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1999 Country Songs
Al Bello/Getty Images
Music

20 Country Songs Turning 20 in 2019


By Courtney Fox | January 21, 2019
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Twenty years ago these country songs were at the top of the 1999 Billboard charts. Get ready to get nostalgic as you listen to these songs from some of country music's biggest names like Shania Twain and Reba McEntire.

1. "A Man Ain't Made of Stone," Randy Travis

The title track from Randy Travis's 1999 album of the same name was a top 40 hit. It peaked at number 16 on the hot country charts.

2. "Breathe," Faith Hill

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This classic Faith Hill song spent six weeks at the top of the charts. It was her first single from her album Breathe. This is all the old school Faith vibes and it's still one of her best.

3. "Please Remember Me," Tim McGraw

Originally written and recorded by country music artist Rodney Crowell, Tim McGraw recorded his own version four years later. His version, featuring harmony vocals by Patty Loveless, stayed at the top of the charts for weeks.

4. "Write This Down," George Strait

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This was the second single from George Strait's album Always Never the Same. "Write This Down"wasStrait's 35th number one single.

5. "Right in the Palm of Your Hand," Alan Jackson

This song was first written and recorded by Crystal Gayle in 1976, but Alan Jackson's version is the most well-known.

6. "I Love You," Martina McBride

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The first single from Martina McBride's album Emotion, "I Love You" hit number one on the country Billboard chart. For any romantic comedy fans, it was also featured in the soundtrack from Runaway Bride, starring Julia Roberts.

7. "He Didn't Have To Be," Brad Paisley  

This song that Brad Paisley co-wrote was from his debut album Who Needs Pictures. It was also his first number one hit and spent a week at the top of the charts.

8. "What Do You Say," Reba McEntire

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The first single from Reba McEntire's album So Good Together, "What Do You Say" reached number three on the charts. It was her first crossover hit, with a strong video to go along with it, directed by directed by Robert Deaton and George Flanigen.

9. "Cowboy Take Me Away," Dixie Chicks

The second single from Fly, this number one hit from the Dixie Chicks has remained one of the trios signature songs.

10."You Had Me From Hello," Kenny Chesney 

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Kenny Chesney co-wrote the song with Skip Ewing for his album Everywhere We Go. It was inspired by the famous line from the film Jerry McGuire.

11. "Amazed," Lonestar

Written by Marv Green, Aimee Mayo and Chris Lindsey, the song spent eight weeks at the top of the charts. It's also been covered multiple times of the years by various talents including Bonnie Tyler and Boyz II Men.

12. "Man I Feel Like a Woman," Shania Twain

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This Shania Twain favorite was co-written by the star and then-husband Robert John "Mutt" Lange. It reached top 5 on the country charts but will forever be one of her most well-known pop-country songs.

13. "When I Said I Do," Clint Black 

Written by Black and recorded with his wife Lisa Hartman Black, this duet hit the top of the charts and is one of the country couple's most well-known collaborations over the years.

14. "Lesson in Leavin," Jo Dee Messina

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Released as the fourth single to Jo Dee Messina's album I'm Alright, the song spent two weeks at number two on the charts.

15. "Little Good-Byes," SHeDAISY

SHeDAISY's "Little Good-Byes" was the lead single of the trio's debut album The Whole SHeBANG. It peaked at number three on the charts and really helped put the new band on the map.

16. "Single White Female," Chely Wright

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This was Chely Wright's only number one hit during her career. The song, which features vocals by Trisha Yearwood, was written by Carolyn Dawn Johnson and Shaye Smith.

17. "You Won't Ever Be Lonely," Andy Griggs

This was one of the singles from Andy Griggs' first studio album of the same name. It reached number two on the country charts.

18. "Home To You," John Michael Montgomery

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Written by Arlos Smith and Sara Light, this was the second single from John Michael Montgomery's album of the same name. It reached number two on the country charts.

19. "God Must Have Spent A Little More Time On You," Alabama featuring N*Sync

Originally a 1997 song from the pop band N*SYNC, Alabama recorded the song featuring the original band in backup vocals. It hit number 3 on the country charts.

20. "Missing You," Brooks & Dunn

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Co-written and originally recorded by John Waite, the Brooks & Dunn version peaked at number 6 on the charts as part of their album, Tight Rope.

Now Watch: Which George Strait Never Went to No. 1?

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