一位常年单身的约会教练试图勾引一位王子，并帮助他应对纽约残酷的约会场面。

当奥利维亚秘密报道一年一度的 Mistletoe Match 活动时，她遇到了托马斯，他和她一样对这个项目持怀疑态度。两人火花四溅，但她会为了这段她从未预料到的恋情而冒着失去晋升的风险吗？

　　Andy is a writer for newspaper classifieds who has been bouncing from relationship-to-relationship since sixth grade. Throughout the film, he loses custody of his dog when his girlfriend, Cheryl, breaks up with him for another man. Andy then meets Lorna, a children's TV show host, but she is too obsessed with her own dog to commit to a relationship with Andy. She's also still smiting because her boyfriend Trevor, left her for Andy's ex, Cheryl.
　　Andy also has a fling with another woman, Keiran. Meanwhile, Cheryl takes Andy's dog to a psychiatrist, who tells her that her promiscuity is traumatizing the dog.

艾丽丝·麦克雷诺兹（Elise MacReynolds）对圣诞节毫无兴趣。她在树木农场长大，这意味着每个节日都要在寒冷的街角卖圣诞树。但当她失业，父亲又摔断腿后，艾丽丝答应在最后一季继续经营家族的圣诞树摊。不幸的是，一直以来经营麦克雷诺兹农场树木的家族企业已被家居装饰集团布鲁克格伦（Brook Glen）收购。艾丽丝与脾气暴躁的布鲁克格伦首席执行官加里·迪克森（Gary Dixon）的关系并不融洽，她在卸下一棵大树时差点把他撞倒。

约翰（克里斯·麦克奈利 Chris McNally 饰）的感情生活十分丰富多彩，过惯了放浪形骸的日子，他从未想过不再在外面疯玩，而是同哪一个人开始一段稳定的生活。某日，约翰的妹妹将自己准备结婚的对象杰克（梁家成 饰）领回了家，让约翰简直不敢相信的是，眼前这个英俊帅气的青年，竟然就是自己曾经暗恋过的人。                                                                      　　和杰克的重逢让约翰内心的感情开始蠢蠢欲动，在约翰的脑海里，理智和情感不断进行着激烈的交战。最终，约翰还是想杰克袒露了自己对他的感情，身为标准直男，同时又十分单纯的杰克会如何回应约翰的告白呢？而约翰又该以何种面目面对自己的妹妹呢？