I did some looking up of Asperger's and don't see much to describe DS's personality. Although shy at first he can "open up" after awhile. His teachers in 3rd and 5th have told us they were worried about him maikng it in his CBG program at first but by the second half of the year, he was as active as anyone. He has many friends including good ones he just met this year. He can be pretty social with them and around his family. He jokes around, is "great" at sarcasm (he gets mine and gives it back well). We have also been told how much he looks out for others.
For now, I would lean more towards an executive function issue, ADHD-inattentive and will also look into CAPD. I recognize most of those traits in DS. We read "Organizing The Disorganized Child" and it describes him perfectly.