I never wear dresses until fall and winter, and despite it being 90 the other day, today the high is only going to be 60 (about time!!!). This is my typical fall & winter uniform. Some dress, some blazer + jacket, tights + boots. Going to try to mix it up a little this year with some ankle boots.
Dress: Ann Taylor
Jacket: J Crew
Boots: Frye Paige Tall
Excuse my blur, I was trying to direct my son...he's about to be fired for a real tripod :).