Brad Pitt Recreates His 2000s Look With Bold Hair Transformation

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Even Brad Pitt is tapping into the Y2K trend.

Just like low-rise jeans and baby tees are resurfacing in fashion trends, so too is one of the stars from “Once Upon a Time In Hollywood” famous outfits from the 2000s experiencing a resurgence.

Instead of his usual golden hair, Brad recently cruised around Los Angeles with a neatly trimmed bald head, reminiscent of the style he donned in the early 2000s. Like his character Tyler Durden from the 1999 film Fight Club, the 61-year-old accessorized this new look with oversized sunglasses.

Through various hair changes across the years, Brad’s closely shaven hairstyle might be the most memorable. After all, it was his then-girlfriend Jennifer Aniston who gave him that buzz cut during his role in Fight Club.

In preparation for the premiere of my Oscar-winning movie in October 1999 and my July 2000 wedding to the actress from Friends, I decided to let my hair grow. However, I shaved it off again during the mid-2000s, when I filmed Mr. & Mrs. Smith in 2005. It was during this movie that I met my second wife, Angelina Jolie. Unfortunately, we parted ways in 2016.

These days, Brad tends to favor a more functional approach to style, as he explained to Esquire in 2021: “As you grow older, you become grumpier, and comfort takes on greater importance.” In his view, it boils down to nothing more than that.

And he doesn’t want to hide his age, either.

In a 2022 conversation with Vogue, I express that instead of trying to outrun the natural process of aging, I advocate for a shift in perspective. Aging is an inevitable part of life, and it’s time for our society to engage more openly with this concept, discussing it not as something to fear, but as a normal, natural part of our existence.

Instead of labeling it “anti-aging,” Brad suggested, “Perhaps it’s more about loving and caring for ourselves well, which leads to longer-term health benefits. So let’s focus on aging healthily, in a way that promotes our overall wellbeing.

To see more dramatic celebrity hair transformations, read on.

In the 2022 Vogue interview, he expressed that instead of trying to evade aging, he prefers to face it. He suggested that our society could benefit from discussing and accepting aging more openly and honestly.

Instead of dismissing it as “ridiculous,” Brad instead emphasized the importance of self-love and self-care for longevity: “I think we’re discovering that if we care for ourselves well, if we treat ourselves kindly, there are lasting benefits. So let’s focus on aging healthily.

To see more dramatic celebrity hair transformations, read on.

In April 2025, the actor from Marvel films bid farewell to Bucky Barnes’ trademark long locks, unveiling a bald look at the premiere of Thunderbolts in Los Angeles.

*Note: Thunderbolts is a fictional team appearing in American comic books published by Marvel Comics. The movie version has not yet been released.

In March 2025, the “Karma” singer debuted her rainbow mohawk at the GLAAD Media Awards. 

In a TikTok video uploaded in March 2025, the model referred to her shaggy-banged hairstyle as the “most disappointing haircut I’ve ever had.

In March 2025, over two months following the birth of their first child, a girl named Aurora Urker, the main character from “Gypsy Rose: Life After Lockup” unveiled a short bob hairstyle. This change occurred while she was still engaged to Ken Urker.

Previously having blonde hair, the cast member from “The Real Housewives of Salt Lake City” made her first appearance with a new red bob cut on the “Watch What Happens Live” show in January 2025.

In September 2024, the model unveiled a new, lighter hairstyle, about a month following the birth of their first child with Justin Bieber – a son named Jack Blues Bieber.

At the world premiere of her new horror film, “MAXXXINE,” held in June 2024, the actress who plays Emily in Paris unveiled a remarkable change in appearance, showcasing a more dramatic look.

Lily shared with Vogue, “Altering my hairstyle uncovers various aspects of my personality, and I really enjoy experimenting with it.” She expressed that this new style and shade seems more daring but also lighter. It feels truer to who I am at this moment in time.

At the Chanel’s Tribeca Film Festival Artists dinner in June 2024, Katie showcased a new, understated but impactful change – a blend of warm caramel balayage strands running through her dark hair.

The well-known Kardashian figure unveiled a new style featuring platinum-hued locks and a chic bob cut, marking a change from the long, flowing tresses she had sported for a while.

Kylie playfully hinted on her June 8 Instagram post that someone mentioned they missed ‘King Kylie’, and Khloe Kardashian jokingly confirmed, “Yes, I did! Yes, indeed!!!

The former Bravo star debuted a platinum blonde look during 2024 Paris Fashion Week Haute Couture.

In May 2024, during a Bulgari event in Rome, the leaders (or Heads of State) made a striking appearance with a significant hair makeover – a trendy, shoulder-length bob hairstyle.

In May 2024, the actress opted for a bob cut similar to the hairstyle she had as Mary Camden in the ’90s TV show “7th Heaven”, which many fans on social media recognized and praised.

In May 2024, the actress known for her role in Transformers reverted back to her rich, dark brown locks and introduced a chic bob hairstyle. This change came about a month after she dyed her hair blue as she embarked on what she referred to as her “Jedi phase.

When she was 17 years old, Dannielynn Birkhead, the daughter of the late Anna Nicole Smith, unexpectedly switched to a new bob hairstyle over the course of the Kentucky Derby weekend in 2024. She attended this event with her father, Larry Birkhead.

The singer debuted a lighter, shorter ‘do in April 2024.

The Fashion Police alum debuted a blonde bombshell hair transformation May 8.

Back to blonde: Kim debuted a new platinum ‘do in April 2024.

On April 17th, the creator of Fenty Beauty unveiled a bold new look with platinum blonde hair, all while celebrating the launch of her newest Fenty x Puma collection in London.

The model debuted a bleach blonde pixie cut at the FRAME event April 4.

Actress Jennifer changed her long bubblegum pink hair into a short bob of baby blue color, and she unveiled this new look on April 2nd.

Just under a month after giving myself a long bob haircut, I unveiled a stunning honey blonde makeover at the premiere of “Challengers” on March 26th. [First-person perspective]

The Great star ushered in spring with a fresh cut, as she debuted a long bob March 25.

On March 18, the former star from “Mean Girls” changed her iconic blonde locks to a striking new brunette look.

On March 16, the star from “Selling Sunset” underwent a striking blonde makeover that left many people struggling to recognize her.

Back in March 2024, the former Fashion Police member decided to part ways with her iconic violet locks and opted for a cool, silvery hue instead, ending a six-year streak.

On March 7, the actress who starred in ‘Dune’ unveiled a chic bob that brushed her shoulders at the Essence Black Women in Hollywood Awards.

The lead actor from “Anyone But You” stole the spotlight at Miu Miu’s autumn-winter 2024-2025 show during Paris Fashion Week. On March 5, they made a grand entrance with a striking new long bob hairstyle for the occasion.

For her impending portrayal as Jean Seberg, she opted for a fresh, platinum-blond pixie hairstyle at age 29.

The Princess Diaries alum unveiled fringe bangs at the 2024 Film Independent Spirit Awards.

At the premiere of Nicola Peltz Beckham’s movie “Lola” in February 2024, the star showcased a fresh, vibrant new look for the first time.

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2025-05-24 00:17