Congrats on having raised him to be so thoughtful. I do believe that family obligations should trump this at times, which might mean that your son sometimes has a playdate with a kid because you want to hang out with the mom, or because you don't want to hurt anyone's feelings. In a group setting school, sports, church, etc. If she wants to have a heart to heart talk with you about the situation, then by all means be kind and honest. Anyone been in this or similar situation and what did you do? This was not as a much of an issue when the boys were 3, but at 6 the boys are in different places developmentally and play differently and I get more and more push back from my son to stop doing the playdates. I think the scenario in her mind was that these were just shy kids who needed a little boost. And the bigger question is should I even continue forcing my son to have those playdates for the benefit of my friend's kid or just be honest with her and let my son choose his own playdate friends now that he is getting older? It's equally important though, I think, to raise children to understand that they do not need to allow themselves to be used by others in order to be a good person.
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