I can't find the original question, but I understand what your were asking. It really wasn't as simple as gee, what was everyone thinking. I'm sure the answers are not meant to be condescending. Because, if everyone in the community knew one another, you would wonder.
Here is a man who buys 4 Happy Meals everyday, you'd think once in awhile you would see his spouse, child, mother or whoever he was buying for. Same with diapers.
The store I frequent for groceries know pretty much me and my family. They will say "oh , I saw your daughter about an hour ago with her friends." So, when you go to stores and restaurants people will eventually know who you are and what you order. Right?
McDs seemed to be the closest place around. I bet that we will soon hear: "he came here at least (fill in the blank) times a week . I always wondered why he ordered so many ------- meals.
Diapers were not just once, but many times. Sanitary items would be the same.
So OP, I get what you were asking. I agree you would think somewhere along the line somebody would wonder.
Unless he changed stores often. I doubt it though because he didn't like to travel far or long.