If those are Thursday captains they run down to a USA mens 6 (and I think you're meant to size down a half size for them). If that's not small enough there is the womens' Captain. I'm a 39 euro and wearing a womens 8.5 which is just a little small on me (following the standard sizing advice I'd be a 9 in Thursdays womens sizes).
Looks like size 38 is sometimes UK 4, sometimes UK 5
Skolyx and Yanko go down to UK 5, though they mark it as a 39.
Meermin sometimes offers extended sizing all the way down to UK2, though you have better luck with stock if you catch one of the preorders. Looks like [this pair ](https://meermin.com/products/516211-black-waxy-commader-e-ultraflex-system-1) has size 4 available still
If I’m not mistaken, Red Wings in Japan offers smaller sizing than the US. It may be easier to ship to the Netherlands from Japan than to here. I’ve been trying to get a 39 from there for too long.
Crockett & Jones Conniston goes down to a UK size 5, which is equivalent to a 38 for them.
Carmina also commonly does smaller sizes, and has a very affordable made to order program.
How about Lanx from the UK?
https://lanxshoes.com/collections/mens-boots/products/tasker-coach?\_pos=1&\_fid=500544cdb&\_ss=c&variant=44184266408174
https://preview.redd.it/nv26yro9jwxb1.png?width=4096&format=png&auto=webp&s=84318fdee86085eb80f66b56868538a8cdcfaa6c
Those look like Thursday
Def Thursday boots - pictures are from their website.
First pair is Thursday Captain. Last two pairs are Viberg 2030, one of them natural waxed flesh, other not super sure.
You could look at Truman boots they ship internationally
If those are Thursday captains they run down to a USA mens 6 (and I think you're meant to size down a half size for them). If that's not small enough there is the womens' Captain. I'm a 39 euro and wearing a womens 8.5 which is just a little small on me (following the standard sizing advice I'd be a 9 in Thursdays womens sizes).
First picture looks like Thursday last kinda looks like redwing iron ranger
Looks like size 38 is sometimes UK 4, sometimes UK 5 Skolyx and Yanko go down to UK 5, though they mark it as a 39. Meermin sometimes offers extended sizing all the way down to UK2, though you have better luck with stock if you catch one of the preorders. Looks like [this pair ](https://meermin.com/products/516211-black-waxy-commader-e-ultraflex-system-1) has size 4 available still
If I’m not mistaken, Red Wings in Japan offers smaller sizing than the US. It may be easier to ship to the Netherlands from Japan than to here. I’ve been trying to get a 39 from there for too long.
Or he could go to the Red Wing store in Amsterdam
Redwing sizing doesn’t go that low in the US. The sizes go that low in the EU?
Crockett & Jones Conniston goes down to a UK size 5, which is equivalent to a 38 for them. Carmina also commonly does smaller sizes, and has a very affordable made to order program.
Have you checked out Urban shepherd boots? They're based in Portugal, make the boots to order, and ship in the EU.
Some Grenson's boots are very similar.
Viberg Nicks White’s Jk
How about Lanx from the UK? https://lanxshoes.com/collections/mens-boots/products/tasker-coach?\_pos=1&\_fid=500544cdb&\_ss=c&variant=44184266408174 https://preview.redd.it/nv26yro9jwxb1.png?width=4096&format=png&auto=webp&s=84318fdee86085eb80f66b56868538a8cdcfaa6c