L.A.
Mom, you are the one having trouble leaving your son. This could be making him feel uneasy.
It is really better to take him and get him interested in an activity and then tell him," I am going to LET you play with your friends. I know you will have fun.". And then you leave.. No matter how he reacts.. The teachers have all been trained to handle this transition. They do it every time, with every new child..
The more times he has a good experience on hie own, the more he will gain his own confidence. I know this is hard. I still miss our daughter when she leaves for college, but I dare not show her any of those feelings.. and yes, it is just like when I had to leave her for school, and daycare..
You can do this. You are a mom, you are strong..