From the first sight of Amanda (Christina Ritchie Christina Ricci), Jerry (Jason Biggs Jason Biggs) falls in love with her deeply. Although Jerry has a beautiful woman around her and Amanda has an owner, this cruel fact still can't stop Jerry from longing for Amanda's heart. And, leaving aside secular morality, the two are indeed a perfect match. In this way, the two people who are not "free men" come together, and the affair between them soon comes out. Jerry's girlfriend and Amanda's boyfriend choose to quit, and Jerry can finally get in with Amanda. If you think this is the end of the story, it's a big mistake. Jerry and Amanda, who are finally together, have great differences and contradictions, and the relationship between them is in jeopardy. For this reason, Jerry asks his mentor David (Woody Allen Woody Allen) for help, but he doesn't realize that the invincible man in his eyes is actually riddled with holes in his life.