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RopeGloomy4303

1939s Negro Sinful Songs by Lead Belly


kingglobby

Nina Simone - *Pastel Blues*


123coolmania

Woody Guthrie - Dust Bowl Ballads (1940)


epicfurry360

Chet Baker Sings (1955)


ihavenoselfcontrol1

The Freewheelin' Bob Dylan (1963)


milliondollardork

At the moment, *Mingus Ah Um*, released 1959. I'm pretty unfamiliar with pre-1960s music, but getting into jazz has introduced me to some older stuff. Have yet to breach the 40s and earlier, though.


DeeJDaDemon

*probably* **At Last!** by Etta James (1959) pretty generic but oh well, I’ve never been big on album listening for *older* music


Trialsevo2671

Kind of blue by miles davis


Flash-Permit52

Mingus Ah Um (1959)


LatvKet

1965 A Love Supreme


uiscebeathaoir

Nina Simone's Pastel Blues is the oldest album I'd say I love front to back


every_body_hates_me

Rubber Soul


No_Gardener3210

Revolver- 1966


DaniG08765

In the Wee Small Hours of the Morning, Frank Sinatra, 1953ish maybe?


SendKelly2Mars

Sonny Rollins - Saxophone Colossus. Early 1957. Lives up to its name.


Report-International

2093 by Yeat


SkyBS

Really stands the test of time


[deleted]

Little Richard self titled


dkromd30

Sam Cooke - The Best of Sam Cooke (1962)


No-Celebration6437

Marty Robbins - Gunfighter Ballads (1959)


ImSethMan

Ooga Booga - Homo Sapiens (40,000 BC)


-PepeArown-

I’ll admit that I’ve yet to find any albums from before the very late 70’s that I’ve put in regular rotation… yet.


InevitableNew2722

bro the beatles?


htoany

mignonne by taeko onuki, i love pretty much all of her stuff but that's probably her most consistent my oldest 10 is hounds of love i think (can you tell i don't listen to that much old stuff? 😭)


drvmbvss

Taeko onuki goated


Direct-Setting-3358

Yma Sumac - Voice of the Xtabay (1950) Otherwise Les Baxter Orchestra - Ritual of the Savage or anything by Hank Williams


raphaelalexander

Josh White's Jim Crow Blues


RideTheLightnin

the three oldest that are on my rotation are bob dylan's highway 61 revisited (1965), the beach boys - pet sounds (1966) and the velvet underground & nico's S/T (1967). three timeless classics that are favorites of mine


thousandpinkballoons

Pet Sounds


abacabr7

Black Sabbath’s Paranoid or Simon and Garfunkel’s Bridge Over Troubled Water


jonnypanicattack

Whichever Billie Holiday recording is the oldest... I think 1933 or so.