In this Tony Award-winning musical by Stephen Sondheim, several fairy tale characters learn the hard way that the 'Happily Ever After' they sought isn't necessarily so happy after all.

　　Three months after the Frobisher settlement, Patty is concentrating on establishing a charitable foundation when an old boyfriend, named Daniel Purcell, contacts her and entangles her in a new case involving corporate fraud and greed. Meanwhile, Ellen continues working with the FBI to destroy Patty, but she becomes more rash and impatient as she continues to set up her appearances to hide her rage behind fabricated grief in the wake of David's murder. Elsewhere, Arthur Frobisher is revealed to have survived the assassination attempt and is recovering in seclusion as he plots his next move against all the people whom he felt wronged him.

杰西•詹姆斯（Brad Pitt 布莱德•彼特 饰），南北战争时期最著名的强盗，他与兄长组建的詹姆斯帮伙同其喽罗犯下无数宗抢劫案，即使防卫再出色的银行也难逃他们的魔掌。杰西凭借其出神入化的枪法和经历成为平民百姓心中的传奇人物。
　　人过中年杰西逐渐厌倦颠沛流离和与政府捉迷藏的生活，手下的喽罗或死或伤，兄长也因杰西的坏脾气选择离开。新加入“詹姆斯帮” 的懦弱男孩罗伯特•福特（Casey Affleck 凯西•阿弗莱克 饰）视杰西为超级偶像，与渐感疲惫的杰西隐居乡间。然而经过多年的相处，罗伯特却最终成为这名传奇侠盗生命之闸的掣动者…

作为南加州最好的离婚官司律师，迈尔斯•马西（乔治•克鲁尼 饰）的精明之道令客户非常满意。而玛丽莲（凯瑟琳•泽塔-琼斯 饰）这个拜金女郎想利用自己的美色嫁入豪门后以离婚的名义取得高额的财产。而玛丽莲的丈夫请来了迈尔斯，以确保自己能在离婚官司中稳操胜券。
　　玛丽莲的美丽吸引住了迈尔斯，但他还是帮自己的客户保全了家产。深深不忿的玛丽莲想要报复迈尔斯，便想假装与他结婚。
　　他们一边算计对方，一边被对方吸引，到底爱情的力量又能否胜出呢？