lcdx22
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If you go wider, the heel gets wider. The forefoot gets wider too, but since you stayed shorter the vamp goes further up on your foot. This may help keep the front part of the shoe tight enough to make up for the slightly looser heel. Going longer generally gives me a tighter heel, but in some instances can push the vamp far enough down my foot that I get excessive volume there and need a tongue pad.
This is a big issue with me on loafers because generally it's my pinkie toes that have a lot of say in my final size. With loafers, I prioritize heels fitting, then vamp, then toes generally. If I can achieve all three being happy at once, it's a favorite last! A loose heel is hardest to correct for me if it doesn't stop slipping after break in. A heel pad pushes your foot forward, effectively shortening the length by a size...that seems like a self defeat. If everything is good but vamp, I add a tongue pad. If my pinkie toes are still crunched, but only just, then I will do a forefoot stretch. I also have a pinkie clearance technique where I insert a pen on the outside of my shoe tree, kind of like a giant bunion bump on a stretcher. That stretches the shoe just at the toes where I need it.
TL/DR - I generally will go longer over wider on loafers to keep heel tight and get toes further back out of the taper.
A bit of a ramble, but hopefully you can see my size trial thought process and take something from it.
Haha sounds just like my thoughts as I go about this. This is helpful. I think I'll start with half size up to keep the heel tighter and go from there.