A fun, holiday romance ends with the vacation. Or does it? Two women, exchanging nothing more personal than first names, go their separate ways, thinking they will never see one another again. Peyton Watts, a self-proclaimed boring, conservative professional, goes back to her office and to her circle of like-minded women. Logan Weaver, a fun and spontaneous free spirit, goes back to dating the college students she's most comfortable with. Fate, however, throws these two opposites back together. Peyton must decide if the woman offering her the moon is the successful attorney, Margot Joseph - or Logan, the fun-seeking painter who drags Peyton out of her comfort zone.