Kind of a side question, but did Romans even know what boots were? I can assume they had basic sandals, shoes, and maybe a form of boots, but would they really have any knowlage of what a modern boot would look like?
Susan Mattern, in Rome and the Enemy: Imperial Strategy in the Principate, has a wonderful introduction on the education and intellectual formation of Rome's elite, particularly in terms of empire management, defense, and expansion. One relevant point is that she argues that one of the first conceptual leaps a modern person has to take is to move to a time where the world wasn't made up of post-renaissance map projections as we visualize it; rather, it was in many ways a collection of lines between points, and distances. Things that resemble modern maps exist, of course, but in many ways "what a boot would look like" is probably quite a bit secondary to "do they have a 2 dimensional representation of the Italian peninsula that strongly resembles what we have today, and was that shape focal to their sense of the identity of a place or background relative to locations and distances". Her answer to both questions, in my best guess, would be "no".
I lack the general background on Rome to contextualize that point further or spread it across different points in Roman history, but I think if you're interested in Roman ways of looking at the world (especially in terms of Empire), Mattern's book is a riveting read.