With his new girlfriend - a soccer mom with a taste for bondage - urging him to "go condo," failed screenwriter Winfield Payton needs cash. Accepting a job offer from a college friend, he becomes the lone white employee of a black S&L. As the firm's token white, he poses as a Mafioso to intimidate skittish investors and woos a wealthy cougar to keep the firm afloat. Figure-skating between the worlds of white and black, gay and straight, male and female, Jew and Gentile, Yuppie and militant, Payton flies higher and higher until the inevitable crash.