Shiloh Jolie-Pitt Wearing Dresses Was Biggest Fashion Surprise of 2021

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Shiloh Jolie-Pitt is one of the many children that the ultra-famous Angelina Jolie and Brad Pitt share together. She is the fourth overall child, second daughter, and first biological child of the couple.

While Brad Pitt and Angelina Jolie filed for divorce in 2016, with Jolie eventually retaining custody of the children after a lengthy battle, Pitt is allowed visitation. All the Jolie-Pitt children, from oldest to youngest, are as follows: Maddox (20), Pax (18), Zahara (17), Shiloh (15), Vivienne (13), and Knox (13).

Angelina Jolie gave birth to her first biological child, Shiloh Jolie-Pitt, on May 27, 2006, in Swakopmund, NamibiaAngelina Jolie gave birth to her first biological child, Shiloh Jolie-Pitt, on May 27, 2006, in Swakopmund, Namibia (Credit: Z.Tomaszewski / WENN)

Shiloh was born on May 27, 2006, making her just 15 years old- and she has already had quite the life. Being the first biological child of Jolie and Pitt garnered worldwide attention.

In fact, her birth was so important that it was immortalized. At just 8 weeks old, she became the youngest person ever to be featured at Madame Tussaud’s wax museum.

Having parents as successful as Shiloh’s certainly comes with a host of benefits. Beyond her impeccable bone structure and baby-blue eyes, Shiloh has benefitted from Jolie’s inspiring dedication to humanitarian issues.

The African-themed Shiloh exhibit at Madame Tussauds Wax Museum shows Shiloh Jolie-Pitt sleeping, while her parents, Angelina Jolie and Brad Pitt, watch over herThe African-themed Shiloh exhibit at Madame Tussauds Wax Museum shows Shiloh Jolie-Pitt sleeping, while her parents, Angelina Jolie and Brad Pitt, watch over her (Credit: Tina Paul / WENN)

Because she was born in Namibia, Jolie and Pitt wanted to give back to the country that brought them their daughter. When Shiloh was just four years old, the pair founded the Shiloh Jolie-Pitt Foundation, which partners with the N/a’an ku sê Wildlife Sanctuary in Namibia to take care of the animals there.

At the sanctuary, one of the cheetahs was even named after Shiloh! Before kindergarten, Shiloh Jolie-Pitt had already achieved what many adults dream of doing.

As Shiloh has gotten older, Jolie has also done a seemingly wonderful job of educating her, and Shiloh has already begun engaging in humanitarian efforts of her own accord.

Brad Pitt carries daughter Shiloh Jolie-Pitt as he leaves the Broadway showing of Mary Poppins in New York CityBrad Pitt carries daughter Shiloh Jolie-Pitt as he leaves the Broadway showing of Mary Poppins in New York City on January 3, 2010 (Credit: JDH / WENN)

Alongside her sister Zahara in 2016, Shiloh elected to donate clothing to a family in Cambodia with 13 children.

Similarly, Shiloh has traveled to countries such as Lebanon and Turkey with her mother on various humanitarian missions such as the ongoing refugee crisis in both countries.

Shiloh Jolie-Pitt plays in a little league soccer game in Los AngelesShiloh Jolie-Pitt plays in a little league soccer game in Los Angeles on April 11, 2015 (Credit: Cousart / JFXimages / WENN)

Overall, Shiloh Jolie-Pitt has been a public figure since the day she was born. While, as mentioned, there are notable upsides to this, growing up is tough enough without having the whole world watching you.

Shiloh Jolie-Pitt and Angelina Jolie in Turkey's southeastern province of Mardin to visit Syrian refugeesShiloh Jolie-Pitt and Angelina Jolie in Turkey’s southeastern province of Mardin to visit Syrian refugees on June 20, 2015 (Credit: Seskim / WENN)

However, Shiloh Jolie-Pitt has done an excellent job of handling the spotlight so far.

Shiloh Jolie-Pitt’s Fashion History

Shiloh Jolie-Pitt has been attending red carpet events ever since she was a child. Her first few appearances, beginning in 2014 for the premiere of Unbroken which she attended with her father and brothers, Shiloh was not seen wearing typical female attire.

She instead elected to wear suits and other androgynous apparel such as sneakers and vests, rather than heels and skirts.

Actor Brad Pitt posing with his children Pax Jolie-Pitt, Shiloh Jolie-Pitt, and Maddox Jolie-Pitt and his mother Jane Etta Pitt at the premiere of "Unbroken"Actor Brad Pitt posing with his children Pax Jolie-Pitt, Shiloh Jolie-Pitt, and Maddox Jolie-Pitt and his mother Jane Etta Pitt at the premiere of “Unbroken” held at The Dolby Theater in Hollywood on December 15, 2014 (Credit: FayesVision / WENN)

Her parents supported all her gender-neutral clothing decisions, which is crucial to a child’s development in terms of their confidence and sense of self.

