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Or MTO. Crockett & Jones and Vass both offer special orders in standard sizes on their regular lasts. You could almost certainly split between two sizes.Sorry, it's a thing only you can properly evaluate. Of course, if the shoe feels overly too tight, it won't ever feels comfortable. In the case your feet differ noticeably in size, I fear the only option is going bespoke.
For decades, before I started upgrading my wardrobe, I wore penny loafers at the low end of the price scale very comfortably: Dexter, Bass, Cole-Haan, and Sebago. These were all priced under $100 a pair and never gave me any trouble. But since I began to be more selective about my clothing and shoes, I have not found a single brand of penny loafer that I can wear comfortably. I own a pair of Allen Edmonds Randolphs that I had to wear about twenty times before they ceased to cause my feet more pain than I could endure, and even now, if I wear them for more than two or three hours, they leave my insteps smarting. I had (actually still have, though I don't wear them) a pair from Edward & James with the opposite problem: they are too loose. I desperately wanted to wear (and still wish I could wear) a pair of Alden full-strap Cordovan loafers, but after trying on every plausible combination of size and width had to give up the effort, as any pair that did not cramp my toes would leave my heel to slip out.
So it seems that if I want to get a pair of penny loafers that will neither be so tight as to hurt my feet nor so loose as to let my heel slip out, I shall have to go back to one of the cheap brands. Is there some reason why higher-quality shoemakers can't make a penny loafer that meets this modest requirement?
Try C&J Grantham. Last 376 has narrower heels but big toe box.For decades, before I started upgrading my wardrobe, I wore penny loafers at the low end of the price scale very comfortably: Dexter, Bass, Cole-Haan, and Sebago. These were all priced under $100 a pair and never gave me any trouble. But since I began to be more selective about my clothing and shoes, I have not found a single brand of penny loafer that I can wear comfortably. I own a pair of Allen Edmonds Randolphs that I had to wear about twenty times before they ceased to cause my feet more pain than I could endure, and even now, if I wear them for more than two or three hours, they leave my insteps smarting. I had (actually still have, though I don't wear them) a pair from Edward & James with the opposite problem: they are too loose. I desperately wanted to wear (and still wish I could wear) a pair of Alden full-strap Cordovan loafers, but after trying on every plausible combination of size and width had to give up the effort, as any pair that did not cramp my toes would leave my heel to slip out.
So it seems that if I want to get a pair of penny loafers that will neither be so tight as to hurt my feet nor so loose as to let my heel slip out, I shall have to go back to one of the cheap brands. Is there some reason why higher-quality shoemakers can't make a penny loafer that meets this modest requirement?