What truly defines a great country song? It’s the storytelling, the emotional depth, and that unmistakable twang that resonates deep within. These songs aren’t just music; they are narratives that chart the evolution of country music itself. From Hank Williams’s raw, soulful cries to Ray Charles’s groundbreaking R&B infusion into country, and Shania Twain’s empowering global anthems, country music has constantly redefined itself.
To mark the 10th anniversary of Rolling Stone Country, we’ve expanded our original list from 100 to 200 songs, offering a more comprehensive exploration of this genre’s rich tapestry. This updated list arrives at a pivotal moment, where a classic folk song by Tracy Chapman can top country charts, and Beyoncé’s Cowboy Carter album illuminates the often-overlooked contributions of Black country artists like Linda Martell. Almost a century after pioneers like the Carter Family, Jimmie Rodgers, and DeFord Bailey laid the foundation, country music continues to evolve and inspire.
Brad Paisley, ‘Welcome to the Future’
Brad Paisley performs at Sleep Train Amphitheatre on September 26, 2009 in Wheatland, California. (Photo by Tim Mosenfelder/Getty Images)
Image Credit: Tim Mosenfelder/Getty Images
Brad Paisley, known for his progressive views within mainstream country, delivers an ambitious and expansive track in “Welcome to the Future.” Released in 2009, this nearly six-minute single from American Saturday Night is a thoughtful reflection on technological advancements and social progress. Paisley blends country-rock with synth lines and traditional instruments, marveling at innovations like DVD players in cars and mobile gaming, while also acknowledging the significant racial strides made during his lifetime. He debuted this hopeful anthem at the White House, underscoring its message of optimism and change. This song exemplifies Paisley’s signature style of mixing lighthearted observations with deeper, more meaningful social commentary, making it a standout in contemporary country music.
Stoney Edwards, ‘Hank and Lefty Raised My Country Soul’
UNSPECIFIED – CIRCA 1970: Photo of Stoney Edwards Photo by Michael Ochs Archives/Getty Images
Image Credit: Michael Ochs Archives/Getty Images
Stoney Edwards, a significant figure among Black artists who gained recognition after Charley Pride’s breakthrough, crafted “Hank and Lefty Raised My Country Soul” as a heartfelt tribute to country music’s foundational figures. This song, released during a time when Black artists often had to explicitly assert their country credentials, is a powerful testament to Edwards’s deep roots in the genre. While it subtly addresses the racial biases of the industry, it primarily shines as a beautifully arranged and performed country song. Edwards’s warm, distinctive Oklahoma twang, combined with an arrangement that nods to both Hank Williams and Lefty Frizzell, creates a sound that is both classic and uniquely his own. The narrative of embracing musical heritage rather than rebelling against it perfectly encapsulates the spirit of country tradition.
Loretta Lynn and Conway Twitty, ‘You’re the Reason Our Kids Are Ugly’
CIRCA 1979: Loretta Lynn and Conway Twitty pose for a portrait in circa 1979. (Photo by Michael Ochs Archives/Getty Images)
Image Credit: Michael Ochs Archives/Getty Images
The 1970s were the golden age of country music power couples, and while George Jones and Tammy Wynette, and Johnny Cash and June Carter Cash were iconic, Loretta Lynn and Conway Twitty stood out in their own right, despite not being romantically linked. Their musical partnership produced numerous hits, but “You’re the Reason Our Kids Are Ugly” remains a uniquely humorous and memorable entry in their discography. This playful, funky track, released amidst their string of Number One hits, showcases their comedic timing and chemistry. Lynn and Twitty fully commit to the song’s lighthearted insults about aging and genetics, delivering a performance that is both funny and musically engaging. It’s a testament to their versatility and ability to blend humor with classic country sounds.
Gretchen Wilson, ‘Redneck Woman’
LAS VEGAS – MAY 26: Gretchen Wilson performs on stage at the
Image Credit: Kevin Winter/Getty Images
Gretchen Wilson’s “Redneck Woman” was a defining anthem of the early 2000s, propelling the MuzikMafia, a collective of Nashville’s outsider artists, into the mainstream spotlight. This song, with its bold celebration of working-class identity and unapologetic embrace of “redneck” culture, resonated deeply with audiences. Its catchy swing and themes of beer-drinking and Walmart fashion made it a rapid chart-topper. Following a standout performance at the 2004 Country Radio Seminar, “Redneck Woman” became a phenomenon, achieving the fastest rise to Number One since Billy Ray Cyrus’s “Achy Breaky Heart.” While Wilson herself didn’t replicate this peak success, the song undeniably paved the way for future female country rockers like Miranda Lambert and Kimberly Perry, marking a significant shift in the portrayal of women in country music.
Gene Autry, ‘Back in the Saddle Again’
LOS ANGELES – CIRCA 1940: Gene Autry poses with his horse Champion circa 1940 in Los Angeles, California. (Photo by Ivan Dmitri/Michael Ochs Archives/Getty Images)
Image Credit: Ivan Dmitri/Michael Ochs Archives/Getty Images
Gene Autry, often credited with “romantic westernizing” the cowboy image popularized by Roy Rogers, solidified his own legacy with “Back in the Saddle Again.” Initially a last-minute addition to the 1938 film Border G-Man, this song became Autry’s signature tune and a timeless classic of the genre. The song’s origin is almost as charming as the melody itself: written in haste after a late-night call, it was inspired by a simple phrase uttered to songwriter Ray Whitley’s wife. Autry recorded it multiple times, achieving his second gold record with the 1939 version. “Back in the Saddle Again” not only became his theme song but also the title of his autobiography, forever linking Gene Autry with the romanticized image of the American West and solidifying its place among the best country songs.
