The easiest way to transition a short-sleeved dress for fall is with a denim jacket and boots. This year, denim jackets are prevalent in stores, so you can find a fit and wash that works for you. With the color of this dress, you can do anything from distressed light denim to a crisp dark resin finish. As for boots, any height will do, go with what looks most flattering for your body type. I chose a shorter boot to balance the volume of the dress, but if the dress is shorter on you or not as full a knee-high style would also work. Here, color is also up to you; brown, gray, camel, or black would work, but if you choose black be sure it’s a more casual boot (not super shiny, lower heel, rounder or chunkier toe) to complement the casual style of the dress. To add some warmth, sweater or cable tights in a color similar to the shoe (gray with gray, brown with brown or camel, gray or black with black) would fit the casual feel nicely.
Who’s to say your layers have to be over the dress? A thin fitted turtleneck is a great way to extend your summer dresses into the cooler months. For this look I kept the under layers consistent with opaque non-shiny tights to match the turtleneck. A pair of booties adds some heft to the bottom of your figure to balance the casual style and volume of the dress.