"Raining in My Heart" is a song recorded by Buddy Holly on October 21, 1958 at the Pythian Temple on West 70th Street in New York City, with the orchestral backing by Dick Jacobs. The music and lyrics are written by the songwriting team of Felice Bryant and Boudleaux Bryant. It was released as a single on Coral Records in 1959, peaking at number 88 on the Billboard chart as the B-side of "It Doesn't Matter Anymore". This recording was included on Buddy Holly's first "greatest hits" compilation album, The Buddy Holly Story, that was released in March 1959.