I felt this way when my now 18 year old son went into high school. I was remembering all my stress when I went to school. Don't let him feel that if this is something you are going through as well. What I did with my son was I had him scheduled for some summer programs at the school and he was able to get a feel for the school over summer so when he arrived in the fall, it wasn't so "new" to him. Maybe they have a tour for the class to go to the middle school or arrange one yourself with the principal or other staff member. I am sure they would be happy to have them do that. If there is a PTA, get involved with that so you have contact with the school and they know who you are. I have always tried to keep a distance to give my son space and not embarass him....but stay close enough so you can monitor what is going on. Extra curricular activities is a good idea. They will build new friends around these groups. Hope this helps. Good luck in middle school!