A pair of divas topped the Billboard Hot 100 the week of May 24, 1986: Whitney Houston with ‘Greatest Love of All‘ and Madonna with ‘Live to Tell.’ Alas, I’ve already written about both.
That brings us to #3, where we find another diva teaming up with one of the great soul singers. Patti LaBelle and Michael McDonald’s ‘On My Own’ eventually spent three weeks at #1 and became the biggest hit for either artist.



