In our latest column, “Ask a Fashionista,” you can solicit our strongly held opinions on everything from how to wear a midi skirt without looking like a tree stump to whether a certain retail CEO should go ahead and resign already. Have a question? Email us at ask@fashionista.com. Q: I went to a sample sale this week and found a perfect pair of high-heeled boots from my favorite designer. They were on sale at an amazing discount, but there was one problem: they were one size too small. After too many bad experiences buying small shoes in the past, I decided to leave them behind. I know that shoes can sometimes be broken in or stretched out, but some do it much more than others. How can I know for sure that I will be able to make them fit better?— Erin, New York, NY There are few things more heartbreaking — in the realm of shopping, that is — than finding a pair of designer shoes you love at a crazy discount, only to realize it’s not available in your size. It’s not like you can buy them anyway and think the ol’, “Oh, I’ll just lose 10 pounds and fit into it” thing. There is nothing you can do to change your shoe size — or at least,...