While denim shorts are a major summer mainstay, I’ve started to notice another piece take hold this season: tailored shorts. Even Meghan Markle has taken on this polished trend. While I don’t expect to see denim shorts slink away entirely, I’m not surprised that the sharply tailored bottoms are taking over. After all, it’s the summer of the clean-girl aesthetic. Sleek, polished, anti-trend pieces are everywhere, so it only makes sense that fashion people are gravitating to the easy, minimal shorts right now.
When it comes to styling, you can approach them in a similar way to denim shorts or jeans. The fashion set has been wearing them with looks that are casual yet pulled-together—pairing them with everything from white tees and strappy sandals to bandeau tops and slingback heels. Ahead, get inspiration for how to wear tailored shorts this season and tap into the cool looks that are defining effortless summer style.
It always works to go for a tonal look. Pair tailored shorts with a bandeau top, a leather belt, and pointed heels for an outfit that strikes the perfect balance of polished and cool.
Style for day or evening.
Zara does tailoring so well.
Every wardrobe needs a great leather belt.
Yes, shorts and heels are big right now.
The Kendall Jenner look that took summer 2021 by storm is just as cool if you swap out trousers for tailored shorts. Consider this your go-to outfit for a heat wave.
A white shirt is the foundation of so many great ‘fits.
Rely on a strappy top all summer long.
A chino style that looks really modern.
It’s all about the toe detail.
Blazers are a year-round staple, and this outfit proves it. Adding a blazer to tailored shorts and a T-shirt instantly lends more structure, making it the perfect look to wear for casual business meetings.
A black blazer can polish off plenty of looks.
Stylish and comfortable.
Beautiful.
A classic, timeless pair.
It doesn’t get simpler than just adding an oversize button-down and classic bag to a pair of tailored shorts. This is the ultimate weekend outfit.
For summer, you’ll wear this as a beach side cover-up, for running errangs, and office dressing.
These are the perfect length.
This iconic bag will be the height of chic, forever.
For those on the hunt for large sunnies.
For a look that reads as a bit dressier, focus on an elegant top. It can be as simple as a two-tone tank that is tucked into sharp shorts and paired with a sleek bag.
This has big Y2K vibes.
This classic pair will be a forever staple piece.
If you’re going to invest in a beautiful timepiece, look no further.
The baguette style carries just the essentials.
Here’s another look that plays with a T-shirt and shorts. The upsized tee gives it a casual and relaxed feel, while the strappy sandals and suede shoulder bag make it feel intentional.
