This Week in Billboard Chart History: In 1990, Janet Jackson's Halloween Hit 'Black Cat' Crept to No. 1

Ron Galella, Ltd./WireImage
Janet Jackson receives a Hollywood Walk of Fame Star on April 20, 1990 at 1500 Vine Street in Hollywood, Calif.

Plus, remembering feats by Phil Collins, Britney Spears & Whitney Houston.

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

Oct. 22, 1988
Phil Collins' "Groovy Kind of Love" topped the Billboard Hot 100. The original version by The Mindbenders peaked at No. 2 in 1966.  

Oct. 23, 1999
Santana's late-'90s comeback was in full force, as "Smooth," featuring Rob Thomas, began a 12-week command on the Billboard Hot 100. Parent album Supernatural also spent 12 weeks atop the Billboard 200. "Smooth" ranks as the No. 2 title on Billboard's recap of the Greatest of All Time biggest Hot 100 hits.

Oct. 24, 2009
Britney Spears notched her third Billboard Hot 100 No. 1 with the aptly titled "3." Her previous No. 1? Let's continue ...

Oct. 25, 2008
Britney Spears scored her second Billboard Hot 100 leader – and first in almost 10 years, after "…Baby One More Time" – as the scathing "Womanizer" danced to the summit.

Oct. 26, 1985
Whitney Houston ruled the Billboard Hot 100 for the first time, as "Saving All My Love for You" rose 2-1. The ballad became her first of 11 No. 1s, as well as her first of seven in a row, the longest streak of leaders in the chart's history.

Oct. 27, 1990
Well-timed around Halloween, Janet Jackson's "Black Cat" leapt to No. 1 on the Billboard Hot 100.

Oct. 28, 2006
Ludacris shook his way to the top of the Billboard Hot 100 with "Money Maker," featuring Pharrell.

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