Hallie AbramsFounder & Lead Stylist, The Wardrobe Consultant

Shoes to wear with shorts!

20 May 2026 · 2 min

Watch on YouTube

1:42

In this YouTube video, Hallie Abrams addresses the common styling dilemma of choosing shoes to pair with longer shorts, such as jort shorts. She explains why chunky flat sandals look overly bulky on longer shorts and offers two main styling routes: (1) wear an open, barely‑there sandal that shows more leg, which visually balances the longer short; and (2) add a small heel—either a tiny thong‑style baby heel or a wedge with a thong strap—to elongate the foot and leg, creating a more proportionate look. Hallie demonstrates each option, noting that the heel or wedge offsets the height of the longer short and provides a chic, balanced silhouette. The tone is conversational and instructional, with an enthusiastic, supportive attitude toward the viewer’s fashion choices.

Chapters

If you struggle with what shoes to wear with shorts, especially a longer short, I got you. Love 'em, hate 'em, jort shorts, which is a longer short, are sort of in. I actually love them, but I don't love them with these shoes. So that's the thing— how do you wear them so that they look good, you get the coverage you want? Because this kind of shoe I love, but it's much better when you're showing more leg. Right? So when you're wearing something that's longer, which is very chic, and for a lot of us we like a longer short, a flat sandal that's chunky just feels too— it just feels too chunky. I can't think of another word. Feels too chunky at the bottom. But there are two options. One, an open, sort of barely there sandal. If you like black, it still works. Let me show you. Do you see how Showing more skin balances the longer short on your leg. You want to show more leg. If you need to wear a flat, this is the way to do it. My preference though is to add a little heel if you can. Itty bitty little baby heel, see? And that looks really cute with this. So we could do this, or this is a bigger heel but it's a wedge. So it cancels the height out, right? I'm gonna need to go to the chiropractor tomorrow for this. But see, both of these elongate the foot, elongate the leg, and balance the longer short. So you can go itty-bitty baby heel with a thong style, or wedge with a thong style, and it just— it works.