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.
