20 Famous Male Country Singers of the 1990s

The 1990s was a decade filled with iconic country music from some of the most talented male artists the genre has ever seen. These singers not only produced chart-topping hits that are still beloved today, but they also brought a unique and authentic sound to the country music scene. With their distinctive voices and heartfelt lyrics, these male country singers left an indelible mark on the genre that continues to influence modern country music. From George Strait’s classic sound to Garth Brooks’ showmanship, from Tim McGraw’s charm to Alan Jackson’s storytelling, the 1990s saw the rise of some of the most famous and influential male country singers in history. In this article, we will be counting down the top 20 famous male country singers of the 1990s, celebrating their impact on country music and their enduring legacy. Whether you’re a diehard country music fan or simply enjoy the occasional country song, these talented artists are sure to have left a lasting impression on you.

1. Garth Brooks

Garth Brooks is an American country music singer and songwriter who rose to fame in the 1990s. Born in Tulsa, Oklahoma, in 1962, Brooks was a standout athlete in high school before turning his attention to music. He began performing in bars and clubs in the 1980s and was signed to a record deal in 1988. Brooks’ debut album, self-titled “Garth Brooks,” was released in 1989 and was an immediate success, launching his career as a superstar of country music. He is known for his high-energy live performances and his ability to connect with his fans. Some of his most popular songs include “The Dance,” “Friends in Low Places,” and “The Thunder Rolls.” Brooks has won numerous awards throughout his career, including two Grammy Awards and 17 American Music Awards. He was inducted into the Country Music Hall of Fame in 2012 and has sold more than 170 million records worldwide, making him one of the best-selling artists of all time.

2. Clint Black

Clint Black is an American country music singer, songwriter, and guitarist. Born in New Jersey in 1962, Black grew up in Houston, Texas, where he began playing guitar and writing songs as a teenager. He moved to Nashville, Tennessee, in the 1980s and signed his first record deal in 1989. Black’s debut album, “Killin’ Time,” was released the same year and included several hit singles, including the title track and “A Better Man.” He quickly became one of the most successful country music artists of the 1990s, with a string of chart-topping hits that included “When I Said I Do,” “Like the Rain,” and “Nothin’ but the Taillights.” Black is known for his traditional country sound, which incorporates elements of Western swing, honky-tonk, and rock and roll. He has won numerous awards throughout his career, including five Academy of Country Music Awards and one Grammy Award. Black has also appeared in several films and television shows, including “Maverick” and “Wings.”

3. George Strait

George Strait is an American country music singer, songwriter, and actor who was born in Texas in 1952. Known as the “King of Country,” Strait has recorded more than 60 number-one hits over the course of his career and has sold over 70 million records worldwide. His music is known for its traditional country sound, featuring twangy guitars and heartfelt lyrics about love, heartbreak, and everyday life. Some of his most popular songs include “Amarillo By Morning,” “All My Ex’s Live in Texas,” and “The Chair.” Strait has won numerous awards throughout his career, including three Grammy Awards, 13 Academy of Country Music Awards, and 22 Country Music Association Awards. In addition to his music career, Strait has also acted in several films, including “Pure Country” and “The King of the Hill.”

4. Tim McGraw

Tim McGraw is an American country music singer and actor who was born in Louisiana in 1967. He is known for his smooth voice and his ability to blend traditional country with elements of rock and pop music. Some of his most popular songs include “Live Like You Were Dying,” “My Next Thirty Years,” and “Humble and Kind.” McGraw has sold over 80 million records worldwide and has won numerous awards throughout his career, including three Grammy Awards, 14 Academy of Country Music Awards, and 11 Country Music Association Awards. In addition to his music career, McGraw has also acted in several films, including “Friday Night Lights,” “The Blind Side,” and “Country Strong.”

5. Alan Jackson

Alan Jackson is an American country music singer and songwriter who was born in Georgia in 1958. He is known for his traditional country sound, which often features steel guitars and fiddles, and his heartfelt lyrics about love, family, and everyday life. Some of his most popular songs include “Chattahoochee,” “Remember When,” and “Where Were You (When the World Stopped Turning).” Jackson has sold over 80 million records worldwide and has won numerous awards throughout his career, including two Grammy Awards, 16 Academy of Country Music Awards, and 17 Country Music Association Awards. He has also been inducted into the Country Music Hall of Fame and the Nashville Songwriters Hall of Fame. In addition to his music career, Jackson has also acted in several films, including “A Million Ways to Die in the West” and “Angels Sing.”

