Why did Mom dress that kid up like it was 1960 all over again?
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That is how lots of us dress our children and grandchildren here on the East Coast. Looked totally normal to me. As a matter of fact I have a photo holding my then 3-yr old son at the front portico of the White House, and he was wearing his best summer outfit - blue seersucker Cacherel bermuda shorts.
I can tell you this, I have old 8mm movies where in 1965 I'm wearing the same exact outfit that kids wearing and my Mom looks just like Jaquelyn Kenndy with pillsbury box hat and everything.