• 4 years ago
Britney Spears released her colossal second album 'Oops!...I Did It Again' on May 16th, 2000. 20 years later, Billboard takes you down memory lane to remember one of pop's most iconic records.

Recommended

1:28
I
Up next
Britney Spears Celebrates the 20th Anniversary of Her Debut Single '...Baby One More Time' | Billboard News
Billboard
0:49
Britney Spears Is Moving Back Into Her New House | Billboard News
Billboard
0:48
Britney Spears Announces Memoir ‘The Woman in Me’ Due Out Fall 2023 | Billboard News
Billboard
1:10
Britney Spears Has a Message for Internet Trolls | Billboard News
Billboard
1:07
Britney Spears Grooves to Justin Timberlake's 'Filthy' | Billboard News
Billboard
2:05
Britney Spears Speaks Out Against Family in Post-Conservatorship IG | Billboard News
Billboard
1:31
Controversial Hot 100 Hits: Britney Spears, Lil Nas X, Madonna & More | Billboard News
Billboard
1:20
Britney Spears to Kick off Las Vegas Residency Early Next Year | Billboard News
Billboard
1:21
Britney Spears Pushes Back Against Doing A Biopic About Her Life | Billboard News
Billboard
1:28
Britney Spears Returns Home After Mental Health Treatment Program | Billboard News
Billboard
1:38
Britney Spears Snaps Back At Ozzy Osbourne & Family | Billboard News
Billboard
1:04
Britney Spears Calls Out Paparazzi For Distorting Her Body in Photos | Billboard News
Billboard
1:14
Celine Dion Debuts at No. 1 on Billboard 200 Chart With 'Courage' | Billboard News
Billboard
2:25
Taylor Swift's Clip of a Re-Recorded 'Love Story,' Britney Spears' Unreleased Single 'Swimming In The Stars' & More Music News | Billboard News
Billboard
1:43
Britney Spears Reveals Topless Shot on Cover of Memoir
LehrenDotCom
8:10
Britney Spears Apologies to Justin Timberlake, New Megan Thee Stallion Album & More | Billboard News
Billboard
1:20
Madonna Scores Ninth No. 1 Album on Billboard 200 With 'Madame X' | Billboard News
Billboard
2:04
Biggest Bombshells From Britney Spears' New Memoir
Allvipp.com
8:25
Britney Spears Speaks Out Amid Divorce, Everything You Missed At KCON LA 2023 & More | Billboard News
Billboard
2:58
Rihanna Reigns As The No. 1 Artist on Pop Songs Chart | Billboard News
Billboard
1:07
‘Encanto’ Makes It Nine Weeks Atop Billboard 200 Albums Chart | Billboard News
Billboard
1:02
Britney Spears Dancing to Justin Timberlake and Jay-Z's 'Holy Grail' Is Perfection | Billboard News
Billboard
1:54
Dua Lipa’s Radical Chart Achievements | Billboard Explains
Billboard
1:01
Jamie Lynn Spears Says She Has ‘Self-Esteem’ Struggles as Britney Spears' Sister| Billboard News
Billboard
1:36
Billboard's Hot 100 No.1's Chart History For 2022 | Billboard News
Billboard