Nobleprofessor
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I worked in the shoe store in late 90's. Eastland made one model of boot with the lug sole and buckle on the side. I do not remember seeing such boot on Timberland's catalog from 90's onward.
Eastland model look little bit like your first picture with the sole like that of the second picture.
COOL! Thanks, so they were probably Eastland.
They were similar to these boots — The Brooklyn. They were slightly more streamlined. They were burgundy with a black lug sole.