How Should Dress Shoes Fit? - Men's Clothing Fit Guide - Oxfords, Brogues, Derby, Loafers, Monkstrap

About this video

Weston teaches men how to find properly fitting dress shoes by covering four essential pre-shopping considerations and five key fitting points to evaluate when trying them on. She emphasizes that shoes should fit perfectly on the first try, as leather only stretches minimally, and demonstrates proper fit assessment using an Allen Edmonds Oxford as an example.

Key takeaways

• Weston argues that you only need to know your general shoe size before shopping, since sizing varies by designer, and shoes should fit perfectly immediately without relying on leather stretching over time
• Weston recommends trying on dress shoes in the afternoon with the socks you’d normally wear to get an accurate fit, and always sizing for your larger foot
• Weston advises that proper dress shoe fit requires correct toe length (toes hitting about a finger’s width from the end), appropriate width at the ball of the foot with no pressure or scrunching, and a secure heel with no slipping when walking

Episode details: published November 15, 2015 · 162K views · 7:59 long. Summary written by Self Growth Videos from the episode itself. The style advice summarized here is Ashley Weston’s own teaching and opinion, presented for education; product recommendations are hers, not ours. Summaries are written by Self Growth Videos from each video itself.

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