Excuse me for the huge picture, but you're so right.
I would like to say pre-emptively, and I am assuming here which may not be such a great idea, but Jay, you can't argue with James Dean!
I am today wearing indigo jeans with black boots
These boots:
Am I in the wrong? It looks good to me...
They are kind of grey/black though, and they have a brown accent in the laces.
Please assist me with this urgent quandary
Excuse me for the huge picture, but you're so right.
I would like to say pre-emptively, and I am assuming here which may not be such a great idea, but Jay, you can't argue with James Dean!
I have some All Saints military boots in washed black and I generally wear them with dark indigo denim. In my opinion I think a smart black shoe like a brogue with denim would look awful, but a more casual worker/military/hiking type boot in black work great with dark blue denim. I think it has a lot to do with the colour tones and style, some work, some don't.
I think black works as long as it's not too formal. I have black millitary boots that I think look good, and I also have some smart style shoes that are a kind of black/grey fade that also work with dark indigo jeans. They certainly weren't designed to wear as smart shoes.