Two detectives are investigating a robbery in which $300,000 was taken. Their investigation leads them to the main player and they find the cash, but one of them has meanwhile fallen hard for a woman with expensive tastes, and though he desperately wants to keep her, he knows that a cop's salary isn't going to be enough for her.
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.