This Week in Billboard Chart History: In 1999, Britney Spears ‘Hit’ Number ‘One’ for the First ‘Time’

Your weekly recap celebrating significant milestones from more than seven decades of Billboard chart history.

Jan. 25, 1992

Color Me Badd collected its second Billboard Hot 100 No. 1, as “All 4 Love” followed prior single “I Adore Mi Amor” to the top.

Jan. 26, 1991

On this date 25 years ago, Sting crowned Alternative Songs with the first single from his album The Soul Cages, as “All This Time” hit No. 1.

Jan. 27, 1973

Powered by its iconic clavinet riff, Stevie Wonder‘s “Superstition” dances to No. 1 on the Billboard Hot 100. It’s his second leader and first since his debut hit “Fingertips – Pt 2” ruled almost 10 years earlier.

Jan. 28, 1984

The Queen of Pop’s reign was underway, as Madonna‘s first Billboard Hot 100 entry, “Holiday,” peaked at No. 16 (for the first of two weeks). The song began her run of her first 27 Hot 100 hits all reaching the top 20 (through 1993) … 25 of which climbed to the top 10.

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Jan. 29, 2000

Australian pop duo Savage Garden began a four-week command of the Billboard Hot 100 with “I Knew I Loved You.” The ballad also topped Adult Contemporary for a whopping 17 weeks.

Jan. 30, 1999

Almost two months after 17th birthday, Britney Spears notched her first Billboard Hot 100 No. 1, as her introductory smash, “…Baby One More Time,” reached the pinnacle. She’s since upped her total to five Hot 100 No. 1s (most recently in 2011 with “Hold It Against Me”), as well as six No. 1 albums on the Billboard 200.

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Jan. 31, 1976

40 years ago: Ohio Players top the Billboard Hot 100 with “Love Rollercoaster,” their second No. 1 after “Fire” the previous year. Two decades ago, the latter became an unlikely rock radio hit, when Red Hot Chili Peppers’ cover rolled to No. 14 on Alternative Songs in 1996.