I wear denim shorts a lot during the summer. It helps to think of styling them the same way you would skinny jeans: a slouchier top usually looks better and 3/4 length sleeves are more flattering than a super short sleeve or cap sleeve. (But cap sleeves are never flattering so that’s a moot point.) Most of the time heels with denim shorts are a little too Coyote Ugly for me, but if you’re worried about your legs looking too short, a small wedge (less than 2”) is a good option. Otherwise, a t-strap sandal or any sandal with minimal straps will help your legs look longer.
All American Eagle’s shorts are less than $25 today. Here are four pairs I like.