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New look

Shiloh Jolie debuts hairstyle inspired by one of Angelina Jolie's most iconic '90s looks


Shiloh is looking more and more like her mom


Shiloh Jolie debuts hairstyle inspired by one of Angelina Jolie's most iconic '90s looks
Maria LoretoSenior Writer
SEPTEMBER 22, 2025 1:02 PM EDT

Shiloh Jolie isn't afraid to try out a new look. Angelina Jolie and Brad Pitt's daughter was photographed earlier this month, showing off a new hairstyle that made us immediately think about one of Angelina Jolie's most emblematic '90s looks. 

Angelina Jolie retained her blonde hair for a few months in 1999© Ron Galella Collection via Getty
Angelina Jolie retained her blonde hair for a few months in 1999

Jolie is no stranger to changing up her looks. While she usually sticks to her long and brown hair, in the '90s, she tried out different colors, including black and blonde hairstyles.

One of her most emblematic looks was a blonde hairstyle, which she had in the film "Girl, Interrupted," earning her first and only Academy Award.

Earlier this month, Shiloh was photographed alongside her rumored girlfriend Keoni Rose, showcasing a similar blonde hairstyle. While Shiloh is a natural blonde, her new hairstyle is bright yellow, giving her almost a bleached blonde look. 

Shiloh wore a new hairstyle, resulting in a fun and punk vibe© Backgrid/The Grosby Group
Shiloh wore a new hairstyle, resulting in a fun and punk vibe

Shiloh paired the hairstyle with some key accessories that gave her a punk-rock vibe, including a piercing under her lip and a black Tony Montana sweatshirt, featuring Al Pacino's character printed in the front. 

She rounded out the look with jeans and black sneakers and was seen walking alongside Rose, who wore baggy pants and a black top. The two were carrying different shopping bags. 

Shiloh was spotted with Keoni Rose© Backgrid/The Grosby Group
Shiloh was spotted with Keoni Rose

Angelina Jolie's affinity for blonde hair

While Jolie is one of Hollywood's most emblematic brunettes, over the past year, she's been photographed with blonde hair. This transition began after the premiere of her 2024 film "Maria," which amassed critical acclaim and resulted in Jolie attending various red carpet events in support of the project. 

Earlier this month, she was photographed on the set of "Anxious People," her upcoming movie starring Aimee Lou Wood and Jason Segel, retaining her blonde locks. This time, she had an even more radical hairstyle change, sporting a short bob. 

Over the years, Jolie has gone through various hairstyle changes, one time even shaving her head for a role. "I was sick in the film, so I had to look like I was losing hair. So I shaved it off with a razor," she said in a 2017 interview about her work in "Gia." 

"And I kind of loved it. It was kind of freeing to feel like hair doesn't matter and to get rid of it."

Angelina Jolie in 'Girl, Interrupted,' one of her most famous films© Getty Images
Angelina Jolie in 'Girl, Interrupted,' one of her most famous films

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