Heels or flats? Sometimes I tend to lose track of time when I am trying to figure out what shoes to wear to go with what I am wearing that day and it is a battle between that and convenience. So, I will bring extra shoes just in case I get uncomfortable. I wore this outfit on two occasions last month. FIrst half of the photos I am wearing these lace up boots from forever 21 and the other half are bow flats made from Cooperative. I was inspired by this ad from Brooks Brothers that I saw a few years ago while I was out getting coffee and I loved how preppy and feminine it was.