From long locks to short tomboy bobs — and everything in between — Shiloh
Jolie-Pitt has transformed her hair in tons of ways while never losing her own style.
By the time Shiloh Jolie-Pitt arrived in 2006, Brad Pitt and Angelina Jolie were already parents
to two adorable little ones. Their eldest, Maddox, was adopted from Cambodia in 2002,
followed by Zahara from Ethiopia in 2005. The famous family was no stranger to making headlines,
but Jolie's pregnancy was their biggest news yet. For fans, the image of a tiny
human bearing Brangelina's combined genetics triggered a whole new level of obsession.
A few weeks after her birth, the first public photos of newborn Shiloh sold for a staggering
$4.1 million in the U.S., and another $3.5 million in the U.K. In Shiloh's first official
act of philanthropy, her parents donated all of the funds to African children's charities.
Shiloh's lucrative baby photos were just the beginning of her hyper-speed rise to fame. At
the tender age of eight weeks, the little one was honored with her own wax figure at Madame Tussauds
in New York City. Naturally, curious fans had one burning question on their minds: Will Shiloh
look more like Pitt or Jolie? They didn't have to wait long for the answer. In 2007, Jolie revealed
that the bundle of joy was taking after her fair-haired papa. The actor told Look magazine,
"She looks like Brad. It's funny because she's almost
going to be the outcast in the family because she's blonde and blue-eyed."
"Yeah, very beautiful."
Even halfway around the world, it was impossible for the Jolie-Pitts to put
distance between themselves and the paparazzi. In 2010, photographers tracked the family all the way
to Budapest, where they spotted Shiloh Jolie-Pitt and her siblings at a playground. Fans marveled at
how quickly the little celeb was growing. Shiloh's flaxen hair was cropped to her shoulders with a
tuft of bangs that swept across her forehead. The father-daughter resemblance was uncanny. Shiloh's
hair harkened back to the long, untamed locks that Brad Pitt sported back in the '90s. Taking
note of the haircut, some observers were quick to label the tot's appearance as "tomboyish."
Earlier the same year, Angelina Jolie dished about Shiloh's adorable sense of style. The
actor told Vanity Fair in what appears to be a now-deleted portion of the article,
"[She dresses] like a little dude. Shiloh,
we feel, has Montenegro style. It's how people dress there. She likes tracksuits,
she likes [regular] suits. She likes to dress like a boy. She wants to be a boy. So we had to cut her
hair. She likes to wear boys' everything. She thinks she's one of the brothers."]
Pitt was also happy with letting Shiloh explore her identity. In 2008,
the "Ocean's Eleven" actor told Oprah Winfrey,
"It's a 'Peter Pan' thing. So we've got to call her John."
The 2014 premiere of "Unbroken" was a family affair for the Jolie-Pitts, who hit the red carpet
to support Angelina Jolie's directorial work on the film. Papa Brad Pitt led the way, flanked by
Shiloh Jolie-Pitt and her brothers, Maddox and Pax. The foursome were all decked out in their
freshest suits and ties. Shiloh sported sleek blonde strands that were gelled back and pushed to
the side. Although she was only 8 years old, the mini-icon proved that her hair game was top-tier.
As Shiloh grew older, tabloids began taking aim at her appearance. Tacky headlines
sensationalized Shiloh's style by evoking outdated gender stereotypes and floating
some seriously inappropriate questions about the child's identity. Some tabloids went as
far as to claim that Shiloh was "blossoming into a boy." Bizarrely, one tabloid tried to stir up
gender-normative drama over Shiloh's preference for playing with toy dinosaurs instead of dolls.
In an interview with Reuters, Jolie was steadfast
about supporting her daughter regardless of her identity. The "Salt" actor stated,
"I think she is fascinating, the choices she is making. And I would never be the kind of
parent to force somebody to be something they are not. I think that is just bad
parenting. Children should be allowed to express themselves in whatever way they
wish without anybody judging them because it is an important part of their growth."
"When you know that your kids love each other…
"You feel like they're gonna be okay and they're always gonna have each other."
In 2015, Shiloh Jolie-Pitt joined her mother Angelina Jolie and sister Zahara at the 28th
annual Kids' Choice Awards. The giddy trio was front and center to celebrate Jolie's performance
in "Maleficent", for which she won Favorite Villain. Shiloh flaunted her signature style:
a cute graphic tee and a comfy jacket. The little starlet also rocked a shaggy
bob that was trimmed just below the nape of her neck. Shiloh's straight
locks were parted to the side and pushed behind her ears to show off her blue eyes
and bright smile. It was the perfect look for such a laid back, kid-centric affair.
