On July 22 1989, Madonna’s Express Yourself reached #2 on the Billboard Hot 100 Singles Chart. Express Yourself was the first song that Madonna and producer Stephen Bray collaborated on for the Like a Prayer album.
“The message of the song is that people should always say what it is they want. The reason relationships don’t work is because they are afraid. That’s been my problem in all my relationships. I’m sure people see me as an outspoken person, and for the most part, if I want something I ask for it. But sometimes you feel that if you ask for too much or ask for the wrong thing from someone you care about that that person won’t like you. And so you censor yourself. I’ve been guilty of that in every meaningful relationship I’ve ever had. The time I learn how not to edit myself will be the time I consider myself a complete adult.”
—Madonna talking to Stephen Holden of The New York Times.