据台湾媒体《东森新闻》12月12日报道，艺人小娴及何守正惊曝离婚，5年感情划下句点，引起外界震惊，何守正也承认离婚一事，恢复单身。回顾何守正感情史，最受关注的恋情莫过于和天后张惠妹，两人2007年开始交往3年，年纪相差12岁的姐弟恋，在当时造成轰动，男方更时常现身演唱会支持，最后传出因两人名气及收入相差悬殊，最终无法修得正果。
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何守正和阿妹交往3年，两人恋情过度受瞩目，当时何守正专职职业篮球，对于媒体、外界声音，因和天后交往成了“震撼教育”，双方经济、名气相差悬殊，曾被说“女强男弱”形成芥蒂，何守正后来频频和媒体发生冲突，之后还被拍到私会前女友，才宣告分手。