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… ...

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 ...