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Classic Country Playlist

The Hipster’s Classic Country Music Playlist

Let’s face it…if your mountain man beard, microbrew fetish, and pipe collection are no longer enough, classic country music can help you get to the next level of hipster (so can a pair of Wrangler jeans). My name is DJ Track Star Staci, and I grew up on country music. I lived on a 5-acre llama ranch just outside of Seattle during the grunge era…do you see how there’s a hipster seed in there? I knew I was not your standard redneck when, at 14, my dad’s hunting drew me towards vegetarianism (celebrating over 30 meat-free years now). At 18, I pierced my nose and moved to southern California where I could eat tofu, get feminism tattoos, and vote for democrats in a diverse, shame-free environment…but that country music seed definitely took root. In fact, during my 20s, I escaped my days of drinking expensive juice and visiting organic farmer’s markets by honky tonkin’ every week. I would go line dancing at the Brandin’ Iron Saloon in San Bernardino (the biggest & best honky tonk a.k.a. country bar west of Gilley’s…and watch John Travolta & Debra Winger in “Urban Cowboy” if you don’t understand either of those references).

 

 

CLASSIC VS. MODERN COUNTRY MUSIC

Unfortunately, country music withered up and died after the 2000s. After DJing at the world’s largest country music festival (Stagecoach–the country cousin of Coachella), I had to stop listening to country music on the radio. The so-called country you hear on the radio today is known as “pop country” by country music purists (those of us who prefer classic country or “real” country). The artists who “ruined” country music are people like Taylor Swift, Sam Hunt, Florida Georgia Line, Thomas Rhett, & Luke Bryant (and many others).

 

RACISM IN COUNTRY MUSIC

I do fully support artists like Ray Charles and Beyonce doing country albums. Ray’s 1962 break-through album “Modern Sounds in Country and Western Music” was openly excluded from play on country radio due to racism. It reached the top of the R&B charts, and many white country artists re-recorded some of his top country tracks, which were indeed played on country radio (i.e. the Everly Brothers’ cover of “Bye Bye Love”). I’m extremely overjoyed that Beyonce’s country album is not only being played on country radio (and everywhere else) but rocketed to #1. This is much-needed progress…but do I think “Texas Hold’Em” is a country song??? Mehhh…I have no idea what it’s about, what’s happening, what “the story” is. Great country songs tell a story. “A dive bar we always thought is nice” just isn’t good song writing–period. I’m a huge Beyonce fan, but “Texas Hold’Em” is not one I’d ever add to my music collection. Now what is a good Beyonce country song is her 2016 collaboration with The Chicks (formerly known as the Dixie Chicks) called “Daddy Lessons.” THAT is a kick ass country song that tells a fierce story (In fact, it was performed live at the 2016 CMA awards).

 

 

Daddy Lessons Beyonce Dixie Chicks Country Playlist

Beyonce & The Chicks performing at the 2016 CMAs

 

If you like “Wake Me Up” by Avicii, “Honey I’m Good” by Andy Grammer, “I Will Wait” by Mumford & Sons, “The Country Death Song” by the Violent Femmes, “Easy” by Sheryl Crow, “Wish I Knew You” by the Revivalists, “Wagon Wheel” by Old Crow Medicine Show, or Philip Phillips, classic country will be a great fit. If watching the movie Walk the Line turned you into a Johnny Cash fan, rest assured there is plenty more music like that out there. If you resonate as a defiant outsider or a feminist or a government-hating pothead, classic country music welcomes you with open arms! Classic country is outlaw music—pure and simple. It was created by people who knew they were on the outskirts of mainstream society and unshakingly flipped it the bird à la Johnny Cash at San Quentin (below).

 

Johnny Cash Classic Country Hipster Playlist

Johnny Cash after photographer Jim Marshall asked him to do a shot for the warden (San Quentin Prison – 1969)

 

FEMINISM IN COUNTRY MUSIC

Did you know Loretta Lynn, who sang the feminist anthem “The Pill,” & Jack White from the White Stripes, who also has some killer bluegrass tunes, created an album together? Did you know Johnny Cash has covered songs by Nine Inch Nails and Depeche Mode? Have you heard Lady Gaga’s country roads version of “Born This Way? or Pitbull’s “9 to 5” reboot called “Powerful Women”? Did you know the black lead singer of Hootie & the Blowfish bailed on the band so he could start a solo country music career (country fans know him as Darius Rucker)? Did you know when I DJ classic country parties, I have to ask the client if swear words are OK?

Do I have your attention now? I thought so. Let’s continue 🙂 You’ll love the country artists as much as you love their music—I promise.

