Mia Fletcher is a mousy, nerdy, school teacher who is once again dateless for Valentine's Day. At the prompting from her co-worker, she agrees to ditch her cliché life, put on a party dress, and head for the Valentine Blind-Date Ball at the country club. What she didn't agree to when she signed on was meeting the very infuriating Chad Belmont. Willing to do anything to get out of a family obligation, Chad tells his friend he plans to marry the next woman he meets, and his friend takes him up on that dare until a simply party-game glitch gives them both more than they bargained for.