Was 1999 the greatest year in pop? Yes. These are three female pop stars from 1999 who hit No. 1 on the Hot 100.

Britney Spears‘ debut single “…Baby One More Time” hit No. 1 on the Hot 100 the week of Jan. 30, 1999, kicking off a year that radically transformed modern pop. “Baby” spent a mere two weeks on top, ...

Following our Billboard staff-picked list of the 99 greatest songs of 1999, we're writing this week about some of the stories and trends that defined the year for us. Here, we remember how boy bands… ...

Ricky Martin knew “Livin’ La Vida Loca” would be an instant hit when producer Desmond Child and songwriter (and fellow Menudo alum) Robi “Draco” Rosa brought him a demo of the track. The Puerto Rican ...

As part of Billboard's 1999 week celebration, here's a roundup of the best lyrics from the beloved year that range from clever to corny. By Bianca Gracie Following our Billboard staff-picked list of ...

When Charli XCX and Troye Sivan dropped their collaborative single “1999” last fall, I didn’t think much of it. (Initially, anyway.) Coming off of an incredibly strong 18-month run for both youthful ...

“Don’t worry,” announces the warped robot voice at the start of Prince‘s 1999. “I won’t hurt U. I only want U2 have some fun.” Is this the voice of God? Or Prince‘s synthesizers talking back to him?

Ricky Martin knew “Livin’ La Vida Loca” would be an instant hit when producer Desmond Child and songwriter (and fellow Menudo alum) Robi “Draco” Rosa brought him a demo of the track. The Puerto Rican ...