Toby, a woman who always played by the rules. Toby never ran a red light, married the only boy she ever dated, raised a family and went to church. She did everything she was supposed to do. When Toby loses her job and starts a non-profit to rehabilitate abused, rescued dogs at the local prison no one could have anticipated that she would end up on the run, shacked up with her younger lover John, a convicted murderer. The star-crossed lovers hatch a plan to break John out of prison by smuggling him out in one of the dog crates, sparking a federal manhunt.

Dr. Kate Lawrence, a celebrity relationship expert, plans to publicly announce her engagement to Bryan, a handsome and perfectly polished businessman. As Kate prepares to share the news, Bryan shocks her by breaking up with her and calling off the wedding. Wanting to save her from humiliation and protect her public image, Lucas Wright, Kate's childhood friend steps in and pretends to be Kate's fiancé.