Seventeen-year-old Shirley is a good student who works as a babysitter in order to make money for college. One night Michael, a father Shirley works for, confesses he's unhappy with married life. Shirley has a crush on Michael, and seizes this moment to kiss him. Michael is so happy he presents Shirley with a big tip, which gives her an idea. Shirley plans to make extra money by setting up her teenage friends with other unhappy fathers.
John Leguizamo
as Michael Beltran
Katherine Waterston
as Shirley Lyner
Cynthia Nixon
as Gail Beltran
Andy Comeau
as Jerry Tuchman
Denis O'Hare
as Stan Lyner
Lauren Birkell
as Melissa Rowan
Louisa Krause
as Brenda Woodberg
Halley Wegryn Gross
as Nadine Woodberg
Ann Dowd
as Tammy Lyner
Spencer Treat Clark
as Scott Miral
Jason Dubin
as George
Ethan Phillips
as Mark Wessler