After Matt Larkin (McCarthy) announces his engagement to a beautiful debutante, his best friend Tipton (Stiller) takes him off to the country for one last bachelor bash at the home of a friend (D'Arbanville). There Matt meets Jewel (Ringwald), and is immediately attracted to her rare, sensual beauty and simple rural ways. Although Matt and Jewel have little in common, they are drawn to one another and begin a passionate relationship that unites their very different worlds and blows apart Matt's previously "safe" existence forever.
What do you do when the wrong kind of girl gives you all the right feelings? Love doesn't have to last a lifetime.