Miss Harriet Peabody dreams of the day she can open up a shop selling refashioned gowns to independent working women like herself. Unfortunately, when an errand for her millinery shop job goes sadly awry due to a difficult customer, she finds herself without an income. Mr. Oliver Addleshaw is on the verge of his biggest business deal yet when he learns his potential partner prefers to deal with men who are settled down and wed. When Oliver witnesses his ex not-quite-fiancée causing the hapless Harriet to lose her job, he tries to make it up to her by enlisting her help in making a good impression on his business partner. Harriet quickly finds her love of fashion can't make her fashionable. She'll never truly fit into Oliver's world, with its fancy dinners and elegant balls, but just as she's ready to call off the fake relationship a threat from her past forces both Oliver and Harriet to discover that love can come in the most surprising packages.