Emma Swan, a single mother in New York is broke and struggling to find work. When her mother finds her an ad for a chauffeur for Regina Mills, the owner of a fashion magazine, Emma jumps at the high wage, desperate for a better life. She spends her days driving Regina about and soon the two notice a connection between them and their car rides become highlights of their days.

Teachers Emma Swan and Regina Mills share a rivalry, all down to a parking space, with every morning the two women racing to see who gets the spot. Despite acknowledging their dislike for one another, it soon becomes evident that this contest fills each women's days with excitement and soon they find it brings them closer, realizing they have more in common than they thought

Regina Mills is having one hell of a day. First, she meets her new neighbor Emma, who she instantly does not get on with and next she finds out as CEO of a publishing house, she will be getting a Co-Ceo. How will she react when she finds out Emma Swan, the single-parent neighbor who just moved in has also just got a job working right beside her? And when she realizes a connection.

Henry has had enough with Emma and Regina's constant bickering and wishes on a shooting star that they would just get on. When he awakes the next day to see Emma sleeping in his mom's bed, he thinks his dreams have come true. Believing they're in a relationship, Regina and Emma can't bear to tell him the truth and decide to go along with it, whilst pranking the town in the process.

Three years ago when the curse was broken, Regina fled and has not been heard of since. When Henry asks Emma to help locate his mother, Emma struggles with the protests from her family yet wanting to help her son. Promising not to bring Regina back, the duo head to New York where they meet a very different Regina, with no memories, and Emma is shocked with her feelings for her.