When Jason Keller bids on a date with Marlee at the town’s annual fundraising event, she’s quick to turn him down. First of all, an evening with Marlee was never on the table; just dates with each of her younger sisters. Beyond that, Jason Keller—a man with Hollywood ties—is the last cowboy in town she’d go on a date with. Being abandoned because of her own mother’s Hollywood pursuits taught her well. But when the Keller Cowboy offers a hefty sum for the charities in question, in front of half the town no less, Marlee’s compelled to accept. It’s just one date after all, and it’s not like she’d ever fall for a man like him. Or so she thinks.