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

Matheus Song
Model
Born October 21, 1994
Barby Franco
Model
Born October 21, 1991
Nick Wolfhard
Voice Actor
Born October 21, 1997
Kiel Tutin
Dancer
Born October 21, 1995
Msz Jkush
Pop Singer
Born October 21, 1993
Bernard Tomic
Tennis Player
Born October 21, 1992