After winning half a million dollars in Vegas, Cole Baker decides that seeing the world with his best friend and his sister is a great idea. Jake is a player and proud of it, but when it comes to Addison he just can't help but know she's special. Addison is a carefree teenager that wants to see the world minus her brother's cocky best friend who seems to be set on ruining her life. How will Addison cope being with Jake for the next twelve weeks on vacation? Will Jake learn to keep his hands to himself?