Margaret Tang, a powerful book editor in New York, faces a major problem when her work visa is about to expire. To avoid being deported to her native Canada, she decides to make a bold move: to force her charming but somewhat clumsy assistant, Andrew Paxton, to marry her. Despite their amusing and often awkward relationship, Andrew agrees to the proposal when he realizes that this could help him advance his career.
Together, they embark on a journey to Andrew's hometown in a small Massachusetts town, where they try to convince everyone that their engagement is legitimate. However, things quickly become complicated. Andrew's family, full of love and warmth, welcomes them, and Margaret's plans to maintain appearances are challenged by the unexpected family dynamic and the connection that begins to form between them.
As they pretend to be a happy couple, Margaret starts to question her work-centered lifestyle and her views on love. Misunderstandings, laughter, and romantic tensions make this journey an emotional rollercoaster, where both protagonists must decide what they truly want in life. In the end, the search for true love transforms their lives in unexpected and touching ways, making it clear that sometimes love comes when we least expect it.