Shiloh Jolie-Pitt’s Style Evolution: Photos of Her Best Looks

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She may just be a teenager, but Shiloh Jolie-Pitt is one stylish young lady and you can see Shiloh’s best looks, here.

Shiloh Jolie-Pitt, daughter of Brad Pitt and Angelina Jolie, has developed a unique fashion sense over the years, and she’s turned into quite the fashionista. Shiloh was the pair’s first biological child, and the fourth oldest kid they have.

As a pre-teen and young teenager, we often saw Shiloh out and about in casual looks with her mom and her siblings. Now that she’s a bit older, Shiloh has been experimenting with her fashion a bit more, and we’ve seen her wear gorgeous dresses while walking red carpets with her famous mom. There have been many more fashionable moments from this youngster. Keep clicking through the gallery to check out her best outfits over the years.

Shiloh Jolie-Pitt wore an all-black outfit for a grocery run

Shiloh was spotted on a quick grocery run in Los Feliz, California, in July 2023.

Shiloh Jolie-Pitt, Angelina Jolie & Zahara

Angelina Jolie took her kids: Shiloh, Zahara, and Pax, to dinner in NYC. The proud mom looked elegant in a white coat and black dress, while Shiloh opted for a black hoodie and jeans. Zahara looked chic in a little black dress.

Shiloh Jolie-Pitt runs errands solo

Shiloh Jolie-Pitt keeps it cool and casual in a sweatshirt and sneakers as she runs errands on Jan. 31, 2023. She showed off her newly shaved head on the outing.

Shiloh Jolie-Pitt in a hoodie and shorts.

Sisters Shiloh Jolie-Pitt and Zahara Jolie-Pitt are all smiles as they go shopping at Home Depot together. Shiloh showed off a new buzcut much like the one mom Angelina Jolie sported in her 1997 film ‘Gia.’

Shiloh Jolie-Pitt rocked an all-black outfit as she headed to 7/11 in November 2022. She wore a hoodie and a pair of sweatpants.

Shiloh Jolie-Pitt in a red sweater

Shiloh Jolie-Pitt went on a shopping trip to Target and wore short shorts. She also wore a red crewneck sweater.

Shiloh Jolie-Pitt in overalls

Taking a break from her directorial duties on set for her new project ‘Without Blood’, Angelina Jolie enjoyed an ice cream out in the eternal city of Rome. Her daughters, including Shiloh, seen here, joined her.

Shiloh Jolie-Pitt goes shopping in Rome

Shiloh Jolie-Pitt spends the day shopping and sightseeing in Rome with a friend. Shiloh wore a black zip up sweatshirt and a pair of denim shorts.

Shiloh Jolie-Pitt shopping in London

Shiloh Jolie-Pitt joins her mom Angelina Jolie and siblings Zahara and Knox for a fun-filled shopping day in London on October 28, 2021. Shiloh rocked a “Italia Roma” black sweatshirt, denim shorts and black boots for the family outing.

Shiloh Jolie-Pitt at the Rome ‘Eternals’ film premiere

Shiloh Jolie-Pitt proudly stands with her mother Angelina Jolie and her sister Zahara Jolie-Pitt at the ‘Eternals’ film premiere in Rome, Italy on Oct. 24, 2021. Shiloh looked gorgeous in a black dress and yellow sneakers.

Shiloh Jolie-Pitt at the London ‘Eternals’ film premiere

Shiloh Jolie-Pitt joins four of her siblings and mom Angelina for the ‘Eternals’ film premiere in London on Oct. 27, 2021. For this event, Shiloh wore a black and white dress with straps.

Angelina Jolie & Shiloh Jolie-Pitt at the ‘Eternals’ party

Angelina Jolie and Shiloh Jolie-Pitt at the ‘Eternals’ party in London. Shiloh wore a sheer blue shirt that looked like a jean jacket over a black top and shorts as well as sneakers.

Angelina Jolie goes on a sightseeing tour of Rome with her kids

Angelina Jolie takes time out in the eternal city of Rome, pictured with her children on a sightseeing tour. Shiloh was there and wore a black top and white sweatpants.

Shiloh Jolie-Pitt heads to a dance studio

Shiloh Jolie-Pitt rocks a super caual look as she arrives at a dance studio in Studio City, California on Aug. 29, 2021. The teenager wore black sweatpants and a grey hoodie and also carried a backpack for the outing.

Shiloh Jolie-Pitt attends a dance class

Shiloh Jolie-Pitt is spotted at a dance studio in Pasadena, California on Feb. 25, 2021. She had her hair pulled back into a bun for the activity.

Shiloh Jolie Pitt goes shopping

How fast they grow up! 13-year-old Shiloh Jolie-Pitt hit up a Gelsons Market in Los Angeles in August 2019. She’s shopping for herself now. Awesome.

Shiloh Jolie-Pitt & Angelina Jolie

Shiloh Jolie Pitt rocks gray shorts, along with a brown vest and sneakers while out with mom Angelina Jolie. Her sister, Zahara, also joined the duo on the outing.

Shiloh Jolie-Pitt in a baseball jersey

Shiloh Jolie-Pitt keeps it cool and casual in a baseball jersey, baggy shorts and flip flops while out with Angelina Jolie. Plus, we’re loving her sunglasses, of course!

Shiloh Jolie-Pitt at TIFF

Shiloh Jolie-Pit rocks black trousers and a plaid shirts while attending the premiere of ‘The Breadwinner’ with her siblings and mom, Angelina Jolie. The group was shephereded into the event together.

Shiloh Jolie-Pitt at TIFF