That is not to say anything (bad or otherwise) about your mother, or any mother in particular for that matter. But the fact of the matter is that it is the rare exception when a Mom has a good grasp of the next generation’s fashion. If you have nobody else to ask, then ask your mother what to do… and then do the opposite.
Perhaps I should illustrate with an example. Your grandmother—wonderful woman that she is—is definitely not the exception that “proves the rule.” My senior year of high school, a time when I should have been on top of the world (at least in my own eyes), she not only let me out of the house in, but also explained plainly that she thought an outfit consisting of medium-dark blue khaki pants with a bright red and yellow plaid shirt was not only “fine” but “looked good.” She was so convincing that I wore this ensemble no less than half a dozen times that year.
I hope you’re cringing with me, not at me.
My advice is to make friends with someone from your own generation who will be brutally honest with you, learn to accept criticism (failure is underrated), and make liberal use of picture messaging if necessary.
Just don’t ask your mother.

