Four Ways to Wear Denim Cut Off Shorts

I’ve always had a love hate relationship with denim shorts, especially since even when I was much smaller without all the baby weight, I’ve always had more muscular thighs, so finding the right fit has always been tough.

These days I prefer a nice high waist, loose around the thighs, not too short that my booty is showing, but also not too long that my already short legs look shorter.

Recently I found a pair at H&M that actually fit all of these requirements. I did have to go up a size, which I usually do with H&M bottoms, so I snagged these denim shorts in a size 10 (I’m typically a 6/8 these days).

Now once you find the perfect pair of denim shorts (or at least a pair that checks most of the boxes, styling shorts can be hard, but not impossible. For everyday, I like to add structured pieces to my shorts to make it feel more like an outfit and less like I’m on vacation. I pulled together four looks for you, all featuring affordable pieces, many of which you probably already own, but if not I linked to them below as well.

Head over to Instagram stories to see these pieces in action…

how to wear denim cut off shorts

Look 1: Pair your cut off denim shorts with a colorful jacket from old navy, a basic white t-shirt, striped sneakers (if you’re a half size, size up) for a fun twist and finish the look with my go-to stylish backpack. Prescription glasses via BonLook.

how to wear denim cut off shorts

Look 2: Pair your cut off denim shorts with a long sleeve button up, roll the sleeves and tie the bottom at your waist. Add a trendy knotted headband (comes in a bunch of colors and is markdown to under $10) and slip on slides (mine are an old pair from Nordstrom’s Rack) and your good to go.

how to wear denim cut off shorts

Look 3: For an easy transition outfit pair your cut off denim shorts with cognac booties, a striped t-shirt and camo jacket. Camo / army green are so good for transitional weather, perfect for Spring and Fall. Top the look off with your favorite hat and your set.

how to wear denim cut off shorts

Look 4: (I think this look is my favorite)… I love a denim shorts paired with a blazer and this look is the perfect combo with the added linen top, metallic slides and an easy structured bag, mine is from Street Level, but I can’t find this exact style online. Prescription glasses via BonLook.