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There are 6 clues with the answer 'METSALLY'
# CLUE
1.
Meg Ryan rom-com, When Harry _ (3,5)
2.
Harry Connick Jr. soundtrack "When Harry ___"
3.
See 14-Across
4.
"When Harry ___" (1989 film directed by Rob Reiner) (3,5)
5.
The time the Prince bumped into Miss Field in the movie - w 6dn (4,5,3,5)
6.
When Harry ___ 1989 rom-com film starring Meg Ryan where the protagonists reunite on New Year's Eve: 2 wds.