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All you can do is figure out how to best handle the potential awkwardness.
From my perspective, you can do it in one of two ways: First, you can flip the entire thing around on him, with a smile: From here, you will actually learn what he wants.
This is not a video game that you can turn off when you decide you do not like how the game is playing out.
That is a personal decision you should figure out long before you involve a woman and her child in your life.
Frequently on a first date or even at a mixer, I get the question from men about if I want kids or not. Right now I’m looking at finding the right connection that will lead to marriage and once that connection is made…we would make these kinds of decisions together.
But like any negotiation, it’s always smart to have the other person make the first offer. You’re not demanding about how your future family is supposed to look.I have friends who have gotten upset because a woman they are dating has to drop everything for their child. A woman should not be placed in a position to choose between the child she loves and the man she likes.If you don’t understand that, then you aren’t ready for this type of relationship and it is best if you do not bother wasting her time or yours. I’ve written on whether you need the baby’s father approval before — and for the record, no you do not.But when deciding to date a woman with a child, you should be clear about your expectations for the relationship upfront with yourself and her.In other words, if you’re still in the “dating just to date” phase of your life, involving a woman with a child is probably not the type of relationship you should engage in because your actions will more than likely impact the lives of two people — the woman and the child.