So, here are the choices, with my corresponding dilemma:
First is the black OTK boots that are my actual first choice. I've ordered them from endless.com and they should be arriving tomorrow. The dilemma? These are full price on endless and I really don't want to pay that much money for something that may turn out to be too trendy.
Next is the brown version of the above Pour La Victoire boots. These are on sale at Cusp for a more reasonable price. Sadly, they don't have the black one in my size, only in a size 8. The dilemma? Right price, wrong color.
Last is this black pair from Topshop. It's the cheapest among all the choices, and it's still made of leather so the quality should be okay. The dilemma? They only have size 5.5 and 6.5, and I'm a size 6. I could potentially pick the 5.5 which will most likely fit me, but will it be too uncomfortable for serious walking? Also, I prefer the hidden wedge heel of the first two choices to the visible heel on this one.
(first two photos from Cusp.com. last one from Topshop.com)