Brandi Carlile, ‘The Joke’
LOS ANGELES, CA – JULY 12: Brandi Carlile performs during an evening with Brandi Carlile at The GRAMMY Museum on July 12, 2018 in Los Angeles, California. (Photo by Timothy Norris/Getty Images)
Image Credit: Timothy Norris/Getty Images
Brandi Carlile’s “The Joke” stands as a powerful anthem for marginalized voices and a vocal masterpiece of 21st-century country music. This soaring ballad resonated deeply, particularly during the political climate of the Donald Trump era, becoming an anthem for those feeling vulnerable and unheard. Carlile’s emotionally charged vocals, combined with the empathetic production by Dave Cobb and Shooter Jennings, amplify the song’s message of pain, anger, and resilience. “The Joke” earned Carlile well-deserved Grammy awards and quickly became a show-stopping performance piece. Its raw emotional intensity and powerful message make it a song that is uniquely Carlile’s, difficult to imagine being performed with the same impact by anyone else.
Zach Bryan, ‘Something in the Orange’
Zach Bryan,
Image Credit: Griffin Lotz for Rolling Stone
Zach Bryan’s rise to stardom is a testament to the power of authenticity in contemporary country music. “Something in the Orange” is a prime example of his raw, genuine style, released as the lead single from his 2022 album American Heartbreak. Bryan’s journey, from writing songs in Navy barracks and sharing them on YouTube to becoming a major-label artist, is as compelling as his music. The song’s simple instrumentation and Bryan’s urgent, plainspoken delivery highlight his poetic lyrics and emotional depth. “Something in the Orange” proved that in the 2020s, unadorned authenticity could resonate on a massive scale, making Zach Bryan one of the most significant artists across genres.
The Oak Ridge Boys, ‘Elvira’
The Oak Ridge Boys backstage at Holiday Star, Chicago, Illinois, May 25, 1981. (Photo by Kirk West/Getty Images)
Image Credit: Kirk West/Getty Images
The Oak Ridge Boys, with roots stretching back to the 1940s gospel quartet the Oak Ridge Quintet, seamlessly transitioned into country music in the 1970s and 80s, maintaining their vocal group tradition. “Elvira,” released in 1981, became their biggest pop crossover hit, celebrated for its infectious energy and distinctive bass vocals. The song’s jovial rhythm, horn section, and Richard Sterban’s unforgettable “Giddy up, um-poppa-um-poppa, mow, mow” hook made it a singalong favorite. “Elvira” showcased the Oak Ridge Boys’ ability to blend classic vocal harmonies with a contemporary country sound, earning them widespread appeal and solidifying their place in country music history.
Beyoncé, ‘Texas Hold ‘Em’
LOS ANGELES, CALIFORNIA – APRIL 01: (FOR EDITORIAL USE ONLY) Beyoncé accepts the Innovator Award onstage during the 2024 iHeartRadio Music Awards at Dolby Theatre in Los Angeles, California on April 01, 2024. Broadcasted live on FOX. (Photo by Kevin Mazur/Getty Images for iHeartRadio)
Image Credit: Kevin Mazur/Getty Images
Beyoncé’s “Texas Hold ‘Em,” released in February 2024, is already a landmark achievement, marking the first time a Black woman has topped the Billboard Hot Country Songs chart. This groundbreaking track is not just a personal victory for Beyoncé but potentially a pivotal moment for inclusivity in country music. From Rhiannon Giddens’s banjo intro to the Western-inspired beat and fife-and-drum breakdowns, “Texas Hold ‘Em” is a vibrant celebration of country sounds with a modern twist. It raises important questions about the future of country radio and the genre’s evolution, proving to be a 21st-century country anthem that is both innovative and deeply rooted in tradition.
Johnny Rodriguez, ‘Ridin’ My Thumb to Mexico’
IN CONCERT – Shoot Date: January 29, 1975. (Photo by ABC Photo Archives/Disney General Entertainment Content via Getty Images) JOHNNY RODRIGUEZ
Image Credit: BC Photo Archives/Disney General Entertainment Content/Getty Images
Johnny Rodriguez broke barriers as the first major country star of Mexican-American descent, demonstrating the genre’s fluidity by recording in both English and Spanish. “Ridin’ My Thumb to Mexico,” a self-penned hit from 1973, is a poignant story of escape and heartbreak, resonating with anyone who has sought solace in leaving their troubles behind. Rodriguez’s voice, filled with forlorn emotion, is beautifully complemented by Jerry Kennedy’s lush production, creating a captivating and emotionally resonant track. This song became his second Number One hit, highlighting his significant contribution to country music and his ability to connect with audiences through universal themes of love and loss.
Ricky Skaggs, ‘Heartbroke’
Image Credit: CBS/Getty Images
Ricky Skaggs, a bluegrass virtuoso who successfully transitioned to country, brought a lively energy to Guy Clark’s “Heartbroke.” This song, which Clark envisioned with a Chuck Berry-like tempo, became a chart-topping hit for Skaggs in 1982. Despite admitting he didn’t fully grasp the song’s meaning initially, Skaggs’s performance is infectious, full of delight and bluegrass-infused country instrumentation. “Heartbroke” not only topped the country charts but also gained popularity with other artists, including a young George Strait. Skaggs’s spirited rendition, slightly sanitized from Clark’s original lyrics, remains the definitive version, showcasing his ability to infuse traditional bluegrass with mainstream country appeal.
