What a cool illustration! Thank you!
I do remember days like that while waiting on a corner for a bus. Very naturalistic and apt.
Did you notice that gent in the blue coat bears more than a passing resemblance to -
As we know, Ivy originated in the Ivy League colleges which is why illustrations and movies about colleges from that era are a great source of information about Ivy-style clothes:
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Love the sweater on the guy on the left. Do you think those are grey flannels or grey chinos (which I don't think were common at all then) he's also wearing?
And, note the square-bottom (I assume) knit tie on the kid on the right.
Last thought - a cake, not an easy thing to ship; mom, how 'bout cookies next time?
Grey chinos? Hmm . . .
Remember Rooster Ties?
Their solid knit versions were ubiquitous!
And then we had their Ruffler line!
If I didn't have the red one in the center, I had one very similar. And I remember a large scale Batik print in earth tones of which I was very fond.
Fun just 'cause it's a men's haberdashery:
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For obviously reasons, we tend to focus on the great haberdasheries of the period, but even into the early '80s (when I became aware of Ivy), there were plenty of small, no-real-name places like this still hanging on.