"Lovin' Her Was Easier (than Anything I'll Ever Do Again)" is a song written, composed, first recorded, and first released by Kris Kristofferson. It was also recorded and released by Roger Miller, who included it on his album The Best of Roger Miller and released it as a single in July 1971. Ten years later, it was recorded by Tompall & the Glaser Brothers for the album Lovin' Her Was Easier.

The narrator describes a lover in somewhat nostalgic terms, using images drawn from nature and references to inter-personal intimacy. As originally performed by Kristofferson, it is in the key of C major.

Kristofferson recorded the song on his 1971 album for Monument Records, The Silver Tongued Devil and I.^[1][2]

Kristofferson's rendition of the song was not promoted to country music radio. It reached 26 on the Billboard Hot 100 and 4 on Hot Adult Contemporary Tracks.^[3] In Canada, it reached 21 on the RPM Top Singles charts^[4] and 8 on that same publication's Adult Contemporary list.^[5]

Miller's version of the song entered the Hot Country Singles chart in August 1971. The song spent eleven weeks on that chart and peaked at 28.^[8] In Canada, the song debuted at 50 on the RPM Country Tracks charts dated for September 11, 1971,^[9] peaking at 8 on the chart week of October 16.^[10]

Tompall & the Glaser Brothers recorded the song in the 1970's decade, releasing it in the album Vocal Group Of The Decade.^[13] They also recorded the song in 1981. This was the group's third single following its 1980 reunion, as frontman Tompall Glaser had departed the group in 1973 for a solo career.^[14] Released in mid-1981, this version of "Lovin' Her Was Easier" went on to become the group's highest-charting single.^[12] It was also the title track of the Glaser brothers's reunion album, Lovin' Her Was Easier.^[14] Following the release of this song, the Glaser brothers recorded only four more cuts for Elektra before disbanding a second time.

In 2010, Mark Chesnutt included his version of the song on his album Outlaw, an album which comprises covers of songs recorded by "outlaw" country music artists. His version was released as the first single from it.^[17] Chesnutt told LimeWire that, although he was familiar with both Kristofferson's and the Glaser Brothers's renditions of the songs, he "wasn't a big fan of the song" until he heard Waylon Jennings sing it.^[18] (Jennings recorded the song on his 1971 album The Taker/Tulsa.)^[19]

• Waylon Jennings recorded the song for his 1971 album The Taker / Tulsa
• Billie Jo Spears recorded the song as "Loving him was easier (than anything I'll ever do again)" in 1977 for her album If you want me
• Nana Mouskouri recorded the song as "Loving Him Was Easier" in 1982 for her album Song for Liberty
• Willie Nelson and Dyan Cannon recorded the song as "Loving Her Was Easier (Than Anything I'll Ever Do Again)" for the film Honeysuckle Rose
• Anita Carter with Billy Sanford (gt) Recorded 29 January 1971
• Skeeter Davis with Vocal Accompaniment by The Jordanaires and The Nashville Edition, 1972
• Billy Ray Cyrus recorded the song for his 2016 album Thin Line
• The Highwaymen performed the song during their American Outlaws tour in 1990; the song′s featured on their compilation album Live: American Outlaws (2016)