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Britney Spears Brings Back ‘Baby One More Time’ Style in Schoolgirl Skirt & Leather Heels

The singer's latest OOTD appeared to be a callback to one of her most iconic music video looks.
Britney Spears, 2016 MTV Video Music Awards, New York City, Aug. 28 2016
Britney Spears, disney world, bucket hat, stuffed animals, pink t shirt, khaki pants, sneakers, Britney Spears at Walt Disney World, Orlando Florida, USA - 15 Jun 1999Britney SpearsBritney Spears at Walt Disney World, Orlando Florida, USA - 15 Jun 1999
BRITNEY SPEARS'DRIVE ME CRAZY' FILM PREMIERE, NEW YORK, AMERICA - 1999
Britney Spears Rehearsing For Arthur Ashe Kids' Day at Usta National Tennis Center Flushing Ny On August 28 1999 Â
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BRITNEY SPEARS AND BODYGUARD BIG ROB
BRITNEY SPEARS ARRIVING AT HEATHROW AIRPORT , LONDON , BRITAIN
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Oops…she did it again! Britney Spears brought back one of her classic music video moments with a modern twist on Instagram.

On Sunday night, the Grammy Award-winning musician shared a new Instagram Reel on the social media platform — her first, as she noted in the caption, using a ring light. In the clip, Spears danced in an outfit that’s strongly reminiscent of her 1999 music video for “…Baby One More Time,” where she wore a white collared shirt as a crop top, complete with a gray cardigan and pleated miniskirt.

https://www.instagram.com/reel/CoBm8wiL8wM/?utm_source=ig_web_copy_link

In her Reel, the star wore a white button-up crop top with lacy trim and pearl buttons, paired with a deep green plaid skirt — giving the iconic academic set a 2020’s twist.

“This video is showing my first time with a RING LIGHT!!! Damn, all this time!!!” Spears captioned her video. “This video is not as good as the last one in this outfit because I was figuring out how to do it … it’s actually cool and I felt proud at my first attempt at this ring light !!!”

When it came to footwear, Spears completed her outfit with a set of brown leather pumps. Her set featured lightly rounded toes with a layered strap on each vamp — seemingly mimicking a penny loafer — as well as thin squared 3 to 4-inch heels.

Similarly to the leather round-toed chunky pumps she wore in “…Baby One More Time,” the style added a preppy finish to her academia-inspired outfit — which can be seen in the original video on YouTube, below.

Spears’ footwear choices vary from sleek to bohemian. The “Seal It With A Kiss” singer often wears a range of styles while at home, including pointed-toe pumps and platform sandals from brands such as Manolo Blahnik and Steve Madden. Her off-duty wardrobe also includes Birkenstock slides, Amaranti wedges, and Ugg and Impo boots. When previously on the red carpet, Spears’ sleek styles included pointed-toe, platform and thigh-high sandals from Louboutin, Stuart Weitzman, Jimmy Choo and Schutz.

PHOTOS: Discover Spears’ boldest style moments in the gallery.

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Fiona O'Keeffe, Team USA, FN, Footwear News, March 2024, cover, magazine, magazine cover, print media
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