故事发生在民国初年，江南望族姚家的少奶奶曾淡云（林韦君 饰）被二奶奶赵翠屏诬陷，被指控她与管家刘子浩（江宏恩 饰）有私通关系。曾淡云怀孕的身体遭到了姚家家法桃花烙的处罚。刘子浩好心相救，并将曾淡云带回了他的老家，介绍给自己的妻子宝春认识。 曾淡云在刘子浩的陪伴下顺利分娩，生下了一个女婴，而同一天，宝春却遭遇难产，产下一个儿子后就离世了。多年后，赵翠屏得知曾淡云的下落，并错误地认为刘子浩的儿子是姚家的后代，于是强行夺走了孩子，将其改名为姚靖石（霍政谚 饰）。曾淡云的女儿念慈也被沈家收养，改名为沈雁容。
产品设计师巫雅历（陈展鹏 饰）才华洋溢，深得同事及上司爱戴。和在慈善机构工作女友甯宁静（田蕊妮 饰）感情稳定，已到结婚阶段。雅历的妹妹巫健儿（唐诗咏 饰）在保险公司工作，是一个“以买楼为目标”积极进取的80后女生。雅历的生活可谓一帆风顺，他和市场部主任闵家华(阮兆祥 饰），情如手足，虽受老板高伟霆（欧锦棠 饰）赏识，但却被总务部主管车咏娴（郭少芸 饰）弄权令二人升职无望，二人对公司失望，力数“老板十宗罪”之余，家华更暗地里与印籍好友盛小龙（乔宝宝 饰）合作私帮生意。宁静在阴差阳错下加入公司，与雅历联手将咏娴击退并升任经理，而家华则当了老板，二人在环境逆转下渐渐转变，开始向下属施压，同样变成了被下属讨厌的老板......
Sebastian pays tribute to a previous girlfriend, trying to produce the movie that she inspired him to write. He enlists Natalia, an empathic producer and his right hand, to help produce the film for which they struggle to find funding. Ultimately they decide to stage a play based on the script. Still hurting from his recent loss, Sebastian decides that he can’t start a new relationship. He goes in the opposite direction and takes irresponsible bachelorhood to the extreme. Success and fame open the door to encounters with all types of women who seem to fill the void that is becoming increasingly apparent in Sebastian’s life. Throughout this journey, Sebastian becomes even closer to Natalia. She is his friend and partner but there is an undeniable romantic tension. Blinded by his career and newfound relevance, Sebastian loses touch with his romantic nature. After bottling up their feelings, during a night of drinking Sebastian and Natalia cross a line. While Sebastian wonders if they made a mistake, Natalia feels ready for a relationship.
