Leslie Winner是一个老好人，但他总是意外地自找麻烦。好在尽管如此，他还是遇到了一个爱他并且愿意忍受他的未婚妻Jemma。两人正在筹备婚礼，但为了支付度蜜月的费用，Leslie需要找个工作——于是，这幸福的笨蛋要经历重重考验：他用油漆枪装饰房子，结果搞得一塌糊涂；去参加一场紧张的面试，却穿着拖鞋；找了一份餐厅的工作，是在自动钢琴前假装演奏。Leslie究竟能不能保持不惹麻烦、成功携手Jemma 步入婚姻殿堂呢？This new farcical comedy follows the ironically named Leslie Winner, a well-meaning optimist who frequently finds himself in the midst of chaos, through a combination of silly decisions and tough luck. However, the pressure is on now for Leslie to finally pull himself together, as he prepares for his wedding to beloved fiancé Jemma and attempts to win over his skeptical father-in-law to be. The official synopsis poses the question, by the end of the series "will Leslie be a winner or will his surname continue to be ironic?"