I'm having second thoughts about my #8 chukkas. I put them on this morning and either the way the style fits or inconsistency in sizing, but I feel like it was far too big and just doesn't feel right! Should I try to lace them a little tighter? Thicker socks? Or just unload them (brand new, only worn on carpet, not creased - "break-in procedure" only) and get a cigar dress shoe instead?
I had a similar issue when I first received my cigar Chukka's. I had never worn a pair and it was my first cordovan shoe as well. I felt a lot of slippage in the heel area and it seems very loose on my foot. As the cordovan leather softened, the heel slippage became a non-issue. I added tongue pads as well and lace them tightly and they feel very comfortable on my feet.