worries

I have the list of what my son needs to take to boarding school next year, and I am increasingly realizing what I don't know. For example, he is supposed to take one pair of dress shoes. It doesn't specify what kind. There are several different kinds of men's dress shoes, and I don't want to buy him something that the other kids will think is weird, even if my son doesn't care. But I have absolutely no idea what kind would be appropriate, and neither does my husband.