Whether the hurt feelings come from a death or a break-up, it may not be best to approach that issue. Men are different than women, we want to discuss it openly and they want to deal with it on their own and come to terms with it. They want the problem to be solved right away, where we gather as much information as we possibly can so that we have a lot of alternatives. You may have to let him be and wait until the time for HIM to tell you all is right. I wouldn't be overly concerned at this point. I would only raise the 'red flag' if he starts to say things about you being just like her, in a not too positive manner.
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