上季结尾，背负巨大谎言、不断用酒精和出轨麻醉自己寻求心理自偿的广告才子Donald Draper糜烂不检点的私生活被女儿Sally撞破败露，和二婚妻子Megan的婚姻又再度产生巨大裂痕。梦魇般袭来的成长经历、物是人非的同僚令Donald对充斥着虚伪人际的广告业乃至整个中产社会产生了巨大的排斥和疲惫情...绪，渴望“洗净”自己的Donald在SCDP的客户见面会上崩溃并坦白了自己的身世，令客户自觉受到羞辱，SCDP合伙人为了公司利益辞退了Donald，职位由他曾经提拔起来的徒弟、如今叱咤广告业的才女Margaret接任。 被战争、民运和动乱裹挟、令所有人局促不安的七十年代的脚步正渐渐靠近，Margaret在这个女性崛起的岁月中会否选择自立门户？Donald在决绝地离开他一手创造的充满甜蜜谎言的虚伪的广告业后，会如何继续自己的人生？这个惊心动魄的时代里，他们的命运究竟将如何画上句点？
萨丽将贝蒂患了肺癌的事告知了德雷柏，她希望得雷柏能够促成贝蒂和亨利在一起。罗杰决定结婚并修改了遗嘱，他为琼和他的儿子留下了大量财产。德雷柏在加利福尼亚认识了斯蒂芬妮，他对斯蒂芬妮尽心相助，斯蒂芬妮却不告而别并开走了他的车。琼计划了一个新项目，她邀请佩奇和她合伙开展新的事业，不想理查德却因此离开了她。…
德雷柏离开麦肯公司开始了自驾游，他在旅行中参加了一个老兵筹款晚会，二战战场上的往事被提起，他多年的心事终于释怀。达克骗得皮特去面试了一家私人航空公司，经过深思熟虑，皮特终于接受了新工作，并重新赢回了前妻的爱，他将带上家人去新的城市开始新生活。贝蒂被查出了肺癌晚期，她平静地接受了这个事实，一切都是上帝…
斯特林&库珀公司的员工都开始在麦肯公司适应新环境，德雷柏在新公司的初次会议上悄然离席，他错过了送女儿的时间却与贝蒂进行了简短而亲切的交谈。琼遇到骄横跋扈不合作的新同事，她为此而烦恼。佩奇被麦肯公司当成了秘书，因学历不够，她不能再当创意总监。最终，德雷柏依然没找到戴安娜，佩奇争取到自己的办公室，琼…
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