6. Vince Gill

Vince Gill is an American country music singer, songwriter, and multi-instrumentalist who was born in Oklahoma in 1957. He began his music career in the 1970s as a session musician and songwriter in Nashville, Tennessee, before launching his solo career in the 1980s. Known for his high tenor voice and his virtuosity on guitar, Gill has recorded more than 20 studio albums and has won numerous awards throughout his career, including 21 Grammy Awards, the most of any male country artist. Some of his most popular songs include “I Still Believe in You,” “When I Call Your Name,” and “Go Rest High on That Mountain.” In addition to his music career, Gill has also acted in several films, including “Maverick” and “The Postman.”

7. Trace Adkins

Trace Adkins is an American country music singer and actor who was born in Louisiana in 1962. He is known for his deep baritone voice and his larger-than-life personality, which has made him one of the most popular country music artists of the past few decades. Adkins has recorded 13 studio albums and has sold over 11 million records worldwide. Some of his most popular songs include “You’re Gonna Miss This,” “Honky Tonk Badonkadonk,” and “Ladies Love Country Boys.” Adkins has also appeared in several films and television shows, including “The Lincoln Lawyer” and “Celebrity Apprentice.”

8. John Michael Montgomery

John Michael Montgomery is an American country music singer who was born in Kentucky in 1965. He is known for his smooth tenor voice and his ability to blend traditional country with elements of pop and rock music. Montgomery has recorded 11 studio albums and has sold over 16 million records worldwide. Some of his most popular songs include “I Swear,” “Be My Baby Tonight,” and “Sold (The Grundy County Auction Incident).” Montgomery has won numerous awards throughout his career, including three Academy of Country Music Awards and one Country Music Association Award. He has also been inducted into the Kentucky Music Hall of Fame.

9. Toby Keith

Toby Keith is an American country music singer, songwriter, and actor who was born in Oklahoma in 1961. He is known for his patriotic songs, sense of humor, and his ability to blend traditional country with elements of rock and pop music. Keith has recorded 20 studio albums and has sold over 40 million records worldwide. Some of his most popular songs include “Should’ve Been a Cowboy,” “How Do You Like Me Now?,” and “Courtesy of the Red, White and Blue (The Angry American).” Keith has won numerous awards throughout his career, including four Academy of Country Music Awards and one Country Music Association Award. He has also acted in several films, including “Beer for My Horses” and “Broken Bridges.”

10. Billy Ray Cyrus

Billy Ray Cyrus is an American country music singer, songwriter, and actor who was born in Kentucky in 1961. He is known for his deep, gravelly voice and his ability to blend traditional country with elements of rock and pop music. Cyrus has recorded 16 studio albums and has sold over 25 million records worldwide. Some of his most popular songs include “Achy Breaky Heart,” “Could’ve Been Me,” and “Some Gave All.” Cyrus has won numerous awards throughout his career, including three Academy of Country Music Awards and two Country Music Association Awards. He has also acted in several films and television shows, including “Hannah Montana” and “Doc.”

11. Travis Tritt

Travis Tritt is an American country music singer, songwriter, and actor who was born in Georgia in 1963. He is known for his bluesy, soulful voice and his ability to blend traditional country with elements of rock and roll. Tritt has recorded 12 studio albums and has sold over 30 million records worldwide. Some of his most popular songs include “Here’s a Quarter (Call Someone Who Cares),” “Anymore,” and “T-R-O-U-B-L-E.” Tritt has won numerous awards throughout his career, including two Grammy Awards, four Academy of Country Music Awards, and one Country Music Association Award. He has also acted in several films and television shows, including “The Cowboy Way” and “Touched by an Angel.”

12. Kenny Chesney

Kenny Chesney is an American country music singer and songwriter who was born in Tennessee in 1968. He is known for his upbeat, beach-inspired songs and his energetic live performances. Chesney has recorded 19 studio albums and has sold over 30 million records worldwide. Some of his most popular songs include “No Shoes, No Shirt, No Problems,” “She Thinks My Tractor’s Sexy,” and “When the Sun Goes Down.” Chesney has won numerous awards throughout his career, including four Academy of Country Music Awards and four Country Music Association Awards.

