She still admires the singer’s razor-sharp creativity when it comes to her own look and videos and greatly attributes the success of “Oops!” to Spears’s initial vision. More than two decades later, the stylist says working with Spears was one of her wildest, most fun projects. The video was one of Spears’s most acclaimed-bouffant ponytail and all. “But she was a trooper and went right back to work,” recalls Stanley. During a scene where Spears is lying down and the camera is pointed at her from above, a piece of the camera became dislodged and hit her on the back of the head. She had a very intense day, to say the least.” “After one take, I unzipped her, and it literally looked like a bucket of water poured out of this jumpsuit. “I was nervous that she would pass out.” The stylist’s fears were (partially) realized. “If you put a latex outfit on, you’re immediately sweating, and I knew she was going to be dancing all day,” says Stanley. Spears immediately loved it, though Stanley had initial reservations about the piece’s clingy material. Stanley landed the job through that connection and the fact that at the time Spears was dating *NSYNC heartthrob Justin Timberlake.īush had a little longer than two minutes to create something, but not much longer: He ended up creating the red latex suit overnight. (She styled the boy band’s videos “Bye Bye Bye” and “It’s Gonna Be Me.) She had also worked with the music video’s director, Nigel Dick, before. Stanley had a reputation for styling all of the hottest early-aughts pop artists-think Sugar Ray, Smash Mouth, and *NSYNC. And in honor of the album’s anniversary, Vogue called up Estee Stanley, the video’s stylist, to reminisce about that now famous costume. When you think Spears, you think of that red latex jumpsuit. The track’s space-age music video is downright iconic. On that famed record, the queen of the 2000s churned out some of her biggest hits, such as “Stronger” and “Lucky.” But it’s her lead single, with the same title as the album, that’s lodged most firmly in our memory and not just for its earworm-y chorus. From a VMAs performance that left everybody talking to the public debut of an unforgettable romance, the year 2000 was a big one for Britney.Here’s an anniversary you may have missed: It has now been 20 years since the pop princess Britney Spears released her second studio album, Oops!…I Did It Again. Baby in its first week (though not in its lifetime)-setting a long-standing record in the process-while delivering moments in Brit's career so major that they still stand out all these years later. With smash hit singles like the equally iconic title track, 'Lucky' and 'Stronger,' Oops! managed to outsell. Baby One More Time catapulted the young starlet to pop music superstardom practically overnight with hits like the iconic title track, 'Sometimes' and '(You Drive Me) Crazy.' But Oops! did the impossible, proving that, once in a while, lightning could strike twice. The LP had big footsteps to follow in, as 1999's (similarly punctuated). I Did It Again, the uniquely punctuated second studio album of her career.

On May 16, the Holy Spearit celebrates a special anniversary, as it marks 20 years since the release of Oops!.

Oops, it's been two decades since Britney Spears did it again.

Celebrity oops they did it again