolie made her debut in Hollywood through her role in the movie “Hackers.” It was during this time that she met Jonny Lee Miller, a British actor whom she eventually married. Their wedding was an unconventional one as Angelina wore black rubber pants and a white shirt with Jonny’s name written on it in blood. The actress donned a cute pixie cut hairstyle during this era while opting for muted and cool-toned makeup.
In the year 1998, Angie graced the red carpet of the Golden Globes with a quintessential 90s style. She had a slicked-down pixie cut and adorned her eyes with blue eyeshadow.
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In January of 1999, Angelina Jolie was making her mark in the young Hollywood acting scene, scoring roles in The Bone Collector and Pushing Tin. It was during filming for the latter that she met her soon-to-be husband, Billy Bob Thornton. Despite still opting for minimal eye make-up, Jolie showed off a bold, berry-colored bob, making a statement with her hair as well as her talent.
In February of 1999, Rex Features captured a stunning image of Angelina Jolie on the red carpet at the Oscars. Her pale complexion, piercing red eyes, softly colored lips, and luscious strawberry-blonde hair gave her an otherworldly appearance, almost like a fairy or goddess.
In August 1999, Angelina Jolie decided to go all out blonde for her role as the sociopathic Lisa in the amazing movie Girl, Interrupted. Her performance was so stunning that within weeks, she became the critics’ favorite and the role earned her three major awards during Awards season, including the highly-coveted Academy Award for Best Supporting Actress.
In February 2001, Rex Features captured Angelina Jolie’s Hollywood transformation at the Golden Globes. The actress appeared radiant and bronzed while sporting an elegant up-do and shimmery oyster-colored makeup on her eyes and lips. However, true to her unconventional style, Jolie also proudly displayed her new tattoo of her husband at the time, Billy Bob Thornton. The couple’s eccentric love was on full display, including their habit of wearing vials of each other’s blood as necklaces. As they say, to each their own.
In July 2001, Angelina Jolie was spotted wearing a wig for her role in the indie movie, “Life, Or Something Like It”. Interestingly, she had gone platinum blonde for the role, but it didn’t quite look great.
In August of 2001, Angelina Jolie stunned onlookers as she graced the BAFTAs red carpet. Her glowing and bronzed appearance made it evident that she had spent some quality time in the sun. The actress rocked a no-makeup look, allowing her natural beauty to shine through. She styled her hair in a simple yet elegant half-up, half-down ‘do, completing her relaxed and effortless look.
In May 2003, Angelina Jolie graced the Hollywood premiere of “Lara Croft: Tomb Raider” with her iconic half-up, half-down hairstyle and mesmerizing feline flicked eyes. She flaunted a flawless and glowing complexion along with her long black hair, exuding the charm that we all adore today.
In May 2003, Angelina Jolie made an appearance at the Hollywood premiere of Lara Croft: Tomb Raider looking every bit like the beautiful and flawless actress we all know and love. Her striking features included her signature half-up, half-down hairstyle with lengthy black locks, a perfectly radiant complexion, and those feline-esque flicked eyes that she’s known for. While her personal life had seen some changes, such as her divorce from Billy Bob Thornton, she had gained a precious son in seven-month-old Maddox, who was Cambodian-born. This was just the beginning of the many gorgeous children that she would welcome into her life.
In February 2004, Angelina Jolie made heads turn with her sultry and sexy appearance on the Oscars red carpet. She sported Egyptian-style flicked eyes that added to her captivating look. Her peachy lip completed the ensemble with perfection. The PA Photos captured her stunning appearance for all to admire.
During her visit to promote the animated movie Shark Tale in September 2004, Angelina Jolie opted for a different look by ditching her usual black attire and instead wearing a beautiful floral satin outfit. She also styled her hair in a honey-hued shade and added a pop of color to her lips with a coral gloss. Photos of her during this event were taken by PA Photos.
In October 2004, Angelina Jolie was captured by PA Photos sporting a stunning and delicately highlighted new hairstyle. Her messy up-do look was absolutely amazing and left us in awe.
In January 2005, PA Photos captured a moment where she turned up her glamour by donning black leather, dark hair and smoky eyes for the world premiere of “Mr & Mrs Smith”.
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In June of 2005, Angie was still experimenting with her appearance by sporting trendy, highlighted hair with a tousled texture. She also rocked a neon, matte lip to top off her unique style.
In October 2005, the United Nations Association hosted its annual dinner in New York and the attire of choice was classic and elegant. PA Photos captured the sophisticated fashion sense of attendees at the event.
In November 2006, PA Photos captured her on a compassionate mission to India, where she devoted her time to Sikh Afghan and Myanmar refugees while filming for her latest movie, A Mighty Heart.
In January 2007, Angelina Jolie made her first red carpet appearance with Brad Pitt. She stuck to her signature style of bold eyeliner and a neutral lip, but also displayed her fresh tattoos. The previous “Billy Bob” tattoo had disappeared, and in its place were coordinates marking the birthplaces of her children.
In May 2007, Angelina Jolie made a stunning appearance at the Cannes Film Festival wearing a bright canary yellow dress. She paired her ensemble with a half-up, half-down hairstyle for the premiere of Brad Pitt’s latest movie, Ocean’s 13. Additionally, she showcased a new addition to her upper left arm tattoo: the geographical coordinates of her three-year-old Vietnamese orphan son, Pax’s birthplace.
