I love all the boots and jackets that come with Fall! These chunky boots came from Kohl's a while back. They are a dead knock off for some Jeffrey Campbell boots, but they came at a more student friendly price tag. A few similar designs from JC that I'm LOVING emerged this season - you can find them at Urban Outfitters (links below).
These boots are a tad edgy, so they pair well with a leather jacket (faux). This grey version came from Kaitlyn Clothing. To tone things down and keep an ultra comfy weekend look, try pairing those edgier items with soft, flowing fabrics. This high-low dress is such an easy, basic piece to pair with so many things! I felt so casual in this outfit that most of my pics turned out like this: