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 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. Jon Voight's innocent Texan, Joe Buck, tries to make it as a sexual hustler but has little luck until Ratso takes him under his musty wing and into his condemned apartment. Joe's so bad at hustling that he even has to pay his first trick, Sylvia Miles.

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. But you’ll be pleased when you check out Jon’s posterior in three different scenes! We’d enjoy some cowpoking from this cute cowboy!