Maddie is on the verge of losing her childhood home and thinks she has found the solution to her financial troubles when she comes across an intriguing job offer: wealthy parents are looking for someone to take their introverted 19-year-old son Percy years, in a series of “dates” to loosen him up before he leaves for college. Much to Maddie’s surprise, Percy makes this challenge more complicated than expected and time is running out. She has one summer to take up this challenge or find herself homeless.