The problem is that DH goes through the trash and says to DS, "are you sure?"
DS will tearfully bring something and say, "can we take a picture?" which is how he processes getting rid of things. DH can't tolerate seeing the tears and decides to keep it. So, we have only small windows of time for teaching DS to be OK with disposal. It's a challenge, but important to learn, so we keep at it.
I can relate to your DH - I'm like that some times too! Some times the girls will put something in the "get rid of" pile that I really cherish and they obviously don't feel the same connection.
Once we did a purge of stuffed animals and they both wanted to get rid of the Build-A-Bear animal they "lovingly" made that cost probably $30-$40, but wanted to keep some junky creature they got out of a machine at an arcade.
