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.”

Baby Shiloh

Two-year-old Shiloh was a 𝑏𝑎𝑏𝑦 fashionista wearing a peacoat while in NYC.

A Travel Look

Nine-year-old Shiloh wore an “Einstein was a refugee” t-shirt over a light blue collared shirt at LAX.

One of the Boys

Shiloh matched her dad and brothers, Maddox and Pax, at the 2014 Unbroken premiere in Los Angeles.

Twinning With Mom

Both Shiloh and Angelina showed off their matching smiles while walking the carpet at the National Board of Review Awards Gala in New York in January 2018.

Jersey Girl

She styled a New York jersey with cargo shorts, flip flops and pink toenail polish.

Effortlessly Cool

Shiloh rocked a black bomber jacket and black pants to the Maleficent: Mistress of Evil film premiere in London in October 2019, posing alongside her famous mom and siblings Vivienne, Zahara and Knox for the special occasion.

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.

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.

Party Attire

Shiloh and Zahara joined their mom at the Eternals cast party in London England. She looked like the ultimate cool girl wearing a black tank and shorts styled with an oversized denim jacket.

Too Stunned to Speak

The celebrity teen turned heads when she sported a flowy black mini dress to the Eternals Rome premiere on October 24, 2021. She chose comfortability — as she should— by ditching the flats and instead wore yellow sneakers.

Who Wore It Best?

Shiloh did some shopping in her mother’s closet and wore her 2019 Dior black and white dress to the London premiere of Eternals on October 27, 2021.

Comfy With Mom

Shiloh kept it casual while out on a shopping trip with her mom in London in October 2021.

Low-Key Red Carpet

The teen opted for a black hooded sweatshirt and jeans for the red carpet film premiere of Paper & Glue in Los Angeles in Nov 2021. She attended with mom Angie and brother Pax.

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.

New York Minute

Shiloh was spotted in New York City in June 2023 showing off her stylish buzz cut.