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Shiloh Jolie-Pitt’s Transformation Over the Years: Photos Then and Now

Time flies! Shiloh Jolie-Pitt, daughter of Brad Pitt and Angelina Jolie, has blossomed into an elegant young woman. From attending red carpet events with her A-list parents to being spotted by the paparazzi, we’ve had a play-by-play of her differing looks since Brad and Angelina welcomed her in 2006.

Back in November 2021, an insider exclusively told In Touch that Brad was happy that Shiloh was “coming out of her shell.” During the October 2021 London premiere of Eternals, the then-15-year-old repurposed Angelina’s Dior dress that was originally worn to the Maleficent: Mistress of Evil premiere in 2019. 

Brad doesn’t want her growing up so fast but he’s proud to see her on red carpets. It’s been a confidence boost for Shiloh,” the source added. The black and white dress was elegant, yet age-appropriate, as the dress landed just above the celebrity teen’s knee.

She may be looking a lot like her mom now, but Shiloh resembled Brad when she was a little girl. With her short, pixie haircut and piercing blue eyes … she was Brad’s mini-me! Forget dresses or anything with a design — Shiloh often wore tuxedos, suits and sweater vests while appearing on the red carpet with her famous parents and siblings. 

Although she spent most of her young childhood in T-shirts and suits, Shiloh has graduated to long locks, natural glam and dresses as she has entered her teen years. During a mommy-daughter shopping date in March 2022, Shiloh rocked a pair of shorts and paired it with a black hoodie. You know, gotta keep it somewhat comfy. The Kung Fu Panda 3 voice actress debuted her first LBD red carpet moment when she and sister Zahara joined Angelina at the Eternals premiere in Rome.  

Shiloh and older sister Zahara — who Brad and Angelina adopted in 2005 — are very close. Zahara has always been into fashion and an insider exclusively told Life & Style that Shiloh started leaning toward her sister for fashion advice. “Shiloh loves music, dance, acting and lately, thanks to her sister Zahara, fashion. It wasn’t always like that, but now she loves dressing up in her mom’s clothes,” the source said in November 2021. “Zahara is the real fashionista in the family.”

Beyond her physical appearance, Shiloh has found her passion in dance and is extremely gifted in the art! Brad couldn’t help but gush over his daughter’s creative outlet and “beautiful dancing” during the Bullet Train premiere in August 2022.

“It brings a tear to the eye, yeah,” he told Entertainment Tonight at the time. “I don’t know where she got it from. I’m Mr. Two-Left-Feet here.”

Keep reading to see Shiloh’s full transformation over the years!

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