With a shorter cut off jean shorts, keep the top modest and the shoe flat.  The best way for dressing up short shorts and cut-offs like an adult is to pair them with a preppy, plaid, or basic white button-down shirt with a collar, a boxy crop top, or a tunic style blouse. Because, if you throw those shorties on with a T-shirt, tight tank top, and a pair of flip-flops, you’ll look anything but classy, my dear. And be sure to keep the fit a bit baggy, avoid tight. If you can’t seem to find something that fits right in the stores, consider cutting up an old pair of jeans to ensure the best well-loved fit.