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1920s

1920 – 1929

Showing 20 songs from the 1920s

Rhapsody in Blue

1924 · From Rhapsody in Blue

Ross Gorman slurred the opening clarinet as a joke in rehearsal, and Gershwin kept the wail for Aeolian Hall.

★ 8.7
St. Louis BluesBessie Smith

St. Louis Blues

1925 · From The Complete Recordings

Armstrong's cornet answering every line Smith sings, with only a wheezing harmonium underneath, cut in New York in 1925.

★ 7.5

Singin' the Blues

1927

No vocal, the melody withheld until the final chorus, and Beiderbecke's cornet solo transcribed note-for-note by Fletcher Henderson's orchestra.

★ 7.4
Downhearted BluesBessie Smith

Downhearted Blues

1923 · From The Complete Recordings

Alberta Hunter and Lovie Austin wrote it; Smith's debut record sold 780,000 copies in six months, just voice and piano.

★ 6.9

Crazy Blues

1920

Seventy-five thousand copies in two months, Perry Bradford's tune, and Smith's voice opening the record industry to Black audiences.

★ 6.8
The Prisoner's SongVernon Dalhart

The Prisoner's Song

1924

Cut for Victor in 1924 by a conservatory-trained opera singer, its sales proved a mass audience for hillbilly records.

★ 5.5
My Blue HeavenGene Austin

My Blue Heaven

1928

Donaldson wrote the tune waiting his turn at a Friars Club billiard table; Austin's soft croon sold millions.

★ 4.5
Spike Driver Blues (1928)Mississippi John Hurt

Spike Driver Blues (1928)

1928 · From 1928 Sessions

Okeh sent an Avalon sharecropper home after modest sales, leaving behind a fingerpicked John Henry that refuses the hammer.

★ 4.3
SwaneeAl Jolson

Swanee

1920

Gershwin played it at a party, Jolson carried it into Sinbad, and it became Gershwin's biggest-selling song.

★ 4.2