Fashion

Malia and Sasha Obama’s style evolution: The former first daughters through the years

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Photos of Malia and Sasha Obama from over the years
Malia and Sasha Obama were just 10 and 7 years old, respectively, when dad Barack Obama was elected the 44th president of the United States in 2008. And in the earlier years of their father’s time in the Oval Office, the sisters often dressed like miniature versions of their fashionable mom, Michelle, in colorful coats and cute cardigans.

But over the course of their eight-year stint as first daughters, Malia and Sasha came into their own style-wise, swapping their preppy threads for trendy prints and tailored pieces.

And since decamping to Los Angeles, the all-grown-up siblings have adopted a California-cool aesthetic, stepping out in crop tops and cargos while rubbing shoulders with Hollywood heavyweights like Drake and Donald Glover.

Below, take a closer look at Malia’s and Sasha’s fashion evolution through the years.
BACKGRID; Getty Images
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Michelle Obama (C), wife of presumptive Democratic nominee U.S. Sen. Barack Obama (D-IL), stands with her daughters Sasha (L) and Malia during day one of the Democratic National Convention (DNC) at the Pepsi Center August 25, 2008 in Denver, Colorado.
At the 2008 Democratic National Convention, Malia and Sasha looked adorable in jewel tones that complemented their mom’s. Getty Images
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Democratic Presidential candidate Barack Obama (C), wife Michelle (R) daughters MAlia (C-R) and Sasha (R), and Vice Presidential candidate Joe Biden and wife Jill appear on stage at the end of the Democratic National Convention 2008 at the Invesco Field in Denver, Colorado, on August 28, 2008.
The Obama ladies went for coordinated colors later in the convention as well, with Malia looking lovely in pink lace and Sasha opting for an ombré look. AFP via Getty Images
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U.S. President elect Barack Obama stands on stage along with his wife Michelle and daughters Malia (red dress) and Sasha (black dress) during an election night gathering in Grant Park on November 4, 2008 in Chicago, Illinois.
On election night in 2008, the family celebrated Barack’s win in black and red. Getty Images NA
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Barack H. Obama is sworn in as the 44th president of the United States as his wife Michelle Obama holds the Bible and their daughters Malia Obama and Sasha Obama look on.
For the former POTUS’ inauguration in 2009, Malia and Sasha stood out in colorful J.Crew coats. Getty Images
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In this handout form the White House, (L to R) U.S. President Barack Obama, daughter Malia Obama, first lady Michelle Obama and daughter Sasha Obama sit for portrait in the Green Room of the White House September 1, 2009 in Washington, DC.
The Obamas went for classic black and white (plus a pop of red for the prez) in this 2009 White House portrait, with both girls donning classic shifts. Getty Images
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US President Barack Obama and First Lady Michelle Obama with daughters Sasha (2nd L) and Malia (2nd R) walk across Pennsylvania Ave, from the White House to attending Sunday service at St John's Episcopal Church September 19, 2010 in Washington, DC.
During the earlier years of the Obama administration, cardigans were a constant in Malia’s and Sasha’s closets, as seen in this 2010 snap. AFP via Getty Images
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US President Barack Obama, First Lady Michelle Obama and their daughters Malia and Sasha(L) walk to St John's Church across from the White House in Washington, DC, on July 17, 2011 to attend a Sunday prayer service .
The girls stepped out in feminine A-line dresses with fluttery details to attend a Sunday prayer service in 2011. AFP via Getty Images
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U.S. President Barack Obama, first lady Michelle Obama (L) and daughters Malia Obama (R) and Sasha Obama (2L) walk from the White House across Lafayette Park to St. John's Church for Sunday services December 11, 2011 in Washington, DC.
The Obamas picked classic single-breasted coats for another 2011 church outing, with Malia’s collarless coral topper standing out from the rest. Getty Images
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President Barack Obama speaks onstage as Michelle Obama, Sasha Obama and Malia Obama look on during Christmas in Washington 2011 at the National Building Museum on December 11, 2011 in Washington, DC.
Michelle, Malia and Sasha lit up Christmas in 2011 with their colorful dresses. WireImage for Turner
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Malia Obama, Sasha Obama, and First lady Michelle Obama listen as Democratic presidential candidate, U.S. President Barack Obama speaks on stage during the final day of the Democratic National Convention at Time Warner Cable Arena on September 6, 2012 in Charlotte, North Carolina. The DNC, which concludes today, nominated U.S. President Barack Obama as the Democratic presidential candidate.
The trio donned dresses in different hues and prints for the 2012 Democratic National Convention, but picked similar high necklines to keep their looks cohesive. Getty Images
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U.S. President Barack Obama walks on stage with first lady Michelle Obama and daughters Sasha and Malia to deliver his victory speech on election night at McCormick Place November 6, 2012 in Chicago, Illinois.
The Obama women looked sophisticated in similar fit-and-flare skirts (plus a pair of cardigans) for Barack’s victory speech after winning the presidency for a second time in 2012. Getty Images
