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There are 5 clues with the answer 'HIGHERANDHIGHER'
# CLUE
1.
1944 musical film starring Frank Sinatra (6,3,6)
2.
Aggressive place to soar
3.
1943 Sinatra film
4.
R&B song recorded by Jackie Wilson and released in 1967 (6,3,6)
5.
1940 Rodgers and Hart musical whose songs include I'm Afraid and It Never Entered My Mind (6,3,6)