 

Justin Timberlake Classic Country Music Playlist

Justin Timberlake & Chris Stapleton performing together at the 49th Country Music Association Awards

THE KING OF COUNTRY MUSIC

First, let’s start with the forefather of all country music kick-assery: Hank Williams. Hank signed to MGM Records in 1947 and his twangy anthems changed country music forever. He was famously fired by the Grand Ole Opry in 1952 after one of many no-shows. He lived a turbulent life that his son Hank Jr sings about in his cornerstone song “Family Tradition.” In true rock star style, Hank Sr. died of heart failure brought on by prescription drug abuse and alcoholism in 1953. Hipster-friendly Hank Williams songs include:

  • I’m So Lonesome I Could Cry
  • Hey Good Lookin’
  • Jambalaya (on the Bayou)
  • Tear in my Beer
  • Your Cheating Heart

THE OUTLAWS OF MODERN COUNTRY MUSIC

There are a few current country artists with that classic country sound: Chris Stapleton, Brothers Osborn, some Miranda Lambert (try “Gunpowder & Lead” or “Little Red Wagon”), or Cody Jinks.

If you’re afraid country music is too white, straight, or conservative for you, check out Little Big Town’s “Girl Crush,” Maddie & Tae’s “Girl in a Country Song,” the Dixie Chicks’ “Goodbye Earl,” Los Lonely Boys’ “Heaven,” Kacey Musgraves’ “Follow Your Arrow,” Big & Rich’s “Love Train,” Garth Brooks’ “We Shall Be Free,” John Anderson’s “Seminole Wind,” or anything by Charlie Pride, Cowboy Troy, k.d. lang, or Freddie Fender.

 

COUNTRY DJs

If you enjoy a good DJ mix, I’m not the only one doing creative things with country music–check out DeeJay Silver, DJ Sinister’s Country Fried Mix, VDJ JD, DJ Bad Ash, or DJ Hish (who I was on the roster with at the Stagecoach Festival and the Moonshine Miles Festival).

 

MUST-SEE CLASSIC COUNTRY MOVIES

Film enthusiast? In addition to watching Johnny Cash’s biographical Walk the Line, you can also try some of these country cult classics: Coal Miner’s Daughter (about Loretta Lynn), Urban Cowboy (with John Travolta & Debra Winger), Pure Country (starring George Strait), Sweet Dreams (about Patsy Cline), Eight Seconds (with Luke Perry)…as well as anything starring Dolly Parton (like 9 to 5 or Steel Magnolias) or Kris Kristofferson (like A Star Is Born or Blade). Dwight Yoakum has a few famous cameos as well (like Sling Blade or Crank). But the real question is: are they “acting” or just “acting natural”? Once you understand that reference, you officially get a gold star in the hipster country music Olympics!!! (Leave me your thoughts in the comments below.)

 

TOP 125 CLASSIC COUNTRY SONGS FOR HIPSTERS

Pour yourself some Popcorn Sutton’s Tennessee White Whiskey (that’s legal moonshine for you city slickers) & get ready for some serious drinkin’ music free of “Friends in Low Places,” “Achy Breaky Heart,” “Boot Scootin’ Boogie,” and “Old Town Road.” I’ve includes lots of notes & trivia about the playlist songs because we hipsters can’t just enjoy music in a vacuum…we like to sound like a seasoned expert when putting on a playlist for friends, yes? I’ve included standards as well as a number of “B sides” that will even impress country music enthusiasts…you know the kind of people who still say “Country Western.”

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Classic Country Music Playlist for Hipsters

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Getting your playlists from bloggers and influencers? No one makes a better playlist than a professional…like DJ Track Star Staci!

