What to Wear in September: 18 Practical Outfits for the Transition to Fall

September is the fashion calendar's awkward stepchild. We can't claim that summer has completely passed, but neither can we pretend that autumn has entirely arrived either. You bundle up and head out the door first thing in the morning, but by midday? In essence, you are melting. I know the feeling. Get through that. If you find yourself caught in the constant battle of "Should I wear a coat?" or "Am I still allowed to wear sandals?" this is the perfect solution for you. Here are eleven fall transition clothes that are sure to keep you warm, stylish and free of second thoughts by the time the sun goes down. Are you prepared to ride the wild ride of September fashion? So, let's go right in. The Ultimate Casual-Polished Combo You Didn't Know You Needed You know the vibe: *“I look stylish, but didn’t try too hard.”* That’s exactly what this outfit says. A structured blazer instantly pulls everything together and gives off that “I’ve got my lif...