"Cryin' My Heart Out for You" is a song recorded by American singer Diana Ross. It was written both by Allee Willis and its producer Michael Masser. The song was released on March 21, 1981 by Motown as the third single single in support of the 1981 compilation To Love Again when it became known that Ross had signed a contract with RCA, and just a month before the release of "Endless Love". The song was not a great success, reaching only number 58 in the UK chart. It's flip side "To Love Again", made it to #103 on Cash Box.