Knee-High Boots Outfit A long sleeve dress is a great basic for building transitional summer-to-fall outfits. This classic navy button-front shirt dress is an easy piece to thrown on and go. Between the cute button-front detail, comfy elastic waistband, and chino fabric, I knew it would be a winner. It’s lightweight yet cozy and would look great with flats, sneakers, or knee-high boots. Accessorize with a crossbody flap bag – this one is under $40 – and gold jewelry to complete the outfit. And on chilly nights, simply layer a lightweight jacket.