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Comments:
But what was pointed out is that I do not take life seriously myself. I'm more laid back and free spirited. But single moms have some kind of code in their lives. Which is good. I have respected that they are on another level in life that I cannot understand. I never have officially dated a single mom before but I am glad I am getting some personal perspectives on it. Maybe if they weren't so busy, I'd go in for it.
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We give each other a hard time about stuff like this all the time, and the result is we're generally pretty sure about what the right thing to do is.
You have to make it clear that your issues are with 1). his expressed interest and 2) the location not the friendship.
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If your doing all that much flirting she already has an idea that you like her. The next step is to ask her out. She can either say yes or no and your anxiety will be much reduced. Just remember that women like it when a man shows interest and does something about that interest. It shows her your confident. So get a move on.
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