Attending events with her siblings also likely contributed to Shiloh’s comfort. Nonetheless, experimenting with fashion and breaking gender norms at such a young age is impressive in and of itself, not to mention doing so at public events and Hollywood premieres!

What’s fascinating about Shiloh Jolie-Pitt is that because she has been in the public eye since before she was even born, her entire life is documented.

Shiloh Jolie-Pitt was 8 years old when she made her red carpet debut in a masculine black suit and tie at the Unbroken premiereShiloh Jolie-Pitt was 8 years old when she made her red carpet debut in a masculine black suit and tie at the Unbroken premiere (Credit: Adriana M. Barraza / WENN)

From baby pictures to braces, her entire fashion journey is well-documented. Therefore, it’s incredibly easy to see her unique style journey through time- as she’s still quite young, it will no doubt transform at least a few more times.

Growing up in the Spotlight

However, no matter how much familial support Shiloh has, growing up with such an intense spotlight isn’t easy. By simply expressing her fashion sense, Shiloh has become a victim to several baseless rumors and rude critics regarding her gender identity.

Neither Shiloh nor anyone in her family has ever claimed that Shiloh identifies as anything other than female- she simply grew up as more of a tomboy, as many girls do.

Other than preferring to be called John-John or Peter when she was two years old and obsessed with Peter Pan, Shiloh has also been Shiloh.

Loung Ung, Vivienne Jolie-Pitt, Maddox Jolie-Pitt, Pax Jolie-Pitt, Angelina Jolie, Kimhak Mun, Knox Jolie-Pitt, Shiloh Jolie-Pitt, Zahara Jolie-Pitt, and Sareum Srey MochLoung Ung, Vivienne Jolie-Pitt, Maddox Jolie-Pitt, Pax Jolie-Pitt, Angelina Jolie, Kimhak Mun, Knox Jolie-Pitt, Shiloh Jolie-Pitt, Zahara Jolie-Pitt, and Sareum Srey Moch attend the “First They Killed My Father” premiere during the 2017 Toronto International Film Festival at Princess of Wales Theatre on September 11, 2017, in Toronto, Canada (Credit: Euan Cherry / WENN)

However, because Shiloh often wore androgynous clothing and cut her hair short while growing up, certain media outlets were quick to claim that Shiloh was “a boy” and/or had some form of gender dysphoria.

None of these claims were ever substantiated by Shiloh or her family members, yet some went as far as to state that Shiloh was undergoing masculinizing hormone therapy in 2017, and many have referred to Shiloh as John, continuously claiming that she is transgender. Once again, there was never any evidence to back up these statements.

Shiloh Jolie-Pitt dresses like a boy with his mother Angelina Jolie and his siblings Pax and Zahara Shiloh Jolie-Pitt dresses like a boy with his mother Angelina Jolie and his siblings Pax and Zahara at “The Breadwinner” premiere during the 2017 Toronto International Film Festival at Winter Garden Theatre on September 10, 2017, in Toronto, Canada (Credit: Euan Cherry / WENN)

In 2020, during the COVID-19 pandemic, Shiloh Jolie-Pitt underwent hip surgery, at the same time her sister Zahara also underwent surgery for undisclosed reasons.

Unfortunately, the trip to the doctor’s office did not help dispel the unwarranted rumors surrounding Shiloh’s gender identity.

The immense support that the Jolie-Pitt family showed to both Shiloh and Zahara during their recovery proved that their familial bond was as strong as ever, and could withstand any tabloid gossip.

Angelina Jolie, Knox Leon Jolie-Pitt, Zahara Marley Jolie-Pitt, Vivienne Marcheline Jolie-Pitt, and Shiloh Nouvel Jolie-Pitt attend the premiere of Disney's "Dumbo"Angelina Jolie, Knox Leon Jolie-Pitt, Zahara Marley Jolie-Pitt, Vivienne Marcheline Jolie-Pitt, and Shiloh Nouvel Jolie-Pitt attend the premiere of Disney’s “Dumbo” at El Capitan Theatre on March 11, 2019, in Los Angeles, California (Credit: Apega / WENN)

Shiloh’s parents are veterans in that regard, and likely have unlimited wisdom to share with their children.

Shiloh Jolie-Pitt in 2021

Other than the few paparazzi pictures taken of Shiloh after her hip surgery, she has stayed away from the public eye for a good majority of the COVID-19 pandemic so far.

Her last red-carpet appearance pre-COVID was back in 2019, for the London premiere of Maleficent: Mistress of Evil.

In 2019, Shiloh was just 13 years old and was still very much a tomboy. At the premiere, she wore Converse, black pants, and a reflective black and gold jacket.