Iris DeMent, ‘Let the Mystery Be’
UNSPECIFIED – JANUARY 01: Photo of Iris DE MENT (Photo by Dave Peabody/Redferns)
Image Credit: Dave Peabody/Redferns/Getty Images
Iris DeMent’s “Let the Mystery Be,” the opening track from her acclaimed 1993 debut Infamous Angel, is a testament to her unique blend of country twang and philosophical depth. DeMent’s vibrato-rich voice delivers a message of acceptance and humility in the face of life’s big questions. The song thoughtfully considers ideas about heaven and the afterlife before concluding with a sensible embrace of uncertainty: “No one knows for certain and so it’s all the same to me/I think I’ll just let the mystery be.” This song launched DeMent into an unconventional career, spanning gospel, protest songs, and even an album inspired by Russian poetry. “Let the Mystery Be” has become a standard, covered by artists like Jeff Tweedy, further cementing its status as a modern country classic.
Luke Combs, ‘Beer Never Broke My Heart’
CLARKSTON, MICHIGAN – MAY 30: Luke Combs performs in support of his
Image Credit: Scott Legato/Getty Images
Luke Combs, known for his heartfelt songs about family and relationships, also proves his mastery of the classic country drinking song with “Beer Never Broke My Heart.” Released in 2019, this anthem resonates with its relatable lyrics, catchy chorus, and Combs’s signature husky delivery. The emphatic pauses in the chorus—”Long neck! Ice cold! Beer never broke my heart!”—create an irresistible singalong moment. Even in a drinking song, Combs injects genuine emotion, particularly in the bridge (“It takes one hand to count the things I can count on”), showcasing his ability to connect with listeners on a deeper level, even in a seemingly lighthearted track.
Turnpike Troubadours, ‘The Bird Hunters’
AUSTIN, TX – OCTOBER 05: Evan Felker of the Turnpike Troubadours performs during the Austin City Limits Music Festival at Zilker Park on October 5, 2014 in Austin, Texas. (Photo by Tim Mosenfelder/Getty Images)
Image Credit: Tim Mosenfelder/Getty Images
Turnpike Troubadours are at the forefront of the Red Dirt country revival, and “The Bird Hunters” is a quintessential example of this Oklahoma-rooted sound. This song beautifully blends traditional storytelling and instrumentation with a modern Southern rock edge. Evan Felker’s narrative about returning home to East Oklahoma after life in Tulsa doesn’t pan out is deeply relatable. The story of seeking solace and rediscovering oneself with old friends and familiar landscapes resonates universally. The Turnpike Troubadours deliver this familiar tale with exceptional detail and heartfelt authenticity, setting them apart in the contemporary country scene.
Johnny Lee, ‘Lookin’ for Love’
UNSPECIFIED – JANUARY 01: (AUSTRALIA OUT) Photo of Johnny LEE (Photo by GAB Archive/Redferns)
Image Credit: GAB Archive/Redferns/Getty Images
Johnny Lee’s “Lookin’ for Love” became a defining anthem of the Urban Cowboy era, unexpectedly launching his career into the stratosphere. Initially a house band leader at Gilley’s in Houston, Lee’s life changed when Eagles manager Irving Azoff offered him a chance to sing in the Urban Cowboy film. This mellow, singles-bar anthem, discovered in a pile of demos by Gilley and another music coordinator, perfectly captured the zeitgeist of the late Seventies and the Urban Cowboy phenomenon. Lee’s casual delivery and the song’s relatable theme of searching for love in a bar resonated with audiences nationwide, making it a massive hit and a cultural touchstone of its time.
Keith Urban, ‘You’ll Think of Me’
Keith Urban at Farm Aid, Pittsburgh, Pennsylvania, September 21, 2002. (Photo by Paul Natkin/Getty Images)
Image Credit: Paul Natkin/Getty Images
Keith Urban solidified his superstar status with his 2002 album Golden Road, culminating in the release of “You’ll Think of Me.” This breakup ballad, a departure from his more guitar-driven hits, showcases Urban’s versatility and emotional depth. Switching to acoustic guitar, Urban delivers a bitter yet poignant farewell to a past love. The lyrics express a desire to move on, but Urban’s mournful tone reveals the underlying pain and vulnerability. Released as a single in 2004, “You’ll Think of Me” topped country charts and crossed over to adult contemporary and pop radio, earning Urban his first Grammy and cementing its place as one of his signature songs.
Old Crow Medicine Show, ‘Wagon Wheel’
Old Crow Medicine Show with guests Gillian Welch and David Rawlings perform on stage at Hardly Strictly Bluegrass Festival in San Francisco, California, USA on 5th October, 2003. (Photo by Anthony Pidgeon/Redferns)
Image Credit: Anthony Pidgeon/Redferns/Getty Images
“Wagon Wheel,” popularized by Old Crow Medicine Show, has a unique history, evolving from an unfinished Bob Dylan song fragment into a modern country and bluegrass standard. Originating from 1973 Pat Garrett and Billy the Kid sessions, the song was incomplete until Old Crow Medicine Show crafted their fiddle-driven version in 2004, adding lyrics to Dylan’s mumbled vocal melody. Darius Rucker’s 2013 country-pop rendition further propelled “Wagon Wheel” to mainstream success, reaching Number One on the Billboard Hot Country Songs chart. This song’s journey from a Dylan outtake to a beloved hit speaks to its enduring appeal and cross-generational charm.
