Category Archives: 1999

And we’re done…

When I started this project, I had two goals. One, I wanted to do a long-form project and see it to the end. With Happy wrapping up the chart, I have accomplished that goal. Two, I wanted to understand the … Continue reading

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Santana feat. Rob Thomas – Smooth

First Hit #1: October 23, 1999 The ’90s end with Smooth, taking the slightly annoying frontman of Matchbox 20 and putting him in front of Carlos Santana’s typically pretty fantastic guitar work. It’s one of those songs that seems somewhat … Continue reading

Posted in 1999 | Tagged , , | 3 Comments

Mariah Carey feat. Jay-Z – Heartbreaker

First Hit #1: October 9, 1999 As Mariah Carey took more and more control over her career, she also became more interested in folding hip hop into her sound. It was a smart move, it was an ascendant genre and … Continue reading

Posted in 1999 | Tagged , , | 3 Comments

TLC – Unpretty

First Hit #1: September 18, 1999 This was an inevitability, TLC has never been shy about making music in a girl power mode, and they’ve also never been shy about putting social messages in their music. So it was only … Continue reading

Posted in 1999 | Tagged , | 1 Comment

Enrique Iglasias – Bailamos

First Hit #1: September 4, 1999 It’s weird associating Enrique Iglasias with Ricky Martin, since their respective corners of the Latin Pop invasion are pretty different. Iglasias is firmly in the sexy dance corner of the party, something he has … Continue reading

Posted in 1999 | Tagged , | 1 Comment

Christina Aguilera – Genie in a Bottle

First Hit #1: July 31, 1999 In 1999, Christina Aguilera was considered to be some form of competition for Britney Spears. Both had a Disney background, both were breaking through with somewhat more sexual lyrics than you would expect from … Continue reading

Posted in 1999 | Tagged , | 1 Comment

Will Smith feat. Dru Hill and Kool Moe Dee – Wild Wild West

First Hit #1: July 24, 1999 Well, he tried. Say what you will about Will Smith, but he isn’t one to go into a project half-hearted, and you can tell he wants to succeed. With Wild Wild West, he was … Continue reading

Posted in 1999 | Tagged , , , | 1 Comment