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I wanted to revisit the bare ankle today. I think I can probably get a lot of you guys on-board with a no-show sock when it comes to a more casual outfit. I heard from plenty of you in the comments saying you wear yours with sneakers and shorts, or even loafers in the summer. I could probably even convince some of you to bare your ankles in a more “fashionable” outfit like rolled-up chinos and a quote-unquote “dressy sneaker.” A little more out there, style-wise, but nothing you’d get funny looks at on the street.

But what about going sockless with a suit? Or with dress shoes?

Here in New York, I see guys doing it more and more – especially young ones who are letting themselves off the “traditional” hook when it comes to dressing up.

Personally, I love it when a guy incorporates more of his personal style into a suited-up look, freshening it up and making it feel young.  And I’m sure a lot of that has to do with NYC being a more fashion-friendly locale – fashion-forward too, sure, but I think even more is that it’s a city where trying new things – whether it’s a new trend in your wardrobe or at a restaurant – is encouraged. Maybe more so than other places…maybe not, but that’s what it feels like to me. There’s certainly pieces in my closet now that I never would have bought when I was in school in Pennsylvania, or when I lived in Wisconsin.

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Do you think you could pull off this look? Do you want to? If not, is it because you think it’s too “out there” for where you live, or do you think it just looks silly?