英俊帅气的康纳•米德（马修•麦康利 Matthew McConaughey 饰）是一名事业有成且艳遇不断的著名摄影师，崇尚自由的他游走各色美女之间，却从来不许下任何承诺。直到意兴阑珊之时，“挥一挥衣袖，不带走一片云彩”。潇洒至极，乐在其中。与游戏人间的哥哥不同，康纳的弟弟保罗（Breckin Meyer 饰）则即将走入婚姻的殿堂。康纳首要前往参加婚礼，当然对他来说，这也许又是另外一段（或者几段？）艳遇的开始。然而，事情的发展却出乎他的意料，他先是在洗手间遇见早已去世的叔叔（迈克•道格拉斯 Michael Douglas 饰），接着又遭遇三名前女友的幽灵。她们带领康纳回溯自己这些年来的“浪漫史”，在这一过程中，康纳也发现自己遗失且忘却了很久的东西……Connor Mead, a successful fashion photographer and a Lothario keen on casual sex, goes to his younger brother's wedding to convince him not to marry. He arrives at his dead uncle's estate during the rehearsal the night before the wedding; he starts in, taking his brother aside, trashing marriage. Later in the men's room, his uncle, who taught Connor all he knows about women, appears to him, confesses to have been wrong, and tells Connor that three ghosts will visit him that night: the ghosts of girlfriends past, present, and future. Connor has already set the breakup in motion. Can he learn anything from his life and fix what he's broken?
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