In May 2008, Rex Features captured Angelina Jolie at the Cannes red carpet, radiating with joy and beauty. After numerous rumors circulated in tabloids regarding her pregnancy, Jolie finally confirmed that she was indeed expecting twins.
In October 2008, PA Photos captured Angelina Jolie’s stunning transformation just a few months after giving birth to her twins, Knox Léon and Vivienne Marcheline. She rocked a darker hair color and sported smoky eyes while keeping her signature nude lips glossy.
In 2009, Ange appeared at the highly anticipated premiere of her husband Brad’s movie, Inglourious Basterds, after much anticipation. She sported a casual and edgy biker-chic style, complete with tousled hair.
In August 2010, Angelina Jolie made a stunning appearance at the London premiere of the spy movie “Salt”. She debuted her new glossy hairstyle, featuring side-swept bangs that perfectly complemented her beautiful face. Her overall look was completed with a sultry smokey eye makeup that made her stand out from other celebrities on the red carpet.
Back in August 2010, Angelina Jolie rocked a stunning fringe and smokey eye combo at the Paris premiere of her movie. The look was absolutely glamorous and served as a major style inspiration for many.
In December 2010, Angelina Jolie had decided to grow out her bangs. However, she still managed to look glamorous with her half-up, half-down hairstyle at the New York premiere of her movie “The Tourist” alongside Johnny Depp. It was reminiscent of old Hollywood glamour and added to her overall stunning appearance.
Angelina Jolie made heads turn at the Golden Globe Awards with her stunning appearance in a dark chestnut hair color and an emerald green sequined Atelier Versace gown. Her minimalistic beauty look perfectly complemented the statement dress, making her a show-stopper of the night.
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Angelina Jolie stole the show at Cannes Film Festival in 2011 while attending the screening of Brad Pitt’s film, Tree of Life, directed by Terence Malik. Her stunning and effortless beauty caught everyone’s attention as she sported a natural look with her hair styled elegantly in a side-swept manner.
Angelina Jolie sported a classy chignon hairstyle and a stunning bronze and gold metallic eye make-up for a Parisian event in January 2012. Her makeup was a perfect example of how to achieve daytime beauty effortlessly.
In January 2012, Angelina Jolie dazzled on the Golden Globes’ red carpet with her stunning pale pink gown from Atelier Versace. She completed her look with a chic ballet bun, voluminous eyelashes, and a bold red lip.
In February of 2012, Rex Features showcased an exceptional beauty look at the Oscars, which could have been the most stunning one yet. Nevertheless, it was not the incredible make-up that caught everyone’s attention the following month, but her leg instead.
In March of 2012, Rex Features reported on Angelina Jolie’s stunning appearance at an event. By the time the Annual Women in The World Summit rolled around a month later, the initial excitement had subsided, but Angelina continued to turn heads with her gorgeous beauty looks.
Back in April 2012, PA Photos captured a stunning snapshot of Angelina Jolie at the Annual Women in The World Summit held in New York. Her appearance was remarkable, and it was further enhanced by the announcement of her engagement to Brad Pitt.
In November 2013, Angie rocked a chic up-do at the Academy Motion Picture Arts and Sciences 5th Annual Governors Awards in LA. Her make-up was minimalistic yet elegant, showing she’s got the look nailed.
Angelina made a stunning comeback at the Oscars red carpet in March 2014. She flaunted her naturally beautiful hair, leaving it loose and flowing. She also accentuated her eyes with bold, thick eyeliner and voluminous lashes to add extra oomph to her look. The overall effect was breathtaking.
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In May 2014, Angelina Jolie attended the London premiere of “Maleficent” at Kensington Palace with a beauty look that had a touch of the 60s. She went for an Old Hollywood style by sporting a low-slung chignon.
In May 2014, the actress stunned in another gorgeous look during a photo call for her highly anticipated Disney film. Her side-swept hair, voluminous lashes, and bold red lipstick were absolute showstoppers.
Back in June 2014, during the premiere of a movie in Tokyo, little did we know that Angelina Jolie was only a couple of months away from getting married to Brad Pitt. The wedding ceremony took place at their château in France.
Angelina Jolie looked stunning at the premiere of Unbroken in London, back in November 2014. She paired her elegant cream Ralph & Russo Couture attire with a sophisticated hair and makeup look. Her pretty up-do was perfectly complemented with smoky grey and black eye shades, along with a muted lip color.
Eddie Redmayne had a surprise encounter with a stunning woman at the Critics’ Choice Awards. He was caught off guard and couldn’t help but freeze in amazement. The woman had gorgeous, voluminous dark hair that added to her allure. Her makeup included a nude lip and dramatic feline lashes, completing her striking look. It was a star collision moment for Eddie.
In November 2015, Angelina Jolie graced the premiere of her film “By The Sea” with a smile on her face. Her hair was pushed back and her makeup was beautifully done, giving her a fresh and radiant look.
In September 2017, Angelina Jolie made a rare red carpet appearance in Canada. She looked stunning with her half-up, half-down hairstyle and beautiful eye makeup. Her nude lip completed the sophisticated look. The event was captured by Rex Features.
Ange was recently seen out and about looking absolutely stunning. Her red lipstick and perfectly styled waves really made her stand out in a crowd.
