The King of Pop befriended the singer in the early 1990s and several dates followed, but Jackson revealed he never had any romantic interest in her during a taped conversation with his close friend Rabbi Shmuley Boteach.

Jackson told Boteach, “I think she (Madonna) likes shock value and she knows how to push buttons on people. I think she was sincerely in love with me and I was not in love with her. She did a lot of crazy things. I knew we had nothing in common.”
“She is not sexy at all. I think sexy comes form the heart in the way you present yourself.”
The Thriller icon believed Madonna was one of several stars who envied his fame: “They admire you and know you are wonderful and great because they are jealous, because they wish they were in your shoes. Madonna is one of them. She is jealous. She is a girl, a woman and I think that’s what bothers her…”
“I get the fainting and adulation and she doesn’t.”
Boteach, who is publishing the conversations, maintains Jackson wanted the footage to be released to the public so his fans could gain a better understanding of his personal life.