经历过婚姻失败的莎拉(戴安·琳恩 Diane Lane饰)对感情失去了信心,大半年以来一直都是单身,与陌生男士的约会结果一次比一次糟糕。可这急坏了她的好姐妹,她们热心的四处张罗莎拉的终身大事,帮她寻觅约会对象。杂志、网络,各种类型的男士都成为了候选人士。妹妹还在征友网站上登出莎拉的资料和征友条件:这个男人必须是爱狗人士。 杰克(约翰·库萨克 John Cusack饰)就在这个时候出现了,他除了爱狗以外,其他条件都不大理想。同时,刚离婚的鲍勃似乎是个完美情人,他的应征令亲友们都眼前一亮。但是,情人眼里出西施,经历了众多失败的约会之后,对感情已经灰心的莎拉,竟然发现了杰克独特的魅力,两人因为一只圣百纳宠物狗而情牵一线……Preschool teacher Sarah Nolan, divorced for eight months, is still grieving the end of her marriage. Although she didn't see it as being perfect, she probably would have stuck it out as what she saw as the "for better or worse" obligation of the wedding vows, that is if her ex-husband, Kevin, didn't end it for what ended up being leaving her for a younger woman. She is urged by her over-supportive family, comprised of her many siblings, their partners, and her widowed father, to get back into the dating scene, something she has been reluctant to do in not feeling ready. As such, her most proactive sister in the matter, Carol, sets her up on an Internet dating site. Within her less than prepared state, Sarah does go along with meeting men by the means offered to her. Beyond especially her female siblings, Sarah is given unique perspectives on the whole issue of dating and commitment by her father, Bill, who is exploring dating after losing who was the love of his life in Sarah's mother, thrice divorced Dolly, one of Bill's conquests who he meets online, and Sarah's gay teaching colleague, Leo, who she sees as being in the most committed loving relationship with his partner Eric of anyone she knows. Of the men she meets, Sarah makes what she believes is a connection with two, albeit awkward in both cases. One is Bob Connor, the divorced father of one of her students, her hesitance in dating him only because of crossing the professional/personal line. The other is custom wooden boat builder Jake Anderson, who too was pushed into trying online dating by his best friend/divorce lawyer Charlie, who wants Jake solely to get some action despite Jake wanting his love life to be more like Lara and Yuri in Doctor Zhivago (1965). Much of what happens between Sarah and the two men is based on what stage they are in post-divorce dating life, but is also dependent on how much Sarah is willing to take a chance on each, which may also include she and the respective man just not meshing at a given point in time, and she making a wrong decision in the process based on what she sees as the prospects.