The Stunning Transformation Of Chelsea Clinton

When her father, Bill Clinton, was first running for his eventual seat as the 42nd POTUS, the then-12-year-old Chelsea Clinton was regularly seen sporting her go-to garbs: a simple T-shirt and denim jeans. Here, when she joined her political parents on a trip to Arkansas to await the results of his inaugural election cycle in their home state that night, she stepped off the plane wearing a loose-fitted tee with boyfriend jeans, and her no-fuss, no-muss approach to curl management was on full display. The littlest Clinton did slip in a touch of her own ethical leanings in that moment, however, because the shirt she wore displayed her enthusiasm for endangered species protection, a cause for which she's actively worked as an adult.

As time progressed, Chelsea Clinton began to adopt her own sense of style. Here, when she was still just 15, she attended Easter services with her parents at Washington's Foundry Methodist Church and looked positively ready to enroll in law school, just like her folks once did, in her smart black dress suit with a collared white shirt beneath.

On Twitter, Hillary Clinton's bio declares her to be a "pantsuit aficionado," among her many other distinctions, but the former FLOTUS-turned-presidential candidate isn't the only member of the Clinton family who's big on trotting around in trouser combos. Here, during a trip to New Zealand for the 1999 Asia-Pacific Economic Cooperation conference, Chelsea Clinton stepped out in a blazer suit that was so akin to what her mother had been known to wear, it could've easily been borrowed from her closet.

In this shot from a tennis match at the 2000 Olympic Games in Sydney, Australia, Chelsea Clinton was repping a lot more sass with her look than usual, including an arm-baring blouse and knee-length pencil skirt. The real kicker of the ensemble, though, was the rad pair of sunglasses she wore that made the then-student of Stanford University look like the cool college kid that she was at the time.

Chelsea Clinton's modesty modality never went by the wayside, but she did start to cycle in some key accoutrements to her outfits, like with this savvy neck scarf that perfectly complemented her brown blazer during her father's 2004 speaking event at the Little Rock Arts Center. She also earned some major snaps for subtly coordinating with her mom's similarly earth-toned get-up at the event.

When Chelsea Clinton hit the trail in support of her mother's first bid for the hot seat in 2008, she rocked a variety of jackets, but this incredible penny-colored corduroy coat with a mandarin collar stood out for its simple splendor, and could've easily taken attention away from the woman of the hour onstage.

Chelsea Clinton has gotten professional wear down to a strict science during her time in the spotlight, but she's also gotten a clear handle on what works for her, as evidenced by this amazing ensemble she put together for the School of American Ballet's Winter Ball in 2012. Anything more on the accent piece front would've taken away from the beautiful fit and fabrics of her two-toned number, but anything less would've been too plain for such an event. Her stacked, deep red necklace was just the right touch and size to give the look the exact pop it needed, while remaining squarely within her comfort zone, so it was well-played indeed.

After the outcome of the 2016 presidential race, the Clintons took some time to grieve the loss, but have since picked themselves up and seem to be doing just fine. Chelsea, in particular, made headlines as there were mumbles that she may join the ranks of her parents and run for office. She quelled those rumors in a video she made with Variety. "I am not running for public office," Clinton said. "I really find this rather hysterical, because I've been asked this question a lot throughout my life, and the answer has never changed."

She emerged boldly from her family's loss in style, making appearances in bright colors and patterns — a shift from her prior outfits, which leaned toward neutral and classic. She grabbed our attention with this look, which she sported at Variety's Power of Women in April 2017, and hasn't let go. Though she doesn't plan to get into politics, she has already evoked change through a different route — by educating and empowering children.

In May 2017, Clinton published a children's book. "She Persisted" tells the stories of 13 women who faced immense opposition to their big goals, and yet they persisted. "I wrote this book for everyone who's ever wanted to speak up but has been told to quiet down, for everyone who's ever been made to feel less than," said Clinton in a statement.

In the past, Chelsea Clinton didn't shy away from bold patterns. While she still rocks a colorful print here and there, you'll often see her in a solid-colored ensemble these days. In May 2018, when Clinton attended the annual American Songbook Gala to honor HBO's Richard Plepler, she chose a fitted forest green dress paired with nude pumps. Later that year, Clinton attended a SiriusXM Town Hall wearing what looks to be those same nude pumps, but, this time, she opted for a lower-cut black dress with ruffle detail on the bodice.

When promoting her children's book "Start Now! You Can Make a Difference" on The Hallmark Channel later in the year, she again wore a solid dress in a deep magenta color — proving that one-color outfits are anything but boring. In 2018, SheFinds predicted that a monochromatic style would be the biggest trend in 2019. It looks like Clinton was simply ahead of the curve.

Like many people who found themselves living a slower-paced lifestyle when the COVID-19 pandemic broke out in 2020, Chelsea Clinton adopted more relaxed fashion choices that year. Her laidback business casual look could be seen in interviews and TV appearances carried out via video call. For example, during a virtual appearance on "The Tonight Show" in September 2020, Clinton appeared in a simple navy blue top. The outfit seemed to be the same one she wore in an appearance on "The View" that aired the day before as well as one seen in a CNN appearance in August.

That's not the only outfit Clinton repeated in 2020. In March, she appeared in person on "Story in the Public Square," wearing a floral top under a gray blazer. Clinton was seen wearing the same top — sans blazer — months later in an appearance at the virtual National Book Festival in September and again during a virtual appearance on "Watch What Happens Live with Andy Cohen" the following month.

Clinton wore minimal makeup in 2020 and also adopted a relaxed hairstyle, wearing her hair down with natural waves in all of the appearances she made from her home.