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Malia Obama and Sasha Obama arrive during the presidential inauguration on the West Front of the U.S. Capitol January 21, 2013 in Washington, DC. Barack Obama was re-elected for a second term as President of the United States.
The girls sported pretty plum-colored coats for their dad’s 2013 inauguration; Malia once again opted for J.Crew, while Sasha wore Kate Spade. Getty Images
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U.S. President Barack Obama walks with his wife Michelle Obama (R) and two daughters Malia Obama (L) and Sasha Obama (2R) through Lafayette Park to St John's Church to attend service October 27, 2013 in Washington, DC.
Sasha made like mom Michelle in maroon for a 2013 church service, while Malia went her own way in a windowpane-print coat and neon lace miniskirt. Getty Images
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Malia Obama, Sasha Obama, U.S. President Barack Obama, and First Lady Michelle Obama speak onstage at TNT Christmas in Washington 2014 at the National Building Museum on December 14, 2014 in Washington, DC.
Velvet fit-and-flare frocks were a fitting choice for Christmas in 2014. WireImage
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U.S. President Barack Obama, First Lady Michelle Obama, and daughters Malia (L) and Sasha (R) pose for a family portrait with their pets Bo and Sunny in the Rose Garden of the White House on Easter Sunday, April 5, 2015 in Washington, DC.
Malia and Sasha understood the assignment for this 2015 Easter portrait, with the former in periwinkle polka dots and the latter in a citrusy color-blocked look. Getty Images
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U.S. President Barack Obama delivers remarks with his daughters Sasha (L) and Malia during the annual turkey pardoning ceremony in the Rose Garden at the White House November 25, 2015 in Washington, DC.
They showed up for the annual turkey pardoning ahead of Thanksgiving 2015 wearing collegiate classics in autumnal tones. Getty Images
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Sasha Obama (L), US first lady Michelle Obama (C) and Malia Obama (R) follow US President Barack Obama to Air Force One at Andrews Air Force Base to travel to National Parks in New Mexico and California on June 15, 2016 in Maryland.
The siblings looked pretty in pinafore styles while boarding Air Force One in 2016. AFP via Getty Images
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Sasha Obama and Malia Obama arrive at Torrejon Air Force Base on June 29, 2016 in Madrid.
While traveling to Madrid that same summer, Malia and Sasha stepped out in similar summer sandals styled with easy patterned dresses. Getty Images
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US President Barack Obama and daughters Malia and Sasha walk to board Air Force One at Andrews Air Force Base in Maryland on August 6, 2016 as they depart for a two-week holiday at Martha's Vineyard, Massachusetts.
Ahead of a 2016 trip to Martha’s Vineyard, the sisters sported buttoned-up summer whites. AFP via Getty Images
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Malia Obama walking in jeans and a long-sleeved shirt
Following her father’s exit from the White House — and her high school graduation — Malia headed to New York City to intern in the film industry before starting college at Harvard. With DC in her rear view, the older Obama sister was finally able to dress more casually, and was often spotted strolling the Tribeca streets in jeans and sneakers.
GC Images
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Malia and Sasha Obama, Barack?s daughters, strolling in the market of the little french village of Isle sur Sorgue close to Avignon where they're holidaying with the parents Barack and Michelle for a week
Malia and Sasha dressed down in oversized jackets during a family trip to France in 2019.
AbacaPress / SplashNews.com
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A photo split of Sasha Obama wearing overalls and Malia Obama wearing a neon sweater and cargo pants
Sasha joined her sister in Los Angeles in early 2022, and wasted no time in adapting her style to the West Coast. Between her baggy overalls and tie-dye and Malia’s cropped cargoes, the younger Obamas fit right in.
SplashNews.com
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Sasha and Malia Obama Get Summer Ready as they take a Grueling Hike in Workout Gear
The duo showed off their best coordinated athleisure during a sunny hike in 2022.
SplashNews.com
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Sasha Obama arrives for a class at USC.
Sasha toted her oversized Telfar bag to class at USC in October 2022, adding layers of necklaces to her printed mini.
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A photo split of Malia and Sasha Obama wearing sweatpants
Even former first daughters love their sweatpants, as the pair proved during this late 2022 lunch date in LA.
SplashNews.com
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Malia Obama wearing jean shorts
The cardigan returns! Rather than styling her open-front sweater with a dress or skirt, as she would have back in Washington, Malia modernized the look with a cropped tank and supersized denim shorts for a morning coffee run in May 2023.
affinitypicture / BACKGRID
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Sasha Obama wearing braids and a patchwork dress
Sasha stepped out in LA with fresh braids and a pretty patchwork maxi dress in August 2023.
BACKGRID
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Sasha and Malia Obama at Drake's party
For a West Hollywood party hosted by Drake in August 2023, the sisters went for styles sultrier than anything we’ve seen on them before. Malia bared her midriff in a cropped lace corset top and low-slung cargo pants, while Malia mixed her prints in a semi-sheer Knwls look comprised of a lace-up top and flared trousers.
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