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Guys won’t care about your past relationships. Web this is a tricky question because it really depends on the guy. Web zachary stockill's obsessive thoughts about his partner's previous sexual experiences led to the collapse of his first. Men are generally understanding and empathetic,. When can i ask about his past relationships? One of the primary reasons why guys ask about your last relationship is to assess your emotional. I dated a guy for two months and. Some guys might be completely uninterested in.