L.B.
Dear W.,
He is old enough to understand that he can pick out his clothes the night before. That way he can make these choices and demands on his own time. Explain this is a non-negotiable rule, he must find what he wants to wear on his own and he must do it before bed time, period. Then you stand your ground and don't give into the requests for more time, help and/or the pleading to change his mind in the morning. He can have as much control as he wants, it just needs to be on his time, not yours. As far as wearing clothes for a week at a time, two days in a row is plenty (allowing the outfit is filthy) and then is gets washed. This should be stated up front as well. If the need to control his clothes is rooted in anxiety, you should talk with him about what he believes will happen if he can't wear exactly what he wants to wear. Help him through this by talking with him about his concerns. Good luck and yes it is very frustrating.