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So like, I know I already talked to a friend about this, and someone has probably said it before, but....
What if the milk lady was Sayaka when she was younger. It might explain why she and Anri look so alike aside from lazy character design.
Timeline wise, that would probably mean she was dating her future husband at the time, then got married and had her daughter the year after. That could tie into why their marriage fell apart, because they rushed into a relationship.
Of course, she would probably get contacts and grow her hair out along the way, but still this adds some satisfaction in me.
Anyway, just my random silly thoughts.