Ask an Editor: Am I Too Old to Wear Leather?

Welcome to our Ask an Editor series, where each month I’ll answer questions submitted by our lovely readers. So how does it work? At the end of this story, submit your style- or fashion-related questions, and I’ll pick three submissions to solve next month. (And maybe even give you a shout-out!)

Scroll down for this month’s answers, and be sure to leave your question for me at the end!

Opening Image: The Haute Pursuit