一部都市情感小品，主角是阿宽（郑丹瑞 饰）——一个对感情不大忠诚屡出笑话的都市小男人。阿宽和妻子安娜（郑裕玲 饰）复合，二人本来可以过回和睦日子。小秘书的出现却又令阿宽有了异心。她做事冒失，被追求者烦扰，使得阿宽平日更是对她照顾周全，令美人也暗暗倾心。两日的日本公干之行，成了一次浪漫之旅。但是，小秘书回港后决定嫁给一个牙医男友，她跟安娜说明，和阿宽之间只是同事的关系。然而，纸包不住火，牙医和安娜都知道了他们有过的私情，于是小男人阿宽又面临着一次感情的考验。

The hilarious sequel to the 1989 hit The Yuppie Fantasia, Brief Encounter in Shinjuku brings back Lawrence Cheng as a thirty-something Hong Kong yuppie finding misadventures in love and marriage. Leung Foon and Ann reunite after the events of The Yuppie Fantasia, but issues still exist. Ann works overtime to be a better wife, and Leung Foon attempts mightily to be a model, upright husband.