Pleasing people has never been on Sydney Durand's bucket list. As a matter of fact, not-pleasing people is the number one thing on her bucket list. But, when she moves from her small suburban town to the Windy City, and bumps into an old, rather special, friend from her childhood, Patrick Kane, her vantage point on pleasing people changes. The once scrawny, pale, boy had grown to a man, who's, well... anything but pale and scrawny. And he starts to threaten her number one to-do on her bucket list. She has to act fast, before he completely destroys her balanced life. So, she sets out on a quest to annoy as many people as she can, dragging Patrick along with her. But, in one week, she's managed to sneak onto Patrick's bucket list as well.