32. 'This Used to Be My Playground' (1992) Madonna wrote this melancholy ballad with Shep Pettibone for “A League of Our Own,” a Penny Marshall baseball film that starred Madonna. Contractual ...

“Crazy For You” was released in March 1985 and became Madonna’s second number one on the Billboard Hot 100. It demonstrated she was able to do ballads, as well as pop-dance hits. Modine ...

Prior to 1989, Madonna was known for boisterous dance tunes, sentimental ballads, and the occasional song about teen pregnancy. Her output got a little more personal with her 1989 album Like a Prayer.