How Shiloh Jolie-Pitt Went from Tomboy to Glamour Girl: See Her Amazing Transformation

Judy Dimartino

Shiloh Jolie-Pitt is the daughter of Hollywood stars Brad Pitt and Angelina Jolie, who was born on May 27, 2006 in Namibia. She has five siblings: Maddox, Pax, Zahara, Knox and Vivienne. Shiloh has grown up in the spotlight and has undergone a remarkable transformation over the years.

Shiloh’s Early Years Shiloh was a blonde-haired, blue-eyed baby girl who looked like her dad. She loved to travel and explore with her family. She had her own style and identity, dressing like a boy and using nicknames. Her parents accepted and encouraged her. She wore suits and vests on the red carpet. She was also into music, dance and acting. She voiced a role in Kung Fu Panda 3 and joined her mom on humanitarian trips.

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Shiloh’s Teenage Years Shiloh changed her looks and styles as a teen. She grew her hair and wore more dresses. She impressed on the red carpet with her mom and sisters. She wore a Dior dress that Angelina had worn before. She also wore a black dress at the Eternals premiere. She was close to Zahara, who helped her with fashion. She kept dancing and made viral videos. Her dad was proud of her dancing. She shaved her head and drove herself around in 2023. She stayed strong despite her parents’ divorce. Angelina admired her courage.

Here are some photos of Shiloh Jolie-Pitt that show how she has transformed over the years:

2009 - By age 3, Shiloh was already a superstar.

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2014 - Brad and Angelina are known to travel the world with their kids.

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2016 - Shiloh’s baby blues are absolutely gorgeous

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2017 - Red carpet ready! Shiloh wore a trendy tux while at event with Angelina and Zahara

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2019 - Her style evolution continued as she rocked a jacket and button-down shirt at the Maleficent premiere

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DENIM FAN - The teen rocked denim shorts, a black hoodie and black converse while shopping with her mother at a Los Angeles boutique in January 2021

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CASUAL OUTING - Shiloh dressed casually in khaki pants, a black T-shirt and black hoodie while out to eat with Angelina, Pax, Zahara and Knox in July 2021

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RED CARPET READY - Changing things up! At 15, Shiloh looked stunning in a tan dress at the Hollywood Eternals premiere.

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LOVELY YOUNG LADY - Shiloh was seen in one of her first public occasions wearing makeup as she joined mom Angelina for the London red carpet premiere of Eternals in October 2021.

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WHAT A TRIO! - The teen wore a black minidress and looked stunning next her mother and her sister Zahara at the 2021 Rome premiere of Eternals.

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GOING CASUAL - Shiloh hit the premiere of Paper & Glue with mama Angie and brother Pax on November 18. She kept it casual by wearing ripped jeans and a simple black hooded sweatshirt.

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MUSIC LOVER - She looked all grown up as she rocked a casual all-black outfit while attending a concert with Angelina in Italy in July 2022.

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THEATER FAN - Angelina took Shiloh to see the London production of A Streetcar Named Desire in their first 2023 outing. The pair had coffee with the play’s star Paul Mescal afterward at the theater’s cafe, where they were photographed by a fan.

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