“世纪恶女”安藤贵和（小雪 饰）毒杀情夫一案震惊全国，从而也揭开《Legal High 2》的序幕。依然不改本性的古美门研介（堺雅人 饰）冒天下之大不韪出任贵和的律师，为其进行无罪辩护，谁知却遭到曾在其门下实习的新人检察官羽生晴树（冈田将生 饰）的阻截，更史无前例首尝败绩。在此之后，梦想为所有人带去幸福的羽生辞去公职，转而开起律师事务所。而古美门和黛真知子（新垣结衣 饰）致力于游说贵和上诉的同时，为了弥补事务所的开支而不得不接手各类奇怪棘手的小案子。在这一过程中，羽生亦敌亦友，成为了古美门继三木律师（生濑胜久 饰）之后另一个难缠的对手。
一个是视法庭如战场、将胜利和金钱看作比正义还重的“恶德讼棍”，一个是拥有阳光般温暖笑容渴望圆满解决所有争端的Mr Win-Win。唇枪舌战的好戏再度上演……

The Tokyo Olympics are about to open, and Rynosuke Chagawa is excited to receive a new TV set to watch the upcoming events. His wife Hiromi is pregnant and he has built a second level on his shop to provide his adopted son Junnosuke with a private space to study for entrance to Tokyo University to set up a career with a major company. He dreams of sparing Junnosuke the struggles that he has faced as a writer. The family continues to rely upon Hiromi's income from her bar. Meanwhile a rival story, The Virus, by a new writer has appeared in the periodical that has been publishing his stories "Boy's Adventure Book" and he fears the new competition. Norifumi Suzuki also receives a new TV, but more of a deluxe model. Mutsuko Hoshino (Roku) is still the principal mechanic in the Suzuki family's auto repair shop, but she dresses up some mornings to go to a nearby street with the hope of a "chance" meeting with Dr...

小说家吉田良夫（ユースケ・サンタマリア 饰）每每创作陷入瓶颈之时，便会偷听咖啡馆内客人的谈话，从中获取灵感，创造出一个又一个独具特色的时代女性。《倾盆大雨之女》：男人（柏原崇 饰）邂逅了一个谜样的女孩（相武紗季 饰），她终日蜷缩在男人的家中，无论多饿也要等着男人带着便当回来；《个人破产之女》：待业青年安藤（高良健吾 饰）结识了酒醉的女孩玛丽（水川あさみ 饰），他不惜一切讨玛丽的欢心，不惜帐户透支；《梦之女》：男孩（小柳友 饰）在车站看见了雍容端庄的女性（小雪 饰），她的生活却有如梦境；《平日公休之女》：失恋的哲人（塚本高史 饰）与化妆品销售员智里（優香 饰），他却始终对抛弃自己的女友无法忘怀；《无聊的女人》：被催稿逼急，吉田讲述了和自己朝夕相处的无聊的女友（長谷川京子 饰）。
本片根据吉田修一的小说改编。