The Hipster's

Classic Country Music Playlist

  • 18 Wheels & a Dozen Roses, Kathy Mattea
  • 9 to 5, Dolly Parton
  • A Boy Named Sue, Johnny Cash
  • All My Exes Live in Texas, George Strait
  • Amarillo by Morning, George Strait
  • Are You Ready for the Country, Waylon Jennings
  • Are You Sure Hank Done It This Way?, Waylon Jennings (Referring to Hank Williams Sr.)
  • Back Where I Come From, Kenny Chesney
  • Bed You Made for Me, Highway 101
  • Before Country Was Cool, Barbara Mandrell
  • Born to Boogie, Hank Williams Jr. (Hank Sr’s son)
  • Chattahoochee, Alan Jackson
  • Church on Cumberland Road, Shenandoah
  • Coal Miner’s Daughter, Loretta Lynn (Watch her biographical movie “Coal Miner’s Daughter” staring Sissy Spacek!)
  • Coat of Many Colors, Dolly Parton
  • Copenhagen, Chris Le Deux (Yep, chew killed this underground country singer with a cult following. His catchy, hilarious love song to Copenhagen chewing tobacco is like a country version of “Can’t Feel My Face” or “Mary Jane.”)
    Copperhead Road, Steve Earle (Listen carefully…After coming home from war, this soldier gives up on the family tradition of making moonshine because he realized when he was in Viet Nam that he could just grow weed instead.)
  • Country Boy Can Survive, Hank Williams Jr.
  • Country Club, Travis Tritt
  • Country Roads, Take Me Home, John Denver (Lucky if I get through this one without tearing up…)
  • Cowboy Take Me Away, Dixie Chicks
  • Crazy, Patsy Cline (Sadly, the anthem of Battered Woman’s Syndrome…Patsy was in a violent marriage at the height of her fame. Written by Willie Nelson.)
  • Cripple Creek, Earl Scruggs & Lester Flatt
  • Devil Went Down to Georgia, Charlie Daniels Band
  • Digging Up Bones, Randy Travis
  • Dixieland Delight, Alabama
  • Down at the Twist & Shout, Mary-Chapin Carpenter
  • Dueling Banjos, Roy Clark & Buck Owens
  • El Paso, Marty Robbins (After writing this song, Marty Robbins was flying over El Paso & had a revelation that he was the cowboy in the song in a past life…so he wrote “El Paso City” about that experience.)
  • Elvira, Oak Ridge Boys
  • Every Little Thing, Carlene Carter (Yep, June Carter’s daughter…she called Johnny Cash “Stepdad.” Roseanne Cash’s “Tennessee Flat Top Box” is also a good one.)
  • Family Tradition, Hank Williams Jr (A proud nod to his famous father…”Put yourself in my position–if I get stoned and sing all night long, it’s a family tradition.” When you hear this song at a honky tonk, know the customs! When Jr sings, “Why do you drink?” The crowd shouts back “To get drunk!” When Jr sings, “Why do you roll smoke?” The crowd shouts, “To get high!” When he sings, “Why must you act out the songs that you wrote?” The crowd shouts, “To get laid!”)
  • Fancy, Reba McEntire
  • Fishin’ in the Dark, Nitty Gritty Dirt Band
  • Flowers on the Wall, Statler Brothers
  • Folsom Prison Blues, Johnny Cash
  • Fool-Hearted Memory, George Strait (His first of SIXTY #1 hits–the most in country music history! Too many for this list but do check them out.)
  • Get a Rhythm, Johnny Cash
  • Guitars & Cadillacs, Dwight Yoakum (One of the few west coasters on the list…from Bakersfield, California — also a vegetarian!)
  • Have Mercy, Judds (A female country duo—mother & sister to famous actress Ashley Judd!)
  • Highway Man, The Highwaymen (The Highwaymen are Johnny Cash, Waylon Jennings, Willie Nelson, & Kris Kristofferson.)
  • Hillbilly Rock, Marty Stewart
  • Honky Tonk Man, Dwight Yoakum
  • Hooked on an 8-Second Ride, Chris Le Deux (Pronounced “Le Doo”)
  • Hot Rod Lincoln, Commander Cody
  • I Ain’t Livin’ Long Like This, Waylon Jennings
  • I Love a Rainy Night, Eddie Rabbitt
  • I Think I’ll Just Sit Here & Drink, Merle Haggard
  • I Walk the Line, Johnny Cash
  • I’m No Stranger to the Rain, Keith Whitley
  • If You’re Gonna Play in Texas, Alabama
  • If You’ve Got the Money, Willie Nelson
  • If Your Heart Ain’t Busy, Tanya Tucker
  • It Only Hurts When I Cry, Dwight Yoakum
  • Jackson, Johnny Cash & June Carter
  • Jolene, Dolly Parton
  • Jose Cuervo, Shelly West
  • Kaw-Liga, Hank Williams Jr. (Hank Sr also does this one.)
  • Lay You Down, Conway Twitty
  • Long Time Gone, Dixie Chicks
  • Louisiana Saturday Night, Mel McDaniel
  • Luckenbach Texas, Waylon Jennings & Willie Nelson
