Let's admit it: Shorts are tricky. Sure, they're great for a lazy weekend, but besides a simple cutoff-and-tee combination, we don't tend to get too adventurous with the summer staple. Well, all that is about to change. Armed with the right inspiration, it's easy to throw together an outfit for just about any occasion, no matter what your age. Structured shorts and a fancy top might fly in the right office setting, and date night could feel especially fresh with a silky style—a little inventiveness can go a long way.
Below, we're highlighting seven cool ways to wear shorts this summer, no sweat. By mixing them with unexpected pieces like formal shoes, statement tops, or even a polished jacket, you'll never think of them the same way again. Curious to see which looks we're loving now? Read up on our seven go-tos below, and then shop shorts that'll work for whatever's coming up on your calendar.
Distressed Denim Shorts + Leather Jacket + Loafers
Loafers are an unexpectedly polished shoe to pair with distressed denim, but the combination makes for a surprisingly stylish combination. Add a simple tee and leather jacket and you're good to go.
Sweater + Fashion Shorts
When shorts feature editorial details like slits or lacing, let them shine by styling them with a simple sweater.
There's nothing that photographs quite so well as a cute matching set. Try pairing shorts with a coordinated tank for a cool summer ensemble.
Pleated Shorts + Polo Shirt
When shorts have lots of volume, keep things more fitted on top. Opt for a polo, tank or tight tee to balance out your outfit.
Cargo Shorts + Heels
Feminine details like heels add stylish contrast to a pair of tough shorts.
Cuffed Shorts + White Tee + Military Jacket
Sometimes, simple is the way to go. Pair classic jean shorts with a sleek white tee and a miltary jacket
Denim Cutoffs + Statement Top
If cutoffs are your go-to all season long, give them a sophisticated spin by pairing them with a fashion-forward statement top.
Shop Our Favorite Shorts
Distressed denim will always be a summer staple.
The ultimate mix of cute and comfortable.
A summer take on suiting.
Throw on with an ivory blouse for the perfect office look this summer.
Mustard yellow is everywhere this summer.
These are ideal for summer date nights.
Everyone needs at least one pair of white denim shorts.
Style these jean shorts with a feminine top and heels for a high-low look.
Hint: There's a matching bomber jacket.
Bring out your girly side.
These high-waisted shorts are so flattering.