Crush is a 2001 romantic comedy film the film combines two plot lines which eventually came together. At first he wrote a play which was named "Crush" about an older woman and a younger man.
Later, he met "a set of women doctors who were working too hard to get a date on Friday nights and so would get together instead, drink cheap liquor, eat chocolate, smoke cigarettes and have a competition to decide who was the saddest fucker of the week". This influenced the original play as it "sprouted more female characters" and became a movie script.
McKay, who both wrote the screenplay and directed the film in 1999, wanted to name the film The Sad Fuckers Club,