13. Brooks & Dunn

Brooks & Dunn are an American country music duo consisting of Kix Brooks and Ronnie Dunn. They were both born in 1955 and began their music career in the 1980s. Brooks & Dunn are known for their harmonies and their ability to blend traditional country with elements of rock and roll. They have recorded 12 studio albums and have sold over 30 million records worldwide. Some of their most popular songs include “Boot Scootin’ Boogie,” “My Maria,” and “Red Dirt Road.” Brooks & Dunn have won numerous awards throughout their career, including two Grammy Awards, 19 Academy of Country Music Awards, and 14 Country Music Association Awards.

14. Lee Greenwood

Lee Greenwood is an American country music singer and songwriter who was born in California in 1942. He is known for his patriotic songs and his ability to blend traditional country with elements of pop and rock music. Greenwood has recorded more than 20 studio albums and has sold over 30 million records worldwide. Some of his most popular songs include “God Bless the U.S.A.,” “Dixie Road,” and “Ring on Her Finger, Time on Her Hands.” Greenwood has won numerous awards throughout his career, including two Grammy Awards and seven Academy of Country Music Awards. He has also been inducted into the Country Music Hall of Fame.

15. Shenandoah

Shenandoah is an American country music group that was formed in Alabama in 1984. The original members were Marty Raybon, Ralph Ezell, Stan Thorn, Jim Seales, and Mike McGuire. Shenandoah is known for their tight harmonies and their ability to blend traditional country with elements of rock and roll. They have recorded nine studio albums and have had 26 singles reach the Billboard Hot Country Songs chart, including “The Church on Cumberland Road,” “Two Dozen Roses,” and “Next to You, Next to Me.” Shenandoah has won numerous awards throughout their career, including a Grammy Award for Best Country Collaboration with Vocals.

16. Diamond Rio

Diamond Rio is an American country music group that was formed in Tennessee in 1984. The original members were Marty Roe, Gene Johnson, Jimmy Olander, Brian Prout, Dan Truman, and Dana Williams. Diamond Rio is known for their harmonies and their ability to blend traditional country with elements of bluegrass and rock music. They have recorded 11 studio albums and have had 33 singles reach the Billboard Hot Country Songs chart, including “Meet in the Middle,” “One More Day,” and “Beautiful Mess.” Diamond Rio has won numerous awards throughout their career, including a Grammy Award for Best Country Performance by a Duo or Group with Vocal.

17. John Anderson

John Anderson is an American country music singer and songwriter who was born in Florida in 1954. He is known for his distinctive voice and his ability to blend traditional country with elements of rock and roll. Anderson has recorded 23 studio albums and has had more than 50 singles reach the Billboard Hot Country Songs chart, including “Swingin’,” “Black Sheep,” and “Straight Tequila Night.” Anderson has won numerous awards throughout his career, including two Academy of Country Music Awards and one Country Music Association Award. He has also been inducted into the Nashville Songwriters Hall of Fame.

18. Dwight Yoakam

Dwight Yoakam is an American country music singer, songwriter, and actor who was born in Kentucky in 1956. Yoakam is known for his traditional country sound, his unique voice, and his ability to blend elements of rock and roll into his music. He has recorded 21 studio albums and has had more than 30 singles reach the Billboard Hot Country Songs chart, including “Guitars, Cadillacs,” “Honky Tonk Man,” and “Ain’t That Lonely Yet.” Yoakam has won multiple awards throughout his career, including two Grammy Awards.

19. Trace Adkins

Trace Adkins is an American country music singer and actor who was born in Louisiana in 1962. Adkins is known for his deep voice and his ability to blend traditional country with elements of rock and roll. He has recorded 13 studio albums and has had more than 40 singles reach the Billboard Hot Country Songs chart, including “You’re Gonna Miss This,” “Ladies Love Country Boys,” and “Honky Tonk Badonkadonk.” Adkins has won multiple awards throughout his career, including three Academy of Country Music Awards and three Country Music Association Awards.

20. Sammy Kershaw

Sammy Kershaw is an American country music singer and songwriter who was born in Louisiana in 1958. Kershaw is known for his traditional country sound and his ability to infuse his music with elements of Cajun and blues music. He has recorded 16 studio albums and has had more than 25 singles reach the Billboard Hot Country Songs chart, including “She Don’t Know She’s Beautiful,” “Love of My Life,” and “Third Rate Romance.” Kershaw has won multiple awards throughout his career, including two Academy of Country Music Awards and one Country Music Association Award.