When the presenter announced Jolie's win,
the crowd cheered wildly. Shiloh and Zahara beamed with pride as their mother
accepted the coveted orange blimp. In her acceptance speech, Jolie told the audience,
"I want to say that when I was little, like Maleficent, I was told that I was different.
And then one day I realized something — something that I hope you all realize. Different is good.
When someone tells you that you are different, smile and hold your head up and be proud."
We can't help feeling like Jolie's speech held a secret message for Shiloh. Perhaps Jolie was
subtly reminding her daughter to disregard the tabloids and stay true to herself.
Shiloh Jolie-Pitt had a mini-Brad Pitt moment in 2019 when she rocked a medium-length cut that was
parted to the side and styled with a little bit of product at the European premiere of "Maleficent:
Mistress of Evil." At the time, only three years had passed since Angelina
Jolie famously filed for divorce from Pitt. Despite being separated,
the exes were involved in fiery legal disputes pertaining to their shared assets
and custody of their children. Jolie confessed to Vanity Fair at the time,
"The last few years haven't been the easiest,
since when I first played her. I've been through different things in my life,
and I was happy to play Maleficent again. She made me feel strong again."
Still, the actor and her children presented a united front at the 2019 event. In a
testament to their resilience, Shiloh and her siblings appeared as happy and healthy as ever.
While Jolie and Zahara opted for full glam in dazzling black dresses,
Shiloh turned heads in a black jacket and crisp white shirt. The teen was noticeably
taller and sporting a set of braces. Still, the mini-celeb was the spitting image of
her dad. Even her body language resembled Pitt's reserved yet confident persona. Shiloh's dapper,
medium-length cut had fans reminiscing on some of her father's past red carpet looks. After all,
medium-length hair is a standout look for Pitt, who has rocked numerous variations of the style.
In 2021, Shiloh Jolie-Pitt took her place as a style icon when she hit the red carpet in
London for the premiere of "Eternals." In an unexpected pivot, the teen queen ditched her
usual tuxedo for an exquisite black and white Dior gown. Fans quickly recognized the printed
dress as one that Angelina Jolie wore back in 2019. The garment's original floor-length
hem was tailored to the knees on Shiloh, which gave it a fresh and more casual vibe.
However, Shiloh was not finished shocking the masses with her surprise new look. In sharp
contrast to her classic short styles, the young celebrity donned long blonde hair that was pulled
back into a tidy bun. Days earlier at the film's Italian premiere, Shiloh rocked an elaborate updo
that was parted into three sections and featured a labyrinth of French braids.
Throughout 2021 and 2022, the junior celeb rocked a laid-back bun simple style in Los Angeles,
London, Rome, and beyond. Most of the time,
her signature blonde locks were pulled back into a slightly messy, top knot-style bun.
Occasionally, Shiloh opted for a ponytail pulled halfway through for a different
variation of the look. Shiloh seems to know the value of having a go-to
hairstyle that's low-maintenance enough for her busy lifestyle.
Shiloh was certainly committed to the laid-back bun, but she wasn't afraid
to add a little variety to her look. In May of 2022, Shiloh had a brief color moment when she
experimented with red hair dye. The starlet appeared to be sporting a temporary dye that
transformed her golden locks into a light brick-red color. Shiloh's style evolution
continues to captivate fans — and it seems like her parents have a lot of respect for
her unique and creative style. In 2020, a source told Entertainment Tonight that
Brad Pitt praises Shiloh's individuality and "loves that she always stays true to herself".
In early 2023, Shiloh Jolie-Pitt took the plunge and shaved her head. It was her most dramatic
hair transformation yet. To the surprise of no one, Shiloh's new buzzcut looked incredibly chic
on her. When she was spotted donning the new look in January 2023, Shiloh's hair clippers
weren't the only thing buzzing — fans couldn't stop talking about her bold new appearance.
Whether you love or hate the feminine buzz cut, the historical and social contexts of this
hairstyle are worth acknowledging. Many women have embraced the buzz cut as a way to challenge and
redefine conventional beauty standards, which are often narrow, exclusionary, and heteronormative.
Shiloh joins an elite roster of famous women who have shaved their heads, including Grace Jones,
Kate Hudson, Natalie Portman, Doja Cat, and many more. But we imagine that, for Shiloh, the most
important member of the feminine buzz cut club is her own mother, Angelina Jolie. Shiloh's radical
haircut has us daydreaming about 1998, when Jolie sported her own version of the fierce buzz cut.
As you might have guessed, Shiloh's ever-supportive mom was all about the teen's new
'do. In February of 2023, Jolie treated fans to an up-close photo of the buzz cut via her Instagram.
The image was artistically cropped in half and featured the back of Shiloh's freshly-buzzed head.