Cat has a mediocre job, a mundane social life and her relationship with Freddy – a food and wine writer – has been, well…uninspired. Enter Richard, Freddy’s boss. Charming and self-confident, he promises to be everything Freddy is not. Cat and Richard have an affair. Guilt-ridden, she breaks it off and decides to join Freddy on a romantic work-related trip through wine country. Nothing, however, can prepare Cat for what happens when she finds out Richard – accompanied by his perky young girlfriend – will be joining them!