"Like a Prayer", "Vogue", "Like a Virgin", & "Holiday" are her most iconic songs (that I know). I'm not really into her music, but almost ANY big music fan knows those songs.
Sorry for the delay, but y'all have chose Madonna's most iconic single:
Like a Virgin
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Next is the King of Pop: Michael Jackson. I chose 8 of the singles I think people are more likely to choose, but again, since he's the King, you can choose for yourself.
Billie Jean
Thriller
Bad
Don't Stop Til' You Get Enough
Scream
Beat It
Smooth Criminal
We Are The World
(OTHER)