"Hopelessly Yours" is a song written by Keith Whitley, Curly Putman, and Don Cook. The song was originally recorded by John Conlee on his album Perfect Strangers for 16th Avenue Records. It was released as the album's third single in 1989 and peaked at number 67 on the Billboard Hot Country Singles chart. Before its release, Conlee included it as the B-side to his 1989 single "Hit the Ground Runnin'", which peaked at number 43. George Jones also cut the song for his 1986 LP Wine Colored Roses.

The song was covered by American country music artists Lee Greenwood and Suzy Bogguss in 1991, and released as the first single from Greenwood's album A Perfect 10. In 1992, it was nominated for Best Country Vocal Collaboration at the Grammy Awards. It reached number 12 on the Billboard Hot Country Singles & Tracks chart. This version was released only as an airplay single, and did not feature a B-side.

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