In this article+
- 01Start with the whole foot
- 02What you feel—and what to try next
- 03How much heel slip is normal?
- 04Width and instep are different checks
- 05The last matters more than the size on the box
- 06Should you go down half a size?
- 07What breaking in can—and cannot—answer
- 08Socks, heel grips and insoles
- 09A simple buying decision
01
Start with the whole foot
Try both shoes with the socks you intend to wear. Stand naturally and take a few gentle steps within the retailer’s try-on rules. Check heel, forefoot, toe room and the pressure over the top of the foot separately. A shoe that stays on only because it crushes the front of your foot has not passed. This is researched buying guidance, not a hands-on assessment of a particular pair or a substitute for a skilled fitting.
02
THE FITTING-ROOM CHECK
What you feel—and what to try next
Use this as a conversation with the fitter. A single sign cannot diagnose the correct size or last on its own.
| What you notice | What it may mean | Next step |
|---|---|---|
| Slight heel movement; otherwise comfortable | New-shoe stiffness or a small fit mismatch | Ask the fitter to assess it before assuming wear will solve it. |
| Heel repeatedly lifts; toes grip to keep the shoe on | Too much room or an unsuitable heel/instep shape | Compare another size or last; retain comfortable toe room. |
| Forefoot feels squeezed | Width or toe shape may be wrong | Try a wider fitting or a differently shaped last. |
| Pressure over the top of the foot | The instep shape may not suit you | Ask for more instep room, rather than simply more length. |
| Toes touch the end or curl | Insufficient usable length or toe room | Try more room; do not depend on breaking in. |
| One foot fits, the other does not | The pair needs assessment on both feet | Tell the fitter about the difference before buying. |
03
How much heel slip is normal?
Crockett & Jones says a little heel slip can occur in new shoes and may reduce as they mould through wear. That is not permission to accept a shoe that repeatedly lifts away from your foot. QWD’s practical distinction: a small movement with an otherwise secure, comfortable fit merits a fitter’s check; obvious gaps, rubbing or changing your stride merit another size or shape. There is no single millimetre allowance that can certify every loafer. Judge the movement together with the rest of the fit. (Crockett & Jones fitting guide)
04
Width and instep are different checks
Width describes room across the forefoot. The instep is the top of your foot, beneath the loafer’s upper and strap. You can have enough width and still feel uncomfortable pressure from above, or a secure forefoot with excess space over the instep. Tell the fitter precisely where the problem is. Going longer to gain width can create unwanted heel room; going shorter to hold the heel can crowd the toes. Ask about a different width or shape before making either compromise.
05
The last matters more than the size on the box
A last is the foot-shaped form around which a shoe is made. Loake explains that it determines the shoe’s shape and fitting characteristics, and lists its last and width in product details. Two loafers marked with the same size may therefore feel quite different. Width letters also need the maker’s context: Loake calls F standard and G wide, while Crockett & Jones uses E for its standard fitting. Read the exact model’s guidance rather than comparing the letters alone. (Loake fitting FAQs) (Crockett & Jones on fitting)
06
Should you go down half a size?
Only when the maker’s advice for that model and your fitting support it. ‘Always size down in loafers’ is too broad. Check whether the retailer displays UK, US or EU sizes, then use its own conversion chart as a starting point. If ordering remotely, send measurements of both feet and the model and size of a shoe that fits you well. Include where that shoe feels roomy or tight. A number without the shape and sock information is an incomplete comparison.
07
What breaking in can—and cannot—answer
Newness may explain some stiffness and small heel movement, but it is not a reliable remedy for a poor fit. Crockett & Jones’s fitting guide says a correctly fitting shoe should feel comfortable at try-on and toes should not meet the end. Do not buy a painful pair on the promise that it will eventually become the right size. If you are debating whether discomfort is acceptable, pause and ask the retailer to reassess before marking the soles or wearing them outdoors. (Crockett & Jones fitting guide)
08
Socks, heel grips and insoles
Use the same sock thickness for every comparison. A thick sock can make a roomy shoe seem secure when you intend to wear it with a thin liner. Conversely, switching to thick socks can change an otherwise comfortable fit. Treat heel grips and insoles as a fitter’s possible fine adjustment, not the default answer to a new pair that does not suit you. Ask before adding adhesive pads or altering the shoe, especially while deciding whether to return it.
09
A simple buying decision
Keep the pair when both feet feel comfortable, the shoes stay with your stride and no area needs a promised rescue. Ask for another last or width when length seems right but the heel or instep does not. Return or exchange within the retailer’s rules if comfort and hold cannot coexist. Once the fit works, choose leather, suede, colour and sole for the outfits you want to wear. The best-looking loafer is much more useful when you can forget about it while walking.
SOURCES & FURTHER READINGThe references behind this guide+
- Crockett & Jones — fitting and indoor try-on guidance; checked 28 September 2026
- Crockett & Jones — lasts, widths, insteps and socks; checked 28 September 2026
- Loake — lasts, size guidance and width fittings; checked 28 September 2026
QWD applies these references as a practical menswear baseline. Garment design, body proportions and intended styling can justify a different choice.


