I was instantly drawn to her shoes. Thinking, “wooo, cuuute.”

Naturalizer Lately. Stonehenge Leather ($79.00)  

I never knew dress shoes like these can go with smashing outfits like the one above.  It’s so simple and clean, and it looks awesome!  I should get myself a pair;  I got a pair of shoes from Naturalizer last month but am stuck on what outfit to wear them with because my style isn’t very dressy. 

Any suggestions on what to wear with these for a casual day without looking like I’m heading to an office job?  Oh and my new flats, any suggestions on breaking shoes in?