#50. 'Easy Loving' by Freddie Hart
- Artist: Freddie Hart
- Billboard rank: #50
This 1971 summer jam became Freddie Hart’s breakthrough hit, as well as a country music classic. Heart lost his record contract when an earlier song didn't do as well as expected. A radio station picked up this tune about a loving, committed relationship, and brought Hart back into stardom.
#49. 'When You Say Nothing At All' by Keith Whitley
- Artist: Keith Whitley
- Billboard rank: #49
“When You Say Nothing At All” is one of the most important songs in the careers of three different artists—but only Keith Whitley’s version reached the top of the country charts in the United States. The 1988 single is a touching love letter to a romantic partner whose silence speaks volumes.
#48. 'Houston (Means I'm One Day Closer To You)' by Larry Gatlin & The Gatlin Brothers
- Artist: Larry Gatlin & The Gatlin Brothers
- Billboard rank: #48
The 1983 recording was the Gatlin Brothers’ third and final #1 hit on the country chart. In the emotional song, the narrator tells his romantic partner he's looking forward to finishing his concert tour, so he can return home.
#47. 'Coward Of The County' by Kenny Rogers
- Artist: Kenny Rogers
- Billboard rank: #47
This playful ballad follows a “cowardly” young man who learns to stand up for himself despite his father’s advice to the contrary. The 1980 recording hit #1 on the country charts, and even crossed over to hit #3 on the pop charts.
#46. 'Skip A Rope' by Henson Cargill
- Artist: Henson Cargill
- Billboard rank: #46
This 1967 single encouraged parents to listen to their children when they talk about social issues, like racism and bullying. "Skip A Rope" topped the country charts, and crossed over to the Billboard Hot 100, where it peaked at #25.
You may also like: Longest-running TV series
#45. 'The Good Stuff' by Kenny Chesney
- Artist: Kenny Chesney
- Billboard rank: #45
Though Kenny Chesney is most famous for recording several hit songs about drinking and the beach, his ballad about a man discovering that "the good stuff" in life is love for a woman was his longest lasting #1 single on the country charts.
#44. 'That's What I Love About Sunday' by Craig Morgan
- Artist: Craig Morgan
- Billboard rank: #44
In 2005, “What I Love About Sunday” became Craig Morgan’s only #1 country single. The song, which was declared the #1 hit of the year by Billboard, is a man’s heartfelt ode to family time and an easygoing lifestyle.
#43. 'Burnin' It Down' by Jason Aldean
- Artist: Jason Aldean
- Billboard rank: #43
This sultry ballad sparked controversy on the radio for its suggestive nature and electronic dance music sound, but "Burnin' It Down" still won Jason Aldean the Top Country Song category at the 2015 Billboard Music Awards.
#42. 'Almost Persuaded' by David Houston
- Artist: David Houston
- Billboard rank: #42
David Houston’s cheeky 1966 recording is about a man who's about to be unfaithful to his wife but then sees the reflection of his wedding band and flees the dance floor. The single spent nine weeks on the Billboard country charts.
#41. 'I Swear' by John Michael Montgomery
- Artist: John Michael Montgomery
- Billboard rank: #41
This 1994 ballad is a declaration of love in the form of a promise to be there no matter what. This version topped the country charts, and a cover by pop group All-4-One topped the Billboard Hot 100 the following year.
You may also like: Most famous musician born the same year as you2018 All rights reserved.