I rode in my vintage jods yesterday and it was interesting. I didn't wear tall boots; I actually wore a new pair of western Justin ropers I had bought recently because they need breaking-in.
Anyhoo, the jods were "tight" in some places and loose in others - obviously; they're loose through the hips.:P
I think it was less "tight" and more that they have no stretch and it is an unusual feeling, for someone used to riding in modern day stretchy breeches.
But for the most part I can report that these vintage jods are super comfy!