  • Mama Tried, Merle Haggard
  • Maybe It Was Memphis, Pam Tillis
  • Meet Me in Montana, Dan Seals
  • Midnight Girl in a Sunset Town, Sweethearts of the Rodeo
  • Mountain Music, Alabama
  • Mud on the Tires, Brad Paisley
  • Mule Skinner Blues, Dolly Parton
  • My Kind of Girl, Colin Raye
  • Next to You, Shenandoah
  • No Time to Kill, Clint Black
  • Nobody Wins, Radney Foster
  • Norma Jean Riley, Diamond Rio
  • One Piece at a Time, Johnny Cash
  • Only Daddy That’ll Walk the Line, Waylon Jennings
  • Orange Blossom Special, Johnny Cash
  • Pancho & Lefty, Willie Nelson & Merle Haggard
  • Papa Loved Mama, Garth Brooks
  • Past the Point of Rescue, Hal Ketchum
  • Pick-Up Man, Joe Diffie
  • Play Something Country, Brooks & Dunn
  • Redneck Girl, Bellamy Brothers (During the corresponding Redneck Girl line dance, when the song says, “A redneck girl got her name on the back of her belt,” dancers shout, “Bullshit! Bullshit! F— you!” When the song says, “She’s got a kiss on her lips for her man and no one else,” dancers repeat, “Bullshit! Bullshit! F— you!” When the song says, “A coyote’s howling out on the prairie,” dancers howl. Finally, the song says, “First comes love, then comes marriage.” After “love,” dancers interject, “Then sex!!!”)
  • Ring of Fire, Johnny Cash
  • Rockin’ With the Rhythm, Judds
  • Rodeo, Garth Brooks
  • Rough & Ready, Trace Adkins
  • Saturday Night Special, Conway Twitty (Yes, the same guy they famously poke fun at on “Family Guy”–see below)
  • Sin Wagon, Dixie Chicks
  • Smoky Mountain Rain, Ronnie Milsap
  • Sold, John Michael Montgomery
  • Some Girls Do, Sawyer Brown
  • Song of the South, Alabama
  • Stampede, Chris Le Deux
  • Stand by Your Man, Tammy Wynette
  • Straight Tequila Night, John Anderson
  • Streets of Bakersfield, Dwight Yoakum
  • Sweet Dreams of You, Patsy Cline
  • Tempted, Marty Stuart
  • Tennessee River & a Mountain Man, Alabama
  • Thank God I’m a Country Boy, John Denver (He’s an outspoken vegan and & rep for P.E.T.A #MeatlessMondays)
  • That Kind of Girl, Patty Loveless
  • That’s My Story, Collin Raye
  • That’s What I Like About You, Trisha Yearwood (She’s married to Garth Brooks & is a celebrity chef with a reality cooking show.)
  • The Gambler, Kenny Rogers
  • The Pill, Lorettta Lynn (Also check out her cover of Nancy Sinatra’s “These Boots Were Made for Walking.”)
  • The Race Is On, Sawyer Brown (or any of the older versions)
  • The Thunder Rolls, Garth Brooks
  • Ticks, Brad Paisley
  • Tight-Fittin’ Jeans, Conway Twitty
  • Tonight We Ride, Tom Russell (We played this at my dad’s funeral…definitely a “b side.”)
  • Tougher Than the Rest, Chris Le Deux
  • Tulsa Time, Don Williams
  • Two Feet of Topsoil, Brad Paisley
  • Walkin’ After Midnight, Patsy Cline (Check out the Cyndi Lauper cover!)
  • What Was I Thinkin,’ Dierks Bentley
  • When You Say Nothing At All, Keith Whitley (Alison Krauss’ version might be more popular though…)
  • Whiskey, If You Were a Woman, Highway 101
  • Why Not Me, Judds
  • Wide Open Spaces, Dixie Chicks
  • Will the Circle Be Unbroken, dozens of versions
  • Wrong Side of Memphis, Trisha Yearwood
  • You Ain’t Woman Enough, Loretta Lynn
  • You Really Had Me Going, Holly Dunn
  • You’ve Never Been This Far Before, Conway Twitty

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I hope you enjoyed my Hipster’s Classic Country Music Playlist! I appreciate your follows & “virtual tips” more than you know 🙂 What’s your favorite jam on the list? What is the playlist missing…please let me know in the comments below.

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I'm DJ Track Star Staci, a corporate event DJ in southern California (Los Angeles, Orange County, San Diego). As an international turntable DJ, MC, & remixologist for 15 years, I've been blessed to work with brands like Lamborghini, Victoria's Secret, Reebok, Coca Cola, and more. My performances are trusted at A-list events like Comic Con, Entrepreneur of the Year, and movie premieres. I've rocked Sr. Frogs in Cancun, music festivals, the Vegas strip, celebrity events, & 500 weddings. Check my availability, see my press kit, or listen to some of my DJ sets or my original remixes & mash-ups.

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