When you find out that notorious heartbreaker Eric Anderson has accepted a bet to get the school's perfectionist to fall for him in under two months, your friends make a bet with YOU that you can get the charmer himself to break and call off the bet by being as obnoxious as you possibly can. But between disastrous dates and the extreme emotional testing from both sides.. it becomes clear that both of you are—unknowingly— losing your bets to eachother. And the eventual romance that develops between the two polar opposites is anything but a hoax.