Entertainment Music 18 Iconic Britney Spears Throwback Photos That'll Have You Nostalgic for the '90s The queen of pop has kept her reign going strong since her days as a Mouseketeer By Diane J. Cho Diane J. Cho Diane J. Cho was the Features Editor of PEOPLE Digital from 2019 to 2022. She worked at the brand for nearly four years covering news, features, human interest, evergreen, holiday gift guides and more. She launched the How I Parent and What It's Really Like to Be …. digital series and has interviewed several celebrities and influential leaders within the entertainment industry. Prior to joining PEOPLE, Diane worked at Bustle, VH1 and Complex. She received her bachelor's degree in Journalism from Rutgers University and her master's degree from Columbia Journalism School. People Editorial Guidelines Updated on December 2, 2022 09:55 AM Share Tweet Pin Email Trending Videos 01 of 18 Instagram Britney Spears was always destined to be a star! Here she is as a teeny tot, already serving looks in a pink-and-white dress and big loose curls. 02 of 18 Britney Spears/Instagram Oh, baby, baby — she's been adorable since she was a baby! The star could not look any cuter posing between her parents Jamie and Lynne Spears. 03 of 18 This Mickey Mouse Club Mouseketeer was cast on the hit '90s show, alongside now-famous castmates Justin Timberlake, Christina Aguilera and Ryan Gosling. 04 of 18 Britney Spears/Instagram Spears is the middle child. She has an older brother, Bryan, and little sister, Jamie Lynn. 05 of 18 The LIFE Picture Collection via Getty This U.S. Open outfit screams '90s, from the thin-framed glasses and pigtails to her mini skirt and sneakers. 06 of 18 Kevin Mazur Archive/WireImage We would give ANYTHING for a Britney Spears and 'NSYNC reunion. 07 of 18 We can't apologize for the wave of nostalgia that just hit you when you saw the star's 1999 Got Milk ad. 08 of 18 REX/Shutterstock Backstreet Boy Nick Carter and the teen sensation snapped this amazing photo back in April 1999 in Tampa, Florida. 09 of 18 BOSTON HERALD/REX/Shutterstock It's impossible to choose the best thing in this photo: Is it Joey Fatone's red hair? Chris Kirkpatrick's braids? J.C. Chasez's sunglasses? It's probably Britney's high pony. 10 of 18 Dave Hogan/Getty Here's Brit living her best life in Paris after the release of her second studio album, Oops I Did It Again. 11 of 18 Kevin Mazur/WireImage This photo of Spears next to Jennifer Lopez proves that true star power is ageless. 12 of 18 Kevin Mazur/WireImage Ah, young love. Spears and her ex-boyfriend Justin Timberlake were all smiles during a charity basketball game. 13 of 18 Jeff Kravitz/FilmMagic Here the former flames are seen on the carpet at the Grammys when Timberlake still wore his hair in tight, bleach-blond curls. 14 of 18 Kevin Mazur/WireImage The queen of pop performed alongside the king, Michael Jackson, in 2001 during his 30th anniversary celebration. 15 of 18 Kevin Mazur/WireImage The star cheesing next to former TRL host Carson Daly. 16 of 18 The LIFE Picture Collection via Getty Spears must have been feeling the heat, posing with '90s heartthrobs 98 Degrees. 17 of 18 Youtube Of course, no Britney flashback is complete without a shot from her iconic "...Baby, One More Time" music video, which launched her straight to superstardom (and made us consider pigtails a viable hairstyle). 18 of 18 Kevin Mazur/WireImage Everyone talks about the star's double-denim VMAs look, but we think this glam Grammys ensemble from 2000 should get more love.