好友突然离世,令生活安稳的肖瀚(肖央饰演)开始唏嘘人生苦短。柳下惠自居的他,因为偶然邂逅性感美女模特yoyo(克拉拉饰演),重新找回了心跳的感觉,遂欲借工作之便亲近女神,再尝试一遍初恋的刺激。然而,肖瀚的几次示好,不是因伴侣沈红(代乐乐饰演)的警觉而作罢,就是因顶头上司马丽莲(闫妮饰演)的误会而被迫中断,各种阴差阳错笑料不断。洋相频出的肖瀚左右为难又心有不甘,只好求助于身边的好兄弟艾木(艾伦饰演)、汤怀(乔杉饰演)、刘磊(小沈阳饰演),以及“神助攻”同事常剑(常远饰演),几人结成“情圣五贱客”花式开撩。在他们的出谋划策之下,肖瀚经历了一些列令人啼笑皆非的惊险囧事……
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