I'm having trouble finding a "dressy" boot to wear with skirts. I have a pair of Frye 15R harness boots in black that I had intended to wear with skirts. But every time I wear them with a skirt, they look SO bulky, wide, and unkempt.
I've been trying on tons of boots and they all, to me, look like my 15Rs when I put them on, even if they looked dressy on the shelf.
What am I looking for? "Sleek" is too abstract. Is it a boot that hugs the ankle and back of the calf? A boot that doesn't scrunch at all? Is it the sheen? The toe shape? Help!
I can wear up to 1.5" heel but really do best with flat boots. How should a dressy boot FIT? And why did I not find a single one at the Nordstrom half-yearly sale? What was wrong with the options that made them look just like my Fryes?