Quote:But he has this cligyness with me as well. He is still a Mommy boy which I am desperately trying to wean him out of. Would you consider as a sign of dampened self-esteem?
This part kind of jumps out at me.
How are you desperately trying to wean him off? What form does that take?
The prevailing wisdom for a long time has been that it's good to teach small children independence by forcing them to be on their own/ deal with things in various ways. What's been shown, though, is that the more attached they are, the more confident they are. Like, if he's clingy, and you just snuggle with him until it's passed, he's actually MORE likely to be confident.
I do think that a talk with the teachers could be really helpful here. It doesn't have to be confrontational, more information-seeking, "So, my kid has been saying that [specific names] have been mean to him lately -- I wonder if you could tell me more about this?" (I'd advise that you avoid the use of "bully" at this point.)
I've been dealing with some issues related to this in a general way with my 5-yr-old, and have found that a kid's definition of "mean" can be different from our definition of "mean." (How have you learned about the bullying?)
For example, last year there was a kid in the class who was plain a bully -- he'd grab, and hit, and do unambiguously mean things. He was dealt with by the preschool teachers. This year, there is a girl who often just stands and cries, but what's actually happening to her is not bullying -- it's because someone won't play with her right then (and not in a mean way, either), or because she got sand in her shoes, or because she wants the teacher to read another book. The teachers deal with that too, in a generally supportive way, but not nearly at the level that they dealt with the bully last year.