1958年12月，古巴，职业睹徒杰克前往古巴的首都哈瓦娜，参加一场大型扑克牌赛，期望藉此大挥一笔。他在当地邂逅了一名美丽的已婚女子罗贝塔，她的丈夫是当地的共产党革命领袖，两人情不自禁的坠入了情网。此时，罗贝塔的丈夫遭军队杀害，她也被政府逮捕烤问，杰克试着将她救出，但是他却无法阻止罗贝塔对革命的狂热支持……Cuba, December 1958: The professional gambler Jack visits Havana to organize a big Poker game. On the ship he meets Roberta and falls in love with her. Shortly after they arrive in Cuba, Roberta and her Cuban husband, the revolutionary Arturo, are arrested and tortured. Arturo is reported "shot while trying to escape," but Jack manages to get Roberta free again. He can't, however, keep her from continuing to support the revolution. Jack has to make a choice between the beautiful woman who keeps putting herself in harms way and the biggest poker game of his life; between the man he could be and the man he is.
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