Angelina Jolie‘s beauty evolution reflects a journey from ‘90s rebellion to sophisticated Hollywood glamour, illustrating her transformation over more than three decades. This evolving image has marked her career from her early days as a student in Beverly Hills to her recent celebrated appearances at major events such as the 2025 Cannes Film Festival.
Early Expression of Individuality in the 1990s
As a Beverly Hills High School student known for her distinctive style, Angelina Jolie embraced bold fashion choices that set her apart. She described how she wore accessories like black boots adorned with large silver bat charms, demonstrating a rebellious edge early on. By 1998, Jolie’s appearance became more polished as she won her first Golden Globe for portraying George Wallace, sporting blue eyeshadow and glossed lips. The following year, she earned another Golden Globe for her role in Gia, further solidifying her rising star status.
Shift to Iconic Looks and Award Recognition
In 1999, Jolie made a notable change by going platinum blonde for the film Girl, Interrupted, though she kept her beauty routine simple, favoring minimal products like Carmex and lotion. This stark contrast from her natural dark hair made a bold impression. Her look for the 2000 Academy Awards, where she won Best Supporting Actress for the same film, featured striking elements such as Morticia Addams–style black hair extensions and winged eyeliner, with a nude lip ensuring her blue eyes remained the focal point.
Motherhood and Early 2000s Glamour
By 2003, Jolie had embraced a softer image as a new mother to adopted son Maddox, lightening both her hair and makeup. Her thin, pencil-like eyebrows and eyeliner on the waterline were early indicators of popular trends during the early 2000s. The following year, she adopted old Hollywood charm, with long retro curls and caramel highlights that added warmth and dimension to her look. In 2005, at the premiere of Mr. and Mrs. Smith, she sported voluminous ’60s-inspired hair and sleek liquid liner, demonstrating an ability to mix modernity with classic influences as her family grew with daughters Zahara and Shiloh.
Distinctive Elegance and Hairstyling Choices
At the 2007 Golden Globes, Jolie’s appearance was marked by a sleek bouffant updo reminiscent of classic cinema glamour. Hairstylist Ted Gibson noted,
“Angelina loves wearing her hair away from her face,”
emphasizing her preference for styles that highlight her facial features. During the same period, makeup artist Janeen Schreyer remarked on Jolie’s natural assets, saying,
“Her mouth is so large and beautiful,”
and noted a restrained approach to makeup. Ted Gibson added,
“She loves to keep a natural wave in her hair. It’s more sensual.”
Motherhood and Radiance During Late 2000s
While pregnant with twins Knox and Vivienne in 2008, Jolie radiated with voluminous hairstyles and subtle makeup featuring shimmery shadow and light pink lips at events like the Kung Fu Panda premiere. The following year, she maintained a soft, undone updo at the Screen Actors Guild Awards, evoking the relaxed elegance of the 1960s with slightly volumized hair and matte pink lips. Later in 2009, at Cannes for Brad Pitt’s film Inglourious Basterds, Jolie enhanced her signature lips with bright red lipstick, paired with tousled, side-flipped hair that balanced the bold choice.
Timeless Beauty Through the 2010s
Jolie’s 2010 look combined loose, voluminous hair with soft cat-eye liner and glossy lips—a quintessential combination seen during several red carpet appearances. At the 2011 Golden Globes, her chestnut hair complemented her cool undertones and highlighted her eyes, which appeared greener due to her skillful use of accessories. In 2012, Jolie made a bold statement with bright crimson lips and a slicked-back, slightly loose updo. The next year, she stunned crowds at the premiere of World War Z days after revealing her preventative double mastectomy, wearing a black Saint Laurent gown and sporting casual caramel curls that emphasized strength and elegance.
Exploring Hair Colors and Classic Hollywood Glamour
In 2014, Jolie brightened her hair with a shiny auburn shade, contrasting it with matte skin and lips for a distinctive appearance. Her Old Hollywood appeal continued in 2015 as she wore soft waves paired with a silver Atelier Versace gown and voluminous lashes, making her eyes appear larger. Jolie’s simple yet stunning beauty was on display again in 2016 during the Kung Fu Panda 3 premiere, where she sported smooth, straight hair and minimal makeup, underscoring her timeless allure.
Classic Red Lips and Vintage-Inspired Styles
The 2017 red carpet saw Jolie in retro curls and a classic red lip, which stood out against her fair complexion and was accentuated by a subtle smoky eye for added drama. In 2019, she evoked mid-century glamour with graphic eyeliner and semi-bouffant hair that framed her face with gentle tendrils. During the same year, Jolie presented a darker hair color and elegant look to promote Maleficent: Mistress of Evil, accentuated by a gold and silver sequin dress that emphasized her refined style.
Return to Timeless and Radiant Looks in the 2020s
At the 2021 UK premiere of The Eternals, Jolie’s radiant skin, minimal makeup, and glossy ash-brown hair reinforced her status as a timeless beauty icon. By 2024, she embraced blonde curls with a natural wave—despite her hair’s usual texture—and paired them with a vibrant red lip, projecting a lively and spirited image. In 2025, Jolie debuted a subtle hairstyle update including low-maintenance curtain bangs that refreshed her look while maintaining length and straightness.
Elegant Comeback at Cannes in 2025
After a hiatus of over ten years, Jolie returned to the Cannes Film Festival in 2025 with an elegantly understated appearance. She chose a “no-makeup” makeup style paired with long, loose blonde hair, showcasing her enduring beauty and charm on one of Hollywood’s biggest stages.
Enduring Impact and Inspiration
Angelina Jolie’s beauty evolution highlights not only her physical transformations but also her resilience and adaptability as an artist, mother, and public figure. From her rebellious beginnings to her current stature as a red carpet royalty, Jolie’s journey continues to inspire fans and fashion enthusiasts alike. Her ability to blend timeless elegance with personal authenticity promises to influence beauty trends and public perceptions in years to come.
Our Reader’s Queries
Q. What is Angelina Jolie diagnosed with?
A. Although Angelina Jolie had a difficult past, director Simon West saw this as a strength for her role in “Tomb Raider.” Her performance was very successful. Jolie has moved on from drugs and alcohol and now focuses her efforts on humanitarian activities.
Q. What diagnosis does Angelina Jolie have?
A. After actress Angelina Jolie revealed she had a double mastectomy due to a positive BRCA test in May 2013, many women were influenced by her and unnecessarily hurried to get genetic testing for BRCA mutations. A study published last month in the BMJ reached this conclusion.
Q. Is Angelina Jolie BPD?
A. During the 1990s, Angelina Jolie was told she had borderline personality disorder (BPD). In her youth, she frequently harmed herself. As she grew older, she experienced unstable relationships, uncertainty about her sexuality, and had trouble with eating disorders.
