When it comes to styling denim shorts, you have to consider how baggy and long you want them to be. There are essentially two schools of thought on jorts: The retro look that drops below the knee, or close to, and runs baggy. This often includes cargo and carpenter shorts. Complete the retro look with oversized t-shirts, button downs, and light jackets. High ankle socks with sneakers are a good way to complete the look.

The other way to style jorts is to simply think of them as the shorts you’re used to, just in a different fabric. This applies to any jean shorts that fit common contemporary short criteria of inseams running from 5 to 8 inches, slim fitting, and featuring a standard five pocket design. This route offers a wide range of styling because you can pretty much wear them with anything in your wardrobe, from aloha shirts to oxfords. Complete the look with loafers or sandals.