Midnight Cowboy (1969)
A "cowboy," Joe Buck (Jon Voight), moves to New York City from Texas to make his fortune as a hustler servicing rich Park Avenue women. Shortly after arriving, he is hustled by homeless con man Ratzo Rizzo (Dustin Hoffman), who had said he would manage him for a $20 fee. Bent on getting his money back, Buck finds the rapidly deteriorating Rizzo, ends up feeling sorry for him, and moving into Rizzo's room in an abandoned building to care for him. The two remain hopeful of striking it rich with Rizzo managing Buck's career, but it soon becomes obvious that they are no match for the urban jungle. This movie captures a gritty New York (like it was in those days) and is sad and disturbing but is full of memorable characters - Sylvia Miles as an aging Park Avenue woman with a thick New York accent who considers herself "one helluva gorgeous chick", John McGiver, the religious nutjob who Joe Buck thinks will give him connections to rich women, and Brenda Vacarro who takes Joe home with her after a psychedelic party. An absolute must-see!!
Midnight Cowboy is a 1969 starring Dustin Hoffman and Jon Voight. Received Best Picture, Best Director and Best Adapted Screenplay.