Transitional dressing is all about layers, but you're not about to load up on the bottom (right, guys?). Instead, knee-highs are a much better way to take the seasonal plunge while not looking like that girl...you know the one shivering in shorts or a mini-skirt on an under 60-degree day? And if you think you can't pull off the look, just reference Emma Michelson's impeccable schoolgirl ensemble. The burgundy-and-taupe palette keeps the outfit subtle and lets the socks do the talking (without looking over the top). We also love that she worked the color back into her jacket, this time making it pop with fun buttons and a baggy fit. Now just imagine if this was your school uniform—class time wouldn't be so bad after all. XOXO...well you know the rest.