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There are 8 clues with the answer 'THELADYISATRAMP'
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CLUE
1.
Frank Sinatra song with the lyric "Won't go to Harlem in ermine and pearls"
2.
Song from the musical Babes in Arms, later a Frank Sinatra classic (3,4,2,1,5)
3.
Show tune from the 1937 Rodgers and Hart musical Babes In Arms
4.
Song fellow included in play dramatist adapted
5.
Song from musical comedy 'Babes in Arms' (3,4,2,1,5)
6.
Frank Sinatra classic
7.
Popular song from the 1937 Rodgers and Hart musical Babes In Arms (3,4,2,1,5)
8.
1956 song by Frank Sinatra (3,4,2,1,5)