Well, since I got a pair of Double H boots, I have found that those are my most comfortable shoes. Something about having the heel a little higher than the arch and walking more on the balls of my feet. So got some brown Allen Edmonds lace up boots (kinda like Red Wing with the stiching across the toe), some Frye harness boots, and a pair of snuff suede Chelsea boots. So, wearing a black 1/4 zip sweater with khakis. Wore the darker brown Frye boots. Would you have gone some black boots, maybe engineer or harness, to be tonal, or is brown ok? Substitute jeans for khaki, same thing?