'Gimme More': Inside Britney Spears' Transformation Over The Years — From 'Princess of Pop' to Under a Conservatorship to Sharing Bizarre Social Media Posts
See how much Britney Spears has evolved decades after her debut.
Dec. 11 2024, Published 9:30 p.m. ET
2000
Spears at the 2000 Teen Choice Awards.
Britney Spears dominated the 2000 Teen Choice Awards in her fringe dress and matching strappy stilettos.
2001
Spears opted for a pink jacket for her 'David Letterman Show' appearance in 2001.
Coming straight from the style department, Spears wore a pink jacket and pink shirt to film the David Letterman Show at the Ed Sullivan Theatre in New York.
2002
Spears with then-boyfriend Justin Timberlake on the red carpet.
The Toxic singer dazzled in her sparkly sequined dress when she attended the American Music Awards in 2002 with her then-boyfriend, Justin Timberlake. They dated from 1999 to 2002.
2005
A pregnant Spears kept it casually for a Malibu outing in 2005.
Pregnant Spears made a public appearance in Malibu, donning a strapless pink tube and gray skirt.
2006
Spears went for a blue patterned dress on her Maui vacation in 2006.
The Princess of Pop was spotted out and about in Maui while her husband at the time, Kevin Federline, spent time with his friends.
2007
The singer accessorized her breezy dress with a fedora, oversized sunglasses and heels.
The Longshot actress kept it casual while out in Malibu, Calif. At the time, she sported a hat and massive sunglasses, which complemented her lace-print dress and black heels.
2008
The 'Toxic' singer dazzled in a black furry bolero jacket in London in 2008.
Spears' fans in the U.K. saw her again following her performance on The X Factor. The Oops!... I Did It Again songstress wore black jeans and a shirt under her feather bolero jacket.
2010
Spears donned a casual flannel in 2010.
Spears kept it casual during an outing with her then-boyfriend, Jason Trawick, in Beverly Hills, Calif.
2012
The pop princess showed off her curves in a tight white dress in 2012.
The …Baby One More Time singer looked gorgeous in her white curve-hugging dress at the Fox channel upfronts in New York.
2015
Spears showed off her new glasses in a 2015 Instagram selfie.
The Crossroads actress shared a mirror selfie on Instagram alongside the caption, "Getting older... I need my glasses!"
2016
Spears showed off her tailored fit in a 2016 Instagram post.
she captioned a 2016 post: "Interview promo overseas! Busy day!", which showed her rocking her halter neck playsuit while posing in a hotel corridor.
2017
The mother-of-two showed off her abs in a gym selfie.
The I'm a Slave 4 U songstress showed off her ripped physique in her mandatory gym photo.
2018
Spears continued her Instagram selfies with a graphic tee nodding to her glasses.
Let the shirt do the talking! Spears unleashed her cute side when she wore eyeglasses and a shirt that had the text, "Talk Nerdy To Me," a reference to Jason Derulo's hit song Talk Dirty.
2019
Spears referenced her iconic music video in a school uniform-inspired look.
The Don't Let Me Be the Last to Know singer wrote in the caption of her mirror selfie: "I went shade shopping today but found nothing !!!! Oh well 😔 ..... but I did find a nice bracelet !!!!!! 🍀🍀🍀🍀🍀,"
2020
Spears donned a summery yellow and white dress in another Instagram snap.
Very demure! Very cutesy! Spears smiled slightly in an Instagram snap.
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2021
The singer wore an off-the-shoulder top in another Instagram post.
Spears, who was wearing an off-the-shoulder top in the picture, said: "A never before seen shot from Project Rose 🌹."
2022
Spears bared it all in a daring Instagram photo.
Spears set her fans' pulses racing with a cropped photo on Instagram.
She wrote: "Instagram doesn't like posts of people revealing their bodies anymore so here's a selfie of me in Mexico 🇲🇽 !!! Mom and Dad … I crossed the border and I made it !!! After no coffee for 15 years ☕️ … Mom we can go have coffee together now !!! I'm treated as an equal … let's have coffee and talk about it !!!"
2023
Spears showed off her curves once again in a red skin-tight number.
Spears confidently wore a bright red bodycon dress that accentuated her curves.
2024
Spears was having fun in the sun in a hot pink bikini.
Spears rocked a pink bikini during a beach getaway.
