"Raining in My Heart" is a song recorded by Buddy Holly on October 21, 1958[2] at the Pythian Temple on West 70th Street in New York City, with the orchestral backing by Dick Jacobs.

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".

[3] This recording was included on Buddy Holly's first "greatest hits" compilation album, The Buddy Holly Story, that was released in March 1959.

[4] "Raining in My Heart" was also a 1978 hit for Leo Sayer when his recording of the song peaked at number 21 on the UK Singles Chart[5] and number 47 on the US Billboard Hot 100.

[6] It also reached number 9 on the U.S. Easy Listening chart.