The #1 country song on May 27, 1955

In the Jailhouse Now By Webb Pierce

Other #1 songs on May 27, 1955

#1 Hit Song

Cherry Pink (and Apple Blossom White)
Perez Prado

UK #1 Song

Cherry Pink (and Apple Blossom White)
Eddie Calvert

#1 R&B Song

Unchained Melody
Roy Hamilton

Notable May 27 birthdays in the 1950s

Eddie Harsch

Born May 27, 1957
Cynthia McFadden

Born May 27, 1956
Jackie Slater

Born May 27, 1954
Dee Dee Bridgewater

Born May 27, 1950