Thank you all for your inputs. We managed to find a therapist specialized in gifted/2E children in our area, so hopefully she will help us sort things out.

ConnectingDots: Yes, DS was in a play-based preschool for two years prior to entering Kindergarten Socially, he is definitely shy and slow to warm up to new environments. However, he plays well with other children once he gets to know them better, so preschool was actually a pretty good experience. It's only now when there is some (minimal) demand that he needs to express himself in front of teachers that his problem seems exacerbated.