Midnight Cowboy (1969)

"I'm walkin' here! I'm walkin' here!" screams Dustin Hoffman's Rico "Ratso" Rizzo at a car in the crosswalk, and immediately we know exactly where we are: NYC, the city where all your dreams come true. That is, if your dreams are heartache, a tubercular cough, a dose of VD and a one-way bus ticket to Miami. Yes, John Scheslinger's Midnight Cowboy (1969) has some of the most iconic scenes in American film history, which have been parodied by everything from Seinfeld to Disney's Hercules (1997). But Midnight Cowboy is no Western, it's a tragic film based on an equally sad James Leo Herlihy novel. In the film, Jon Voight is innocent Texan, Joe Buck. He thinks being tall, handsome and covered in Western wear is going to make him a very successful gigolo in The Big Apple, but Joe's so bad at hustling that he ends up having to pay his first trick, Sylvia Miles. Luckily, he runs into Ratso Rizzo (Dustin Hoffman), a short, sleazy, sickly but slick con artist who offers to help Joe make a few bucks. Of course, turning tricks always comes with danger and as we learn via flashbacks what led both men to their current lots in life, we also get a glimpse of how awful people can be to prostitutes. At a weirdo party, Joe meets Earth mother Brenda Vaccaro, who is the first lucky lady to actually pay him for the use of his Texas longhorn. When Ratso gets sick--well, sicker--it's decided that Miami's the cure for what ails him, and Joe tries to hustle his way to the price of a bus ticket. Times are apparently very hard, as he takes on his first (and only) homosexual trick to get the money. But what do you do when the guy won't pay? Violence? But what if the guy's into that? I won't spoil it for you. Let's just say, you can't please some people. The fellas might have to head to greener pastures, but you’ll be pleased to hear you can stay right here to see Jon’s amazing rear in three different scenes! Jon's worth every penny when he's pleasing a rich blonde with his skin wand, and we see his buns as all the pounding keeps changing the channel on her TV. Later, this cowboy will show us his cheeks sans chaps when he gets out of bed after a night with a very satisfied customer. We’d enjoy some cowpoking from this cute cowboy! Even if he won't get to ride off into the sunset, we appreciate all that mooning from the Midnight Cowboy!