"When My Sugar Walks Down the Street " is a 1920s jazz standard, written by Gene Austin, Jimmy McHugh and Irving Mills in 1924.
Sheet music cover, 1924
Aileen Stanley
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Aileen Stanley, born Maude Elsie Aileen Muggeridge, was one of the most popular American singers of the early 1920s.
When My Sugar Walks Down the Street
…the recording: It was Austin who demonstrated the song when Mills Music presented it to Victor for recording. Shilkret liked Austin's voice and paired Aileen Stanley, a top Victor artist, with Austin, unknown at the time, as vocalists, to be accompanied by Shilkret directing the Victor orchestra (see EDVR for details…
Stanley in 1919
Stanley on the cover of 1922 sheet music for "Carolina in the Morning".