DeFord Bailey, ‘Pan-American Blues’
UNITED STATES – JANUARY 01: (AUSTRALIA OUT) USA Photo of DeFord BAILEY (Photo by GAB Archive/Redferns)
Image Credit: GAB Archive/Redferns/Getty Images
DeFord Bailey, a harmonica virtuoso and one of country music’s earliest Black stars, left an indelible mark on the genre with “Pan-American Blues.” Bailey, who overcame childhood polio, became a master of harmonica, mimicking the sounds of his Tennessee surroundings. “Pan-American Blues,” named after a train route, is a vivid three-minute instrumental piece, evoking the sounds of a locomotive. Bailey was a prominent performer on the WSM Barn Dance, a precursor to the Grand Ole Opry, and became one of the Opry’s first major stars, paving the way for future generations of country musicians and showcasing the genre’s early diversity.
Dierks Bentley, ‘I Hold On’
LAS VEGAS, NV – APRIL 08: Musician Dierks Bentley performs onstage during Tim McGraw
Image Credit: Ethan Miller/Getty Images
Dierks Bentley’s “I Hold On” is a deeply personal and resonant song about perseverance and cherished memories. Inspired by his father and an old Chevrolet pickup truck they drove across the country, the song gained added emotional weight after his father’s passing in 2012. “I Hold On,” released in 2013 on his Riser album, is a heartfelt reflection on holding onto things that matter, both material and emotional. While Bentley’s rise to stadium-headlining status has been more gradual than some peers, songs like “I Hold On” demonstrate his staying power and ability to create music that connects with listeners on a profound level.
Sons of the Pioneers, ‘Tumbling Tumbleweeds’
UNITED STATES – JANUARY 01: (AUSTRALIA OUT) USA Photo of SONS OF PIONEERS, – (Photo by GAB Archive/Redferns)
Image Credit: GAB Archive/Redferns/Getty Images
Sons of the Pioneers, led by Roy Rogers before his Hollywood fame, created ethereal harmonies in “Tumbling Tumbleweeds.” Recorded during their first session, this song evokes the vastness of the Western landscape with its sweeping harmonies and violin accompaniment. Despite its release during the Great Depression, “Tumbling Tumbleweeds” offers a strangely optimistic take on vagrancy, romanticizing the wandering life. The lyrics, while describing tumbleweeds, also subtly hint at the transient nature of life, making it a poignant and enduring classic from the early days of Western music.
Mary Gauthier, ‘Mercy Now’
Mary Gauthier during 2005 Sundance Film Festival – ASCAP Music Cafe with Anna Nalick, Lori McKenna, Los Pinguos, Suzanne Vega and Ricki Lee Jones at Plan B in Park City, Utah, United States. (Photo by Fred Hayes/WireImage)
Image Credit: Fred Hayes/WireImage
Mary Gauthier’s signature song, “Mercy Now,” is a powerful and expansive plea for compassion, moving from the personal to the universal. Inspired by her father’s illness and the post-9/11 American landscape, Gauthier crafted a song that is both deeply intimate and broadly relevant. “Mercy Now” asks for compassion for her dying father, a struggling nation, a fragile planet, and ultimately, for ourselves. While Rolling Stone recognized it as one of the “40 Saddest Country Songs of All Time,” Gauthier herself sees it as a song of realism and hope rather than sadness, highlighting its profound and multi-layered emotional impact.
Vern Gosdin, ‘Chiseled in Stone’
Vern Gosdin (1934 – 2009) performing in Chicago, Illinois, October 3, 1998. (Photo by Paul Natkin/Getty Images)
Image Credit: Paul Natkin/Getty Images
Vern Gosdin, often compared to George Jones for his vocal prowess, delivered a career-defining hit with “Chiseled in Stone.” This 1989 CMA Song of the Year, co-written by Gosdin, is a classic barroom ballad that unfolds from casual conversation to deep heartache. Gosdin’s vocal delivery is masterful, conveying layers of emotion with gravitas and avoiding sentimentality. “Chiseled in Stone” is a poignant exploration of life’s hardships and the quiet dignity found in shared experiences of pain, solidifying Gosdin’s reputation as a true country traditionalist.
Tyler Childers, ‘Long Violent History’
LONDON, ENGLAND – JANUARY 21: Tyler Childers performs at O2 Shepherd
Image Credit: Robin Little/Redferns/Getty Images
Tyler Childers’ “Long Violent History” directly confronts racial injustice in America, a powerful statement within the often conservative world of country music. Released in 2020 amidst the George Floyd protests, this song, the only lyrical track on an otherwise instrumental album, is unflinching in its message. Childers, speaking as “a white boy from Hickman,” challenges listeners to empathize with the Black experience, asking them to consider the constant fear and struggle for breath. Accompanied by a video message advocating for justice for Breonna Taylor, “Long Violent History” is a courageous and essential song that uses country music as a platform for social commentary and change.
Pam Tillis, ‘Maybe It Was Memphis’
Pam Tillis on 12/1/93 in Nashville, Tn. (Photo by Paul Natkin/WireImage)
Image Credit: Paul Natkin/WireImage
Pam Tillis emerged as a leading figure in the 1990s country boom, known for her blend of twang, sass, and soul, inheriting her musical talent from her father, country legend Mel Tillis. “Maybe It Was Memphis,” her 1991 signature song, is a steamy ballad evoking a romantic summer encounter reminiscent of a Faulkner novel. This song established Tillis as a major artist, and she followed it with a string of hits including “Put Yourself in My Place,” “Spilled Perfume,” and “Mi Vida Loca (My Crazy Life).” “Maybe It Was Memphis” remains a quintessential 90s country love song, showcasing Tillis’s captivating vocals and storytelling ability.
