Byeong-tae (Yoon Mun-seob), a philosophy major at Y University, goes to a group blind date and meets Young-ja (Lee Young-ok), who studies French literature at H University. The young men and women of the 1970s, who have grown up under the influence of a rapid influx of Western culture, agonize over college issues, family conflicts, and their future paths in life. But such struggles are self-derisive, and they can see no tomorrow waiting for them. Between Byeong-tae and Young-ja, there is no promise of love, of any kind. They simply meet, and exchange meaningless conversation. Meanwhile, Yeong-cheol (Ha Jae-young), who always rides a bike and declares every time he drinks that he will set off in search of a whale, has feelings for another girl he met on the blind date, named Sun-ja (Kim Young-suk). But Sun-ja rejects Yeong-cheol, who stammers, has no prospects, and was even turned down for military duty due to health reasons, and he falls into despair. With nothing to look forward to, Byeong-tae and Yeong-cheol head to the sea. Yeong-cheol, who boasted that he would catch a beautiful whale in the East Sea, commits suicide, and Byeong-tae enlists with the military. Young-ja comes to see him off, even though she said she wouldn't see him any more, and the two of them kiss through the open window of the train that will carry Byeong-tae away.

本片改编自真实事件。1933年，江洋大盗约翰•迪林格（约翰尼•德普 Johnny Depp 饰）与同伙约翰•汉密尔顿（杰森•克拉克 Jason Clark 饰）持械劫狱，从印第安纳州监狱中成功救出抢劫团伙成员，包括“漂亮男孩”弗洛伊德（查宁•塔图 Channing Tatum 饰），“娃娃脸”尼尔森（斯蒂芬•格拉汉姆 Stephen Granham 饰）等，并藏身腐败警察马丁（约翰•迈克•鲍格 John Michael Bolger 饰）的农宅。马丁说服迪林格藏身芝加哥，寻求黑帮保护。在一系列银行抢劫活动中，迪林格爱上了芝加哥女职员比莉•弗雷凯特（玛丽昂•歌迪亚 Marion Cotillard 饰）。与此同时，联邦调查局探员茂文•普维斯（克里斯蒂安•贝尔 Christian Bale 饰）被上司胡佛局长（比利•克鲁德普 Billy Crudup 饰）提升，在美国第一次“打击犯罪战”中誓将迪林格捉拿归案。行动中，随着迪林格的势败，联邦调查局却日益壮大……

以东京洲崎的风月区为背景舞台，而以一对因被父母反对成亲而出走至东京的恋人茑枝及义治为主角，刻划他们寄栖于风月区小酒馆及面店的求生故事。导演川岛雄三忆述在拍摄期间，在当地新旧两帮黑社会势力之间周旋，而警方全无援手，令他充分感受到电影人正是现代“游侠”的化身──戏如人生，川岛雄三的电影生涯和事业，也正好体现出“游侠”的精神。

艾伦（梅丽尔·斯特里普 Meryl Streep 饰）和巴里（詹姆斯·柯登 James Corden 饰）曾经是纽约首屈一指的当红演员，却因为时代的转变导致事业一落千丈，他们所筹备的百老汇表演竟落得无人问津的下场。那边厢，生活在印第安纳州的女孩艾玛（乔·艾伦·佩尔曼 Jo Ellen Pellman 饰）也正处于困扰的心情之中，她和她的女友艾丽莎（艾莉安娜·德博斯 Ariana DeBose 饰）想以伴侣的身份参加学校的毕业舞会，然而惨遭拒绝。当艾伦和巴里得知了这一消息后，从中发现了商机，两人决定帮助这两个女孩，通过这个机会重振他们的演艺事业。哪知道这个选择就此彻底改变了四人的命运。