Across and Down

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There are 5 clues with the answer 'OVERME'
# CLUE
1.
Adam Sandler 9/11 drama, Reign ___
2.
See 33-Across
3.
"Someone to Watch ___"
4.
Frank Sinatra sang Someone to Watch ___
5.
1987 Mimi Rogers thriller named for a Gershwin tune