TGJ Replay: Celebrating 20 Years of Britney Spears’ Sophomore Album ‘Oops!…I Did It Again’

Published: Saturday 16th May 2020 by Rashad

Designed much like our ‘Retro Rewind’ and ‘From the Vault’ segments, ‘Replay’ is That Grape Juice‘s retrospective segment – a written quest, if you will, to re-spin the gems and jams of yesterday.

Unlike its ‘Rewind’ and ‘Vault’ predecessors, ‘Replay’ looks to dust off and showcase entire albums (and eras) from a library of Pop and Urban Pop music hits.

In celebration of the 20th anniversary of her sophomore album, ‘Oops!…I Did It Again,’ we’re saluting Pop icon Britney Spears again.

Join us inside:

Barring Madonna circa 1983-85, there is arguably no female Pop artist before Britney Spears that could boast such inconceivable levels of superstardom so early in her career.  Sure, history’s granted us several out-of-the-box successes in terms of sales and accolades.  But, to accompany that with a permeation of Pop culture so deep one becomes THE Pop star to be and beat before releasing a sophomore album was not only exceptional, it was almost unprecedented.

Having inducted music videos, choreography, and fashion into iconography status seemingly overnight (also like Madonna before her), Britney-mania induced emulation from young girls around the world – much to the disdain of parents. Unknown to them at the time, their complaints about the then-teen sensation hadn’t nearly reached its apex.

Before fans had time to call for more new music from the budding diva, she had already begun cooking up the follow-up to her Diamond-certified debut effort (which stands as one of the best-selling albums in history).  In addition to reassembling Max Martin, Rami, Eric Foster White, David Kreuger, and other members of that project’s dream-team for another round, Spears’ label home called on hitmaking songwriters and producers like Rodney Jerkins and Diane Warren to assist with the successor.

Together, they crafted her second LP ‘Oops!…I Did It Again.’  It spawned four singles:

‘Oops!…I Did It Again’

Hot 100 Chart Peak: #9

RIAA certification: Gold


Hot 100 Chart Peak: #23

RIAA certification: N/A


Hot 100 Chart Peak: #11

RIAA certification: Gold

‘Don’t Let Me be the Last to Know’

Hot 100 Chart Peak: N/A

RIAA certification: N/A


The residual hype from its predecessor alone almost guaranteed ‘Oops!’ success.  However, when the era was amplified by cinema-quality music videos, high octane choreography, and even more icon-stamped fashion to accompany it, Spears’ already untouchable star shot into the stratosphere.  Aided by an onslaught of media promotion, ‘Oops!’ – released May 16, 2000 – landed at #1 on the Billboard 200 with a whopping 1.3 million sold in one week (500,000 reportedly shifted on its first day alone).  The numbers made her the first female artist in history to sell over 1 million copies of a project in its debut week.  Much like its forerunner, ‘Baby,’ eventually ‘Oops!’ reached Diamond certification by the Recording Industry Association of America.

In contrast to its gargantuan commercial success, the album was riddled with mixed reviews as some critics asserted its sound and positioning felt more formulaic and calculated than organic artistry.  Nevertheless, the Recording Academy did reward the effort with a ‘Best Pop Vocal’ GRAMMY nod at the 2001 ceremony.

On this side of history, ‘Oops’ is a celebrated component of Spears’ catalog.  A fitting forerunner to her own ‘I’m Not a Girl, Not Yet a Woman,’ the opus – her first as an adult – acts as a transitional piece in her musical story.  Coming into womanhood and owning her sexuality, yet still innocent enough to be played on Radio Disney, the opus was her last attempt to appeal across the age board before launching into full-on sex kitten status with its successor, the ‘I’m a Slave 4 U’-led ‘Britney.’

While we replay on our jam, ‘Don’t Let Me be the Last to Know,’ look below and vote:



Your thoughts?

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  1. Erica May 16, 2020

    “When your eyes says it” is a pop masterpiece & it should have been a single. To this day that album has the best first week numbers of any female U.S Artist. Only Adele has broken her record which was held for 15 years plus

  2. C******* UNBOTHERED May 16, 2020

    Kelly FLOP Rowland should be ASHAMED of herself for STEALING writing Credits. She literally just snitched on herself by saying the recently released COFFIN song was already COMPLETE when she got it and that she didnt write it but only changed ONE word. So HOW did she get a Writers Credit???

    Why do writers allow artist to claim writing credit when they didn’t write???…

    That’s like a hospital patient claiming credit for their recovery simply for breathing

    Kelly did NOT help write that song

    • Erica May 16, 2020

      Baby you is miserable, who cares ???

  3. Gee May 16, 2020

    Baby one more time was the birth of Britney Spears to the world of pop music, oops I did it again made Britney the Queen of teen pop. She was a combination of Madonna, and Janet before her. Whether you are fan or not there is no denying the impact that Britney has made on the pop culture landscape.

  4. James May 16, 2020

    I’m now feeling nostalgic. Britney really changed the pop scene with this album, such a classic. She was so big back in the 2000’s, I hope she releases a new album soon maybe 2021!! I want her to win again!!

  5. Fancy BISH May 16, 2020

    This album is just FUN 🥰 Britney’s songs have that MAGIC factor that only an ELITE group of artists EVER truly achieve! 💯 What U See (Is What U Slay) is my fave followed closely by Lucky 🍀 Lucky is her Madonna moment…the song’s melody could actually be on Madonna’s Like A Virgin album! 🎶 It GETS me on that bridge sometimes chile lol 😢 This album is pure 100% BRITNEY BISH. 🤳🏽❤️

  6. I+love+big+black+c** May 16, 2020

    Oops! I shaved my head again!!!!

  7. NawNaw May 16, 2020

    Queen. How a sophomore album is done!

  8. Rashad May 16, 2020

    Unlike Madonna Britney is a singles artist and not an album artist. The only good album she’s ever made is Blackout. The rest are only good for the singles

    • Erica May 16, 2020

      Umm no she’s definitely an album artist, some her best songs are hidden in the albums. Breath on me, Touch of my hand, inside out, how I roll, the hookup, kill the lights. I can go on & on. Don’t make statements of don’t truly know the person’s art

      • Rashad May 17, 2020

        I have listened to every Britney album and own every single one. I stand by my statement…she is a singles artist.

    • King Z May 16, 2020


      britney is definitely not a singles artist. her songs may have been geared to be radio friendly, but her sales prove she is an album artist. she only has a handful of #1 singles over her career but HUGE album sales

      • Rashad May 16, 2020

        What album has she made that is equal to Madonna’s Erotica, Bedtime Stories or Ray of Light, Janet’s Rhythm Nation, Janet or Velvet Rope, Mariahs Daydream, Butterfly or Emancipation, Beyonce self titled, Lemonade etc, Riri Anti…she has never made an album that is groundbreaking like any of those aside from Blackout. A few good album tracks over 20+ years does not put her on par with the other divas incredible discography or creativity.

      • C**-ila May 16, 2020

        Definitely she is an albums artist and always will be…Listen to Circus, In the Zone and even Femme Fatale and see if she’s just a “singles” artists.
        I’d really like to know how can someone be bothered with her, she is just the kindest and less self-centred celebrity out there…her peers respect her and she loves them back.
        It’s sad to be you Rasheed

    • Erica May 16, 2020

      Umm “in the zone” is an defining moment in pop

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