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What do single men over 60 really want this dating coach’s advice will surprise you (video) i am 62 and my husband is 50 together for 18 years so not all. For those women over 50 who are reentering the dating scene, it’s hard to know what to expect in many ways, dating men is still the same as when you were in your twenties – communication remains key, intimacy is still awkward – but, with age and experience, comes some key differences he.