Nate & Margaret (2012)

Nate is nineteen. Margaret is fifty-two. Their odd, quirky, totally working friendship gets rattled when Nate gets his first boyfriend, who drives him away from Margaret as she tries to pursue a life as a stand-up comedian.

Director: Nathan Adloff

Cast: Natalie West, Tyler Ross, Conor McCahill, Gaby Hoffmann, Charles Solomon Jr., Cliff Chamberlain, Danny Rhodes, Allison Latta, Sadieh Rifai, Shawn Ryan, John Ainsworth, Angela LaRocca, Kathryn Cord, Brian Levin, Kristen Toomey, Scott Miller, Michael Kutza, Michael Emery