Kathy Mattea, ‘Eighteen Wheels and a Dozen Roses’
Musician Kathy Mattea performs onstage, Indianapolis, Indiana, April 7, 1990. (Photo by Paul Natkin/Getty Images)
Image Credit: Paul Natkin/Getty Images
Kathy Mattea’s “Eighteen Wheels and a Dozen Roses” is a heartwarming portrayal of mature love and life’s later chapters. Released in 1990, this song became Mattea’s biggest hit, celebrating the story of a retiring trucker, Charlie, returning home to his wife. Mattea’s warm vocals convey sympathy and respect for the couple’s enduring love and their plans for retirement. “Eighteen Wheels and a Dozen Roses” resonated with audiences for its positive message about aging and finding new beginnings in later life, a theme less often explored in country music.
Billy Strings, ‘Dust in a Baggie’
Billy Strings
Image Credit: Douglas Mason/Getty
Billy Strings, a bluegrass prodigy, brings raw honesty to “Dust in a Baggie,” a song about the harsh realities of methamphetamine addiction. Unlike many “outlaw country” artists, Strings draws from real-life experiences in this gripping narrative, loosely based on a family friend’s struggle. The song’s furious picking and driving rhythm are matched by its starkly honest lyrics, particularly the unforgettable chorus: “I used my only phone call to contact my Daddy/I got 20 long years for some dust in a baggie.” “Dust in a Baggie” showcases Strings’s musical virtuosity and his willingness to tackle difficult subjects with unflinching honesty.
Darius Rucker, ‘Don’t Think I Don’t Think About It’
THE TONIGHT SHOW WITH JAY LENO — Darius Rucker — Air Date 10/27/2008 — Episode 3644 — Pictured: Musical guest Darius Rucker performs on October 27, 2008 — Photo by: Paul Drinkwater/NBCU Photo Bank
Image Credit: Paul Drinkwater/NBCU Photo Bank/NBCUniversal/Getty Images
Darius Rucker’s successful transition from Hootie & the Blowfish frontman to country star was solidified with “Don’t Think I Don’t Think About It.” This 2008 debut single was a mature and relatable country anthem, exploring the universal theme of wondering “what if” after a past relationship. “Don’t Think I Don’t Think About It” reached Number One on the country chart, making Rucker the first Black artist to achieve this since Ray Charles in 1985. The song’s success marked a significant moment for diversity in country music and demonstrated Rucker’s genuine appeal within the genre.
Jimmie Davis, ‘You Are My Sunshine’
Mississippi Rhythm, US lobbycard, from Left: Jimmie Davis, Veda Ann Borg, 1949. (Photo by LMPC via Getty Images)
Image Credit: LMPC/Getty Images
Jimmie Davis’s “You Are My Sunshine” is a global standard, recognized as one of the most beloved songs worldwide. George Jones considered it the “most perfect song ever written,” and its enduring popularity spans generations and genres. While hundreds of versions exist, Davis’s original 1940 recording remains iconic. Despite its seemingly cheerful title, “You Are My Sunshine” has melancholic undertones, reflecting the complexities of love and loss. Davis’s own life was equally complex, from leading an integrated band to later advocating segregation as governor of Louisiana. Yet, “You Are My Sunshine” transcends these complexities, remaining a universally cherished song.
Jo Dee Messina, ‘Heads Carolina, Tails California’
Jo Dee Messina performs at Shoreline Amphitheatre on October 4, 1997 in Mountain View, California. (Photo by Tim Mosenfelder/Getty Images)
Image Credit: Tim Mosenfelder/Getty Images
Jo Dee Messina’s “Heads Carolina, Tails California” marked a geographical shift in country music and launched her to stardom. Born in Massachusetts, Messina initially struggled in Nashville before this song, a last-minute addition to her debut album, became a breakthrough hit. Changing the original lyric from “Austin” to “Boston” to reflect her personal connections, Messina personalized the song and broadened country music’s geographical reach. “Heads Carolina, Tails California” resonated with listeners during country’s 90s boom, becoming an anthem for those seeking sunshine and twang in new destinations.
Linda Ronstadt, ‘Long Long Time’
UNSPECIFIED – CIRCA 1970: Photo of Linda Ronstadt (Photo by Michael Ochs Archives/Getty Images)
Image Credit: Michael Ochs Archives/Getty Images
Linda Ronstadt initially disliked her 1970 country album Silk Purse, but made an exception for “Long Long Time,” a heart-wrenching ballad that showcased her phenomenal vocal range. This Gary White-penned song about unrequited love became Ronstadt’s proper introduction as a powerhouse vocalist, following her earlier work with the Stone Poneys. “Long Long Time” was her first solo charting single and earned her a Grammy nomination. Decades later, its resurgence in popularity through HBO’s The Last of Us underscores its timeless emotional impact and Ronstadt’s enduring vocal artistry.
