Reader Pickles: “What Do I Wear With My New Shoes?”

Cait from Atlanta has a fashion pickle she needs solved: "I'm looking for striking fall outfit(s) to match my new ASOS Pretty Tie Brogue Shoes. There is nothing better then a new pair of shoes, but when I went to find the matching outfit in my closet, I found myself stumped. As I student, I'm looking for comfort, layers (because classrooms are often different temperatures), and something chic that can go from the classroom to my fall internship. Although summer lingers in Atlanta, as a northeastern transplant, I'm ready for fall weather."
Fellow readers, if you have helpful advice to solve Cait's pickle, leave your comments below. In a pickle yourself? Send your style dilemmas to with a photo if applicable.

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