Vivienne Marcheline Jolie-Pitt, Angelina Jolie, Zahara Marley Jolie-Pitt, Shiloh Nouvel Jolie-Pitt, and Knox Jolie-Pitt attend the European premiere of "Maleficent: Mistress of Evil"Vivienne Marcheline Jolie-Pitt, Angelina Jolie, Zahara Marley Jolie-Pitt, Shiloh Nouvel Jolie-Pitt, and Knox Jolie-Pitt attend the European premiere of “Maleficent: Mistress of Evil” at Odeon IMAX Waterloo on October 9, 2019, in London, England (Credit: WENN / Avalon)

So, when Shiloh stepped out in October 2021 for the Los Angeles premiere of The Eternals wearing a dress and makeup with her hair grown out, it was quite the switch-up in style.

Shiloh Jolie-Pitt surprised in a dress the Los Angeles Premiere of Marvel Studios’ “Eternals” with Maddox Jolie-Pitt, Vivienne Jolie-Pitt, Angelina Jolie, Knox Jolie-Pitt, and Zahara Jolie-PittShiloh Jolie-Pitt surprised in a dress the Los Angeles Premiere of Marvel Studios’ “Eternals” with Maddox Jolie-Pitt, Vivienne Jolie-Pitt, Angelina Jolie, Knox Jolie-Pitt, and Zahara Jolie-Pitt on October 18, 2021, in Los Angeles, California (Credit: MEGA / WENN)

Many viewers were shocked, as Shiloh’s new look differed greatly from her androgynous style of the past. However, when you have genes from Angelina Jolie and Brad Pitt, both considered to be amongst the most attractive celebrities in all of Hollywood, you can pull off practically any look.

Shiloh doubled down on throughout all of The Eternals premieres. Just a week later, when she flew to Rome with her mother Angelina and sister Zahara, she once again elected to wear more traditionally feminine apparel, donning a sleek black minidress.

Zahara Marley Jolie-Pitt, Angelina Jolie, and Shiloh Jolie-Pitt attend the red carpet of the movie "Eternals"Zahara Marley Jolie-Pitt, Angelina Jolie, and Shiloh Jolie-Pitt attend the red carpet of the movie “Eternals” during the 16th Rome Film Fest 2021 on October 24, 2021, in Rome, Italy (Credit: MEGA / WENN)

Billy Bob Thornton’s ex-wife donned a custom metallic Atelier Versace strapless gown with matching platform sandals, sleek straight hair, and minimal jewelry.

Zahara, who wore her mom’s 2014 Oscars dress for the ‘Eternals’ premiere in Hollywood, wore a white gold-embellished Grecian-inspired dress with black crystal sandals.

The 16-year-old and 15-year-old daughters of Angelina Jolie supported their mom at the Eternals premiere in RomeThe then 16-year-old and 15-year-old daughters of Angelina Jolie supported their mom at the Eternals premiere in Rome (Credit: MEGA / WENN)

Shiloh Jolie-Pitt, who was born in a modern hospital in Swakopmund, Namibia, wore a black knee-length Versace dress with yellow animal print high-top sneakers.

The first biological child of Angelina Jolie and Brad Pitt, Brad Pitt told Oprah Winfrey in 2008 that Shiloh had asked her family members to refer to her as “John” instead of her given name.

From a young age, Brad Pitt and Angelina Jolie's oldest biological child Shiloh wanted to be called "John"From a young age, Brad Pitt and Angelina Jolie’s oldest biological child Shiloh wanted to be called “John” (Credit: MEGA / WENN)

“She only wants to be called John,” the Once Upon a Time in Hollywood actor revealed. “John or Peter. So it’s a ‘Peter Pan’ thing. So we’ve got to call her John. ‘Shi, do you want…’ ‘John. I’m John.’ And then I’ll say, ‘John, would you like some orange juice?’ And she goes, ‘No!'”

“She wants to be a boy,” Jolie told Vanity Fair in 2010. “So we had to cut her hair. She likes to wear boys’ everything. She thinks she’s one of the brothers.”

“Shiloh is close to both of her parents. All the kids have been looking forward to Shiloh’s birthday and plan to celebrate with a birthday cake,” a source told ET in 2020.

“Brad is so proud of Shiloh and who she has become. He loves that she always stays true to herself and is so good to her brothers and sisters.”

Finally, a few days later at the U.K. premiere, Shiloh once again wore a dress. Perhaps her most intricate and feminine look of all, this time she wore a black-and-white floral printed minidress that was once Angelina’s.

