I bought a nice pair of vintage Weejuns and was wondering whether to wear them with or without socks.
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Penny loafers: socks or no socks?
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Well, I'm not sure I agree about the loafers! I don't think that's a maxim by any means for older generations; I would say the norm seems to be socks with them, *particularly* with dress loafers, which I've only ever seen fairly fashion-forward people do sockless, and even then not always. For casual/driving loafers? I agree socks look kind of silly/out of place, but again, I was under the impression I was in the minority there!
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If someone wants to wear socks, there are a myriad of shoes that ought to be worn with socks. No doubt. But if you want to wear shoes that are designed to be worn sockless (or like Greg says with loafer socks that are invisible), then loafers, sandals, and boat shoes are right there for you. To put socks on with them is just going in the wrong direction.
I don't think you're in the minority there at all.
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