The more and more I've seen the film, the more I've honed in on Grady's boots considering they're the hardest to ID. Obviously, based on augofett's compiled list (thanks for that!) we've collectively done a pretty good job tracking most of this stuff down. But the boots continue to be elusive.
There are so many styles of boots similar to his that without some kind of definite positive ID'ing from the production we'll likely never know. I've tried to reach back out to the costume designer but he's hit or miss when it comes to responding. He only described them as "rough out boots" which is just a general term for a few different styles of boots and not necessarily any that look like Grady's.
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All that said, in certain pictures and from certain angles, Grady's kind of have the vibe of
a classic Justin Roper with a toe that's a little more pointy than the classic round Chelsea toe. Normally cowboy boots have a flat sole but they do make some workboot styles of Ropers with the type of sole we've seen on Grady's boots. I know they are not and it's agreed upon that they are more of a Chelsea pull on style, as seen by the elastic on the side which is a telling detail. But I've tried to expand my search to other types of boots just in case.
Any more thoughts?