"Each Time You Break My Heart" is a 1986 song recorded by singer Nick Kamen featuring Madonna and Siedah Garrett on backing vocals. It was his debut single from his album Nick Kamen, released in 1987. The song achieved success in many European countries, including Ireland, Italy, UK, Swiss, and in the U.S. it was a top five hit on the dance charts.
Written and produced by Madonna and Stephen Bray, it also cracked both the U.S. dance chart (remix by Shep Pettibone) and the Top 50 in Canada. Madonna had originally written and recorded the song for her "True Blue" album, but it did not make the cut. Her original version remains unreleased officially, but has leaked onto the internet. It is almost identical in melody and structure to Kamen's version.
The Japanese promo 7" sent to the DJ was released in unique black and white custom picture sleeve featuring Madonna and Nick Kamen in a studio.