Health fanatic Melanie (Karissa Lee Staples) has backed out of not one but three weddings; the last one saw her flee from the church at the very last second. She has decided to ignore men for a while and focus on her business with her sister. Damon (Peter Mooney) is a committed bachelor who mocks all his friends who have settled down and had children but is confident that he could seal the deal whenever he wants. He takes a bet from his boss at the marketing company he works for that he can't meet a woman and get her to say yes within 30 days of meeting her. But when he meets Melanie, getting her to fall for him is harder than he thought; he complicates things by realizing that he has genuine feelings for her--and then one of her exes discovers that Damon is only dating her as a bet.—AnonymousB
A womanizer bets that he can get someone to accept his marriage proposal after just 30 days of dating. What he doesn't know is that the woman he targets has serious commitment issues.