Sugarland, ‘Baby Girl’
Sugarland during 2005 CMT Music Awards – Pre-Party at Outside Gaylord Entertainment Center in Nashville, Tennessee, United States. (Photo by R. Diamond/WireImage)
Image Credit: Rick Diamond/WireImage
Sugarland’s debut single, “Baby Girl,” is a meta-narrative about breaking into the country music industry, cleverly disguised as a letter home. With its catchy melody and crisp harmonies, the song’s lyrics address the challenges and deceptions of the music business. Jennifer Nettles’s vocals, combined with the group’s harmonies, deliver both a plea for support and a critique of the industry’s cutthroat nature. “Baby Girl” served as a strong introduction to Sugarland and foreshadowed the paths of later female country stars like Carrie Underwood and Taylor Swift, highlighting the themes of ambition and perseverance in the industry.
Luke Bryan, ‘Drink a Beer’
LAS VEGAS, NV – APRIL 07: Singer Luke Bryan performs onstage during the 48th Annual Academy of Country Music Awards at the MGM Grand Garden Arena on April 7, 2013 in Las Vegas, Nevada. (Photo by Ethan Miller/Getty Images)
Image Credit: Ethan Miller/Getty Images
Luke Bryan, often associated with upbeat “bro-country” anthems, revealed a deeper emotional range with “Drink a Beer.” Initially appearing as another party song, it unfolds as a poignant tribute to lost loved ones. Bryan’s personal experience with the loss of his brother and sister lends the song profound authenticity. His performance of “Drink a Beer” at the 2013 CMA Awards was particularly moving. However, the studio version stands as a testament to Bryan’s ability to convey raw sorrow, marking a significant departure from his usual happy-go-lucky persona and showcasing his versatility as an artist.
Brenda Lee, ‘I’m Sorry’
NOVEMBER 1960: Singer Brenda Lee performs in concert in November 1960. (Photo by Michael Ochs Archives/Getty Images)
Image Credit: Michael Ochs Archives/Getty Images
Brenda Lee, a pioneer inducted into both the country and rock and roll halls of fame, recorded “I’m Sorry” at the young age of 15. This pop Number One, while not a country chart-topper, exemplifies the Nashville Sound and blurs genre boundaries. “I’m Sorry” is remarkable for Lee’s emotional depth at such a young age, conveying profound regret and vulnerability. The song’s mystery lies in the unspecified transgression for which Lee repeatedly apologizes, leaving listeners to ponder the depths of remorse and forgiveness, making it a timeless exploration of human emotion.
Margo Price, ‘Hurtin’ (on the Bottle)’
AUSTIN, TX – MARCH 16: Margo Price performs onstage at NPR Music during the 2016 SXSW Music, Film + Interactive Festival at Stubbs on March 16, 2016 in Austin, Texas. (Photo by Waytao Shing/Getty Images for SXSW)
Image Credit: Waytao Shing/Getty Images
Margo Price’s “Hurtin’ (on the Bottle)” is a modern country anthem born from a casual jam session. Co-written with her husband and friends, this song from her 2016 debut Midwest Farmer’s Daughter is a swinging celebration of whiskey and heartbreak. Despite Price’s subsequent sobriety, “Hurtin’ (on the Bottle)” remains her most popular song, resonating with its honest portrayal of coping with pain through drinking. Price’s continued performance of the song, even in sobriety, speaks to its enduring relatability and its exploration of themes that resonate across different stages of life.
Brandy Clark, ‘Pray to Jesus’
NASHVILLE, TN – NOVEMBER 05: Brandy Clark performs during the 2013 CMA Songwriters Series at the CMA Theater on November 5, 2013 in Nashville, Tennessee. (Photo by Terry Wyatt/Getty Images)
Image Credit: Terry Wyatt/Getty Images
Brandy Clark, an established Nashville songwriter, introduced herself as a compelling singer-songwriter with “Pray to Jesus.” This opening track from her debut album 12 Stories offers a poignant character study of working-class individuals who rely on faith and lottery tickets for hope. Clark’s empathetic storytelling and sharp wit create a nuanced portrayal of resilience and the human condition. Her wordplay, often humorous, wise, and poignant, has propelled her career from songwriting to Broadway, showcasing her multifaceted talent.
Tony Joe White, ‘Polk Salad Annie’
American singer-songwriter Tony Joe White (1943 – 2018) poses for a portrait in London, England, August 25, 1970. (Photo by TPLP/Getty Images)
Image Credit: TPLP/Getty Images
Tony Joe White’s “Polk Salad Annie” is a swampy, funky ode to Southern life and a wild, captivating woman. White’s detailed description of “polk salad” and tales of Annie’s family create a vivid backdrop for this love song. His raw, sensual vocals and the song’s infectious groove, created with the original Muscle Shoals rhythm section, define the early “country funk” subgenre. “Polk Salad Annie” remains a quintessential example of this rootsy, rhythm-driven style, showcasing White’s unique blend of country, blues, and funk.
Wanda Jackson, ‘Hot Dog! That Made Him Mad’
Wanda Jackson poses for a studio portrait in 1958 in the United States. (Photo by Gilles Petard/Redferns)
Image Credit: Gilles Petard/Redferns/Getty Images
Wanda Jackson, the “Queen of Rockabilly,” unleashed her rebellious spirit with “Hot Dog! That Made Him Mad.” This 1956 single is a feminist rockabilly anthem, celebrating female empowerment and playful defiance. Jackson’s feral vocals and the song’s driving energy defined the sound of female rockabilly pioneers. While Jackson later explored gospel music, her rockabilly classics like “Hot Dog! That Made Him Mad” remain iconic, and her collaboration with Jack White on her 2011 comeback album proved her enduring rock and roll spirit.
