He sounds adorable Bani, I too spend many a year in wellies (like most Dutch children since they're easy to get on and kick off, didn't stop my mother from dragging me to Antwerp every few months for new Pom D'Api shoes that barely got worn). I tended to wear mine with a gaudy princess dress that took much whining to get and was only supposed to be for dress up. And always with Oilily leggings, the ones with hot dogs were my favourite (probably a passive aggressive dig at my parents for their decision to raise us meat free 🙈). And it took an awful lot of convincing not to wear the builder's hat out. My accessory of choice was a telescope. I was dead cool, me
(My mother did try with the cowboy boots but I somehow despised them, so you did well there).
Attached are riding boots, in my book, vaguely equestrian but the regular riding boots not the show boots for events (which are a different level of lovely leather). Quite plain and unexciting with some hardware, not far off wellies in shape. Don't really age well.
Duvet, Jonak is a French shoe brand that's been around for forever. The brand's a bit meh and nothing special and used to be very overpriced for that but I don't think they've inflated the prices much over the years so they're about what you pay for them now. Personally, I think they're probably a that'll do purchase that always are a bit of a disappointment in my book but my endless searches are also rather joyless so it's a bit of a toss up...
I think something is definitely off with boot designs these days. They're all too tall in the calf for me despite having smaller feet these days, it shouldn't be this hard. Far too much room in the ankles that makes the zip bag out or if no zip make the entire thing a slouchy sad thing. I'm thinking they made the average calf larger at the top (and higher) to accommodate more shapes and a very slim ankle looks odd proportionally to that so they just made that bigger too. I don't think I'll ever be able to buy boots at a high street or even entry level designer price point again.