The #1 R&B song on October 21, 1999

We Can't Be Friends By Deborah Cox featuring R.L.

Other #1 songs on October 21, 1999

#1 Hit Song

Smooth
Santana featuring Rob Thomas

UK #1 Song

Genie in a Bottle
Christina Aguilera

#1 Country Song

Something Like That
Tim McGraw

#1 Alternative Hit

The Chemicals Between Us
Bush

#1 Dance Track

Situation
Yaz

Notable October 21 birthdays in the 1990s

Doja Cat

Born October 21, 1995
Kane Brown

Born October 21, 1993
Damion Lee

Born October 21, 1992