Happy Endings (2005) - Don Roos
Mamie Toll (Lisa Kudrow) is an abortion clinic receptionist with a massage therapist lover, Javier (Bobby Cannavale), and a secret: when she was younger, she and her gay stepbrother, Charley Peppitone (Steve Coogan), had a child that she gave up for adoption. One day, Nicky Kunitz (Jesse Bradford), a sleazy filmmaker, shows up and plans to blackmail her with information on her child's whereabouts so that he can film the reunion and use it to get into the AFI. Charley now runs his family's restaurant with his lover, Gil (David Sutcliffe), and suspects that their lesbian friends, Pam (Laura Dern) and Diane (Sarah Clarke), lied about using Gil's sperm to create a child so that they wouldn't have to share him with them. Jude (Maggie Gyllenhaal) has been kicked out of her cousin's house and is now living with Otis (Jason Ritter), a closeted musician that lives with his widower father, Frank McKee (Tom Arnold), who has become infatuated with Jude. What Jude didn't count on was actually falling in love with Frank. In the end, will anyone have a happy ending?