Shirley Lyner (Katherine Waterston) is your typical suburban student. She studies hard and baby-sits in her spare time to save money for college. But when Gail and Michael Beltran (Cynthia Nixon, John Lequizamo) ask her to sit for them, her normal life will become wilder than she could ever imagine. Shirley and Michael begin a dangerous affair and he pays her a big tip to stay quiet. With her new found money and power Shirley decides to take her babysitting service to a whole other level when one of Michael s married buddies learns of his arrangement. With a calendar filled with student-babysitters and more married fathers than she and her friends can manage Shirley's life begins unravelling into a world of sex, money and greed. For this babysitter, getting into college is the least of her problems.