I keep diaries when I travel, but not otherwise. My travel diaries anyone is welcome to read now, or after my death.
Last year I started going through photos etc and destroying anything that I don't want others to see. I doubt anyone will be interested, but you never know.
The WW1 photos have gone to my cousins, as they concern our mutual grandparents, great uncles and aunts. Sorting through WW2 photos to see if there is anything that should be offered to a museum or local archive.
Later photos are really only of any interest if you know the people concerned, so I am keeping the ones I know I want to look at and throwing the rest out.
Still haven't worked out what to do with my father's medical diploma in Latin from the University of St. Andrew's. I'll probably leave it for someone else to dispose of after my demise.