Hank Snow, ‘I’m Moving On’
UNSPECIFIED – CIRCA 1970: Photo of Snow Hank Photo by Michael Ochs Archives/Getty Images
Image Credit: Michael Ochs Archives/Getty Images
Hank Snow’s “I’m Moving On” is a classic breakup song propelled by its infectious rhythm and Snow’s distinctive vocal style. While the lyrics tell a familiar tale of heartbreak and moving on, the song’s enduring appeal lies in its driving rhythm, train-track beat, and lonesome steel guitar. “I’m Moving On” topped the country charts for an astounding 21 weeks, becoming a defining song of mid-century country & western music. Even today, it retains its energy and momentum, showcasing Snow’s mastery of traditional country sounds.
The Band Perry, ‘If I Die Young’
MANHATTAN, KS – JUNE 26: ***EXCLUSIVE COVERAGE*** The Band Perry, Neil Perry, Kimberly Perry and Reid Perry demostrate writing a song backstage on there bus during the 2010 Country Stampede music festival at Tuttle Creek State Park on June 26, 2010 in Manhattan, Kansas. (Photo by Rick Diamond/Getty Images)
Image Credit: Rick Diamond/Getty Images
The Band Perry’s “If I Die Young” is a poignant and unforgettable ballad about mortality and the fragility of life. Written by Kimberly Perry, this 2010 hit from their debut album is unparalleled in its heart-wrenching portrayal of a life cut short. The vivid imagery of “the sharp knife of a short life” is particularly striking. “If I Die Young” became a massive hit and gained further resonance through its use in American Idol and Glee, particularly after the passing of cast member Naya Rivera, who covered the song. Its continued popularity underscores its powerful emotional impact and universal themes of life and loss.
Dave Dudley, ‘Six Days on the Road’
UNSPECIFIED – CIRCA 1970: Photo of Dave Dudley Photo by Michael Ochs Archives/Getty Images
Image Credit: Michael Ochs Archives/Getty Images
Dave Dudley’s “Six Days on the Road” is the quintessential trucking song, forever linking country music with the hard-working, blue-collar trucker image. While not the first trucking song, “Six Days on the Road” masterfully captured the realities of truck driver life: loneliness, monotony, and the demands of the road. Dudley’s song resonated deeply with truckers, who felt it validated their experiences and elevated their image to “knights of the road.” “Six Days on the Road” paved the way for numerous trucking songs and remains a defining anthem of this subgenre.
David Allan Coe, ‘You Never Even Called Me by My Name’
Musician, singer, song writer, entertainer and country music legend, David Allan Coe with guitar dressed as The Mysterious Rhinestone Cowboy for the cover of The New York magazine in August 1975. Photographed waist up at Tootsie
Image Credit: Al Clayton/Getty Images
David Allan Coe’s “You Never Even Called Me by My Name” is a clever and humorous deconstruction of country music clichés, ironically co-written by Steve Goodman and John Prine in Paul Anka’s Waldorf Astoria suite. Intended as a parody, the song embraces country music tropes while subverting them with self-aware humor. Coe amplified the song’s comedic elements, adding a bridge where Goodman himself is mentioned, further emphasizing its tongue-in-cheek nature. “You Never Even Called Me by My Name” became a hit for Coe, demonstrating the appeal of country music that can laugh at itself.
The Mavericks, ‘All You Ever Do Is Bring Me Down’
THE TONIGHT SHOW WITH JAY LENO — Episode 647 — Pictured: (l-r) Nick Kane, Raul Malo, Paul Deakin, and Robert Reynolds of musical guest The Mavericks perform on March 7, 1995 — (Photo by: Margaret Norton/NBCU Photo Bank/NBCUniversal via Getty Images via Getty Images)
Image Credit: Margaret Norton/NBCU Photo Bank/NBCUniversal/Getty Images
The Mavericks, described as “unorthodox but platinum” in 90s Nashville, achieved a unique country hit with “All You Ever Do Is Bring Me Down.” This Tex-Mex infused track, with its lively rhythm, organ accents, and Raul Malo’s charismatic vocals, is irresistibly catchy. Flaco Jiménez’s accordion adds another layer of Tex-Mex authenticity and playful musical commentary. “All You Ever Do Is Bring Me Down” showcased The Mavericks’ genre-bending style and their ability to blend traditional country with Latin influences, earning them a distinctive place in the 90s country landscape.
Jim Reeves, ‘He’ll Have to Go’
UNSPECIFIED – CIRCA 1970: Photo of Jim Reeves Photo by Michael Ochs Archives/Getty Images
Image Credit: Michael Ochs Archives/Getty Images
Jim Reeves’s “He’ll Have to Go” is a dreamy and romantic ballad that became a defining hit of the early Nashville Sound. This lovers’ conversation, set to a vibraphone-rich waltz, exemplifies the smooth and sophisticated style of the era. Reeves’s velvety baritone voice elevates the song, conveying a sense of longing and romantic tension. “He’ll Have to Go” topped charts in 1960, solidifying Reeves’s status as “Gentleman Jim” and showcasing the enduring appeal of the Nashville Sound’s polished romanticism.
Kenny Chesney, ‘The Good Stuff’
Kenny Chesney during Kenny Chesney Performs on
Image Credit: Debra L Rothenberg/FilmMagic
Kenny Chesney’s “The Good Stuff” is a nuanced and emotionally resonant song that explores grief and memory beyond typical drinking anthems. Initially appearing to be about a bar experience, the song unfolds to reveal a deeper story of loss and remembrance. Chesney’s performance brings out the multiple layers of meaning in “The Good Stuff,” which can refer to alcohol but ultimately signifies meaningful life moments and memories. The bartender’s story of losing his wife adds a poignant layer, highlighting that some memories are more potent than any drink, making it a standout in Chesney’s discography.
