The shirtdress - Wear it now, wear it later, wear it forever
If you only buy ONE dress this fall, I strongly suggest you buy a shirtdress; a shirtdress is perfect for day or evening, work or weekend. Shirtdresses can move from season to season with ease, and that classic tailored shape never goes out of style.
This shirtdress, from Old Navy, is a perfect piece for now and for later. Wear it this summer as shown — paired with cute sandals and the kicky fabric belt that comes with it. Wear it this fall with flats and a cardigan; wear it this winter with boots and a pullover, or layer it over a slim turtleneck and add a cool leather belt.
Choose a shirtdress in neutral color, for the most versatility; I like this navy, but the same dress also comes in khaki. Experiment with jewelery and other accessories, to find a look that really works for you.
Old Navy belted shirtdress, $29.50. Available in sizes XXS to XXL.