During the mid 60s I was sent to school in dark grey shorts and grey jumper with a black blazer, apart from one other boy we were the only ones wearing shorts at that time as we had both returned from the far east (fathers forces posting) and were not aware that fashion had moved on a bit. I did manage to get my long trousers before the other lad though so I wasn't the last in school to wear them, I must admit it was a relief there is a lot of difference between Singapore and Britain as winter draws in.
Out of school I remember having a pair of jeans, with holes worn in the knees, a knitted jumper from mum, usually blue and a Duffel coat for winter. Oh! and I mustn't forget the grey knitted balaclava which was usually whipped off when out of site of the house.
Never did go trainspotting though as most places we lived didn't have them, this was restricted to our visits to stations between postings.
Jim