A struggling romantic accepts her aunt’s wager: go on 40 dates in 40 nights to find true love. If she fails, her aunt will cover her rent and student debt. But the journey proves more challenging than expected.
https://www.themoviedb.org/movie/1431804-40-dates-and-40-nights
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I know it’s mainly religious connotations, but all I think of with that title is the Josh Hartnett movie about NNN before NNN was a thing.
