The best Outlaw Country albums
of the 1990s.
Where to start with 1990–1999 outlaw country — with a one-line read on why each one matters.
Top of the 1990s — outlaw country
Top picks from 1990–1999, ranked by where we would start.
Waylon Jennings
Too Dumb for New York City, Too Ugly for L.A.
A blend of gritty storytelling and traditional country sounds, underscored by Jennings' signature raspy voice and sharp wit.
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Waylon Jennings
Waymore's Blues
A reflective blend of traditional country sounds with a touch of rock, capturing the essence of personal storytelling.
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Hank Williams Jr.
Maverick
A fusion of Southern rock and country, blending gritty instrumentation with boisterous storytelling and a cheeky sense of humor.
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Hank Williams Jr.
Hog Wild
A boisterous blend of Southern rock and country, infused with bluesy grit and raucous energy.
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Johnny Cash
American Recordings
Raw, stripped-down arrangements showcase Cash's gravelly voice, blending folk storytelling with the weight of personal reflection.
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Johnny Cash
Boom Chicka Boom
A blend of heartfelt storytelling and rustic melodies, bridging traditional country with contemporary themes.
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Willie Nelson
How Great Thou Art
Willie Nelson's tender vocals soar over a backdrop of lush instrumentation, delivering a heartfelt collection of classic spirituals.
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Willie Nelson
Born for Trouble
A blend of heartfelt storytelling and smooth melodies that showcase Nelson's signature outlaw country style.
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Terry Allen
Salivation
A kaleidoscopic blend of country storytelling and avant-garde experimentation wrapped in lush, eclectic arrangements.
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The Highwaymen
Highwayman 2
A rich tapestry of outlaw country harmonies woven with poignant storytelling and heartfelt reflections on Americana.
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The Highwaymen
The Road Goes On Forever
A reflective blend of outlaw country narratives with lush harmonies and poignant storytelling from a legendary supergroup.
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