My son is six months old. He was born in December and I went back to teaching at the end of February. I left him in the care of his grandparents during the day until June when the school year was over. I was so excited to spend every minute with him as soon as I could! He has barely been out of my sight since that first week in June.
I practice babywearing and I hate to let my son cry. I will usually go and pick him up. It just breaks my heart to think that he might feel ignored or alone while I am doing some menial task like folding clothes or making dinner. So, I drop everything to go get my little boy.
Fast forward to now, my school will start back in the middle of August and my son can't stand to be away from Mommy. I have left him with grandparents twice last week (for about two hours each time) and he cried the whole time until he saw me again!
I feel like I did the wrong thing by keeping him with me all Summer. It has been wonderful! But did I set my baby up for some heart breaking days when I go back to work in the Fall? How can I make the transition easier for him without letting him "cry it out?" I just can't do that.
Unfortunately, I think he's just at a prime age for separation anxiety to kick in, and short of being with him all the time he may not be 100% happy. That's how it was with my daughter. If it were me, I would spend as much time as possible hanging out all four of you - you, him, the grandparents. This might help him see them as "mommy helpers" instead of "wardens". I know it helps my daughter for me to help her find her center with extra people before leaving her. Good luck!
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