When Alexander Brougham catches Darcy Phillips in the act of collecting letters from locker 89 -- out of which she has been running her questionably legal, anonymous online relationship advice service -- he blackmails her into becoming his personal dating coach. He'll even pay a generous hourly rate, if she can help him win his ex-girlfriend, Brooke, back. If word gets out that Darcy is behind the locker, some things she's not proud of will come to light, and there's a good chance Brooke will never speak to her again. What could go wrong?