These Vintage Loafers Are Certified Grails

Plus, the leather slippers I keep seeing ads for, my favorite boat shoes, and more footwear recs in this week’s Shoesday.

Jun 03, 2025

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Welcome to Shoesday, a weekly column, sent every Tuesday, about shoes.

There were a lot of shoe-related topics I wanted to cover this week and frankly, I couldn’t settle on just one, so instead I’m bringing you a shoe-focused recommendation compilation that includes the following:

The summer-ready slippers I keep seeing ads for on Instagram, and which are seemingly working because I’m on the verge of buying a pair
The perfectly-preserved, made-in-England, grail-level loafers I came across at Alfargo’s this weekend
A quick note in support of wearing your Chuck Taylors in the rain
A round-up of beautiful made in USA and Italy vintage shoes I found that are under $100 and were originally sold by one of America’s most iconic mall brands
I’m wearing boat shoes again now that summer is here, so I figured I’d talk about my go-to pair and a few others I think are worth setting sail with this season

Let’s get to it, and enjoy!!!

This newsletter is ENTIRELY funded by subscriptions. I don’t use affiliates (custom links are just for sales tracking), and all of these products are things I’ve endorsed because I actually like them—though in some cases I did not pay for them. Point is, your subscriptions are both extremely cool and very much appreciated. Thank you!

I Keep Seeing Ads For These Shoes On Instagram, And They’re Working

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These Vintage Loafers Are Certified Grails

Plus, the leather slippers I keep seeing ads for, my favorite boat shoes, and more footwear recs in this week’s Shoesday.

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