In 1987, shortly after he signed with Virgin Records, Orbison recorded a duet of this song with kd lang which was released as a single and later used as the B-side to his 1989 release "She's A Mystery To Me." This duet won the 1988 Grammy award for Best Country Vocal Collaboration, and was re-released in the UK in 1992, where it hit #13. Lang said that when they met to do the recording, it was obvious that their voices had a "tonal connection."
This recording was made for the 1987 Jon Cryer movie Hiding Out
, and produced by Pete Anderson, who was Dwight Yoakam's producer. In our interview with Pete Anderson
, he said: "The editor cut it for the movie, and he slowed it down for this scene where they were roller skating. So my daunting task was to recut 'Crying' as a duet with kd lang, Roy Orbison, and slow it down a little bit. It was great - it's Roy and kd, so you can't go wrong no matter what you do.
I more-or-less witnessed it because they were so terrific. The biggest plus out of it was just getting to know Roy a little bit and spending a little time with Roy, who was a very, very special person."