I don’t know about where you live, but Labor Day weekend seemed to flip the switch on seasons in Chicago. The weather has been pretty amazing — cool and crisp, but the sun keeps you just warm enough. Last weekend we went to watch the TCU game and since I don’t own anything purple (oops), I just wore whatever I felt like, which happened to be this striped dress, my all-time favorite booties, a military jacket and this grey bag (outfit above).
It’s also nice that my summer pieces can do double-duty and be worn into the next season. Instead of pairing them with wedges or sandals, I sub in a pair of riding boots, over the knee boots or ankle booties. As the weather continues to get colder, just layer up with a sweater, jacket or scarf to keep warm!