Shiloh Jolie-Pitt stunned in her mom's black-and-white print Dior dress with Zahara Jolie-Pitt, Angelina Jolie, Vivienne Jolie-Pitt, Maddox Jolie-Pitt, and Knox Jolie-Pitt at the “The Eternals” UK PremiereShiloh Jolie-Pitt stunned in her mom’s black-and-white print Dior dress with Zahara Jolie-Pitt, Angelina Jolie, Vivienne Jolie-Pitt, Maddox Jolie-Pitt, and Knox Jolie-Pitt at the “The Eternals” UK Premiere at BFI IMAX Waterloo on October 27, 2021, in London, England (Credit: MEGA / WENN)

Charmingly, throughout the press tour for The Eternals, both Shiloh and Zahara wore their mother’s dresses on various occasions, showcasing the close bond between the whole trio. Sustainability and family love- what a beautiful win-win situation!

Shiloh paired the dress with neutral but apparent makeup, hoop earrings, and an updo. All in all, she looked stunning, as did her sister and mother.

Shiloh Jolie-Pitt in ripped jeans with street artist JR, Angelina Jolie, and Pax Thien Jolie-Pitt at the Los Angeles premiere of MSNBC Films' "Paper & Glue: A JR Project"Shiloh Jolie-Pitt in ripped jeans with street artist JR, Angelina Jolie, and Pax Thien Jolie-Pitt at the Los Angeles premiere of MSNBC Films’ “Paper & Glue: A JR Project” at Museum Of Tolerance on November 18, 2021, in Los Angeles, California (Credit: MEGA / WENN)

Overall, by going from suits to dresses, Shiloh had one of the most notable red-carpet transformations of 2021!

It seems that Shiloh is breaking out of the stereotypes she was pigeon-holed into as a child and is finding new ways to express herself. At just 15, Shiloh Jolie-Pitt has led a wonderful life so far.

However, as detailed, growing up in the public eye does come with its own set of baggage. So far, Shiloh has dealt with the criticism she’s already faced with grace, and will undoubtedly continue to do so as she matures and transforms even further.

Shiloh Jolie-Pitt Facts

What surgery did Shiloh Jolie-Pitt have?She went under the knife for a hip surgery in 2020. It's not known why.
Full Name:Shiloh Nouvel Jolie-Pitt
Born:May 27, 2006, in Swakopmund, a coastal city in Namibia, west of the capital, Windhoek.
Is Shiloh Jolie-Pitt African?Yes, in addition to having American citizenship, she's a citizen of Namibia, a country in southwest Africa.
Is Shiloh Jolie-Pitt a twin?No, but she's the older sister of fraternal twins, Knox and Vivienne.
Is Shiloh Jolie-Pitt wearing dresses now?Yes, she was seen wearing several dresses in 2021.

Angelina Jolie leaving the venue of the 2014 Independent Spirit Awards with her partner, Brad Pitt, in Santa Monica, California, on March 1, 2014Angelina Jolie leaving the venue of the 2014 Independent Spirit Awards with her partner, Brad Pitt, in Santa Monica, California, on March 1, 2014 (Credit: revolutionpix / WENN)

In March 2014, Angelina Jolie and Brad Pitt attended the 2014 Independent Spirit Awards. Brad took home the Best Feature trophy for the movie he co-produced, ’12 Years a Slave’.

Angie, who was there to support her man, looked stunning per usual in a black ruffled wrap gown from her favorite label, Saint Laurent.

The actress, however, tripped on her frock while leaving the venue after the awards show.

Angelina Jolie looked stunning in a black ruffled wrap gown from her favorite label, Saint LaurentAngelina Jolie looked stunning in a black ruffled wrap gown from her favorite label, Saint Laurent (Credit: revolutionpix / WENN)

Despite the mishap, she still managed to look elegant and poised. Thank goodness, Brad was there to keep her from falling to the ground.

We have not forgotten about the metallic gold heels we saw the moment she hiked up her gown. Being the huge Saint Laurent fan that she is, we’re guessing the pointy stilettos are from that label.

You can actually find slow-motion videos of the scene on YouTube. Angie’s pumps look very similar to the Saint Laurent Paris Escarpin Thorn pumps. Only, hers are in metallic gold and are fashioned with ankle straps.

Saint Laurent Paris Escarpin Thorn Pumps in Black Patent, $685

Saint Laurent Paris Escarpin Thorn Pumps in Black Patent

Note that these shoes feature a detail that is unique to the style — an upswept and pointed collar at the back of each shoe. The extensions follow the curve of your ankles so they shouldn’t be painful to wear at all. Also, these pumps feature 4.75-inch-tall heels, so they are a little on the steep side.

Saint Laurent Paris Escarpin Thorn Pumps in Red, $685

Saint Laurent Paris Escarpin Thorn Pumps in Red

That said, it seems Angelina is into gold shoes. We also saw her in a pair of gold Saint Laurent ankle-strap sandals while out on a date night with Mr. Pitt. Unfortunately, we’ve not been able to identify her shoes.

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