When her boyfriend suddenly drops out of their roadtrip to her best friend's wedding, Samantha Smiles is forced to take the long drive from LA to NYC with the boy she's spent the last five years trying to forget. The boy she spent one secret summer night with. The boy she let take ALL her firsts: Tristan Montgomery, AKA her best friend's older brother! Torn between loyalty and her resurfacing (mutual?) feelings for Tristan, Samantha has to make a choice: will she keep living for others, or will she finally, for once, do something for herself?!