Julia Stiles (the woman who is on the movie theater screen) and Michael C. Hall starred in Dexter (2006) together.
James Cromwell and Patricia Clarkson played husband and wife in the movie The Green Mile.
David brings up Jennifer Anniston to Claire and how she always liked her. Justin Theroux, who plays Brenda's boyfriend, later married Anniston.
The film David, Claire and Edie are watching at the cinema, is "The Clearing" (2004).