Barbara Mandrell, ‘(If Loving You Is Wrong) I Don’t Want to Be Right’
UNSPECIFIED – CIRCA 1970: Photo of Barbara Mandrell Photo by Michael Ochs Archives/Getty Images
Image Credit: Michael Ochs Archives/Getty Images
Barbara Mandrell’s “(If Loving You Is Wrong) I Don’t Want to Be Right” is a sophisticated blend of country and disco influences, showcasing Mandrell’s versatility and stage presence. This song, originally a soul hit for Luther Ingram, was reimagined by Mandrell with a disco-infused beat and Philly soul strings, while remaining grounded in Nashville sensibilities. Mandrell’s powerful vocals bring both subtlety and passion to the song’s conflicted lyrics about forbidden love. “(If Loving You Is Wrong) I Don’t Want to Be Right” became Mandrell’s biggest crossover hit, demonstrating her ability to bridge genres and appeal to a wide audience.
Florida Georgia Line, ‘Cruise’
NASHVILLE, TN – OCTOBER 08: Brian Kelly and Tyler Hubbard of the band Floirida Georgia Line perform during the BLA Party at IEBA Conference Day 2 at the War Memorial Audorium on October 8, 2012 in Nashville, Tennessee. (Photo by Rick Diamond/Getty Images for IEBA)
Image Credit: Rick Diamond/Getty Images
Florida Georgia Line’s “Cruise” was a game-changer, controversially blending country and hip-hop elements and sparking the “bro-country” phenomenon. Initially criticized for its genre fusion, “Cruise” became a massive hit, redefining the sound of contemporary country. The song’s lyrics celebrate trucks, girls, and good times, set to a catchy, genre-bending beat. While initially accused of “ruining country music,” “Cruise” ultimately proved influential, paving the way for further genre experimentation and solidifying Florida Georgia Line’s place in country music history.
Mickey Guyton, ‘Black Like Me’
NASHVILLE, TENNESSEE – SEPTEMBER 16: Mickey Guyton performs onstage during the 55th Academy of Country Music Awards at the Grand Ole Opry on September 16, 2020 in Nashville, Tennessee. The ACM Awards airs on September 16, 2020 with some live and some prerecorded segments. (Photo by Kevin Mazur/ACMA2020/Getty Images for ACM)
Image Credit: Kevin Mazur/ACMA2020/Getty Images for ACM
Mickey Guyton’s “Black Like Me” is a powerful and poignant ballad that directly addresses racial inequality in America within the context of country music. Guyton, a Black woman deeply rooted in country tradition, uses this song to share her personal experiences and challenge listeners to confront racial realities. “Black Like Me” gained momentum after the murders of Ahmaud Aubrey and George Floyd, becoming an anthem for racial justice. Guyton’s Grammy performance of the song was a landmark moment, making her the first Black woman nominated for Best Country Solo Performance. While she didn’t win, “Black Like Me” undeniably changed the conversation around race in country music and opened doors for a new generation of diverse voices.
Emmylou Harris, ‘Boulder to Birmingham’
AMSTERDAM, NETHERLANDS: Emmylou Harris performs live in Amsterdam, Netherlands in 1975 (Photo by Gijsbert Hanekroot/Redferns)
Image Credit: Gijsbert Hanekroot/Redferns/Getty Images
Emmylou Harris’s “Boulder to Birmingham” is a deeply personal and heart-wrenching song about grief and loss, written in the wake of Gram Parsons’s death. Released on her 1975 album Pieces of the Sky, this song became Harris’s signature tune, channeling her profound heartache into a beautiful and enduring ballad. Harris’s shimmering soprano voice conveys raw sorrow and vulnerability, making “Boulder to Birmingham” a timeless expression of grief that resonates with anyone who has experienced loss. It solidified her status as one of country music’s most distinctive and emotionally resonant voices.
Joe Diffie, ‘John Deere Green’
Joe Diffie performs at Shoreline Amphitheatre on September 30, 1994 in Mountain View, California. (Photo by Tim Mosenfelder/Getty Images)
Image Credit: Tim Mosenfelder/Getty Images
Joe Diffie’s “John Deere Green” is a classic example of country storytelling, celebrating small-town romance and enduring declarations of love. Written by Dennis Linde, the song tells the charming story of Billy Bob expressing his love for Charlene by painting their names on the town water tower in John Deere green paint. Diffie’s performance captures the song’s lightheartedness and romantic sentiment. “John Deere Green” became one of Diffie’s signature hits, alongside classics like “Honky Tonk Attitude” and “Pickup Man,” and remains a beloved example of 90s country storytelling.
Conway Twitty, ‘You’ve Never Been This Far Before’
Image Credit: Disney General Entertainment Content/Getty Images
Conway Twitty’s “You’ve Never Been This Far Before” is a groundbreakingly sensual country ballad that pushed boundaries in its frank depiction of intimacy. Twitty, known for transitioning Elvis-style balladry into country, sang about sex more explicitly than many of his contemporaries. “You’ve Never Been This Far Before,” with its suggestive lyrics and understated arrangement, even faced brief boycotts. The song’s effectiveness lies in its subtlety and Twitty’s suggestive delivery, making it a landmark in country music’s exploration of adult themes.
