I love stories like this as they bring out the best in all of us. I couldn't care less if they are just dropping the kids off by car which every parent seems to do if their child lives more than 100 metres from the school (although you are going to look pretty silly if you have to change a puncture). It sends a clear message saying "I am bone idle", but that is probably not a message which requires them to wear pyjamas in order to broadcast.
It's a different matter if they are coming into school dressed like this however and it must provide great amusement to the staff. If I were the Head, I would take pictures and hang them all up on a board marked Wretches. (Which I suppose probably explains why I am not in charge of a school).
Then I remembered that we were talking about Middlesbrough.
ps Before anybody is tempted to remind us all that Winston Churchill used to conduct important wartime meetings in his dressing gown, then let me say that these people are not Winston Churchill.