Every Time I Wear This "Frumpy" Shorts Trend, I Get Compliments

I think it's safe to say that my days of wearing super short cutoff shorts are done. If that's your favorite style, I support you, but I feel much more comfortable in something with a little more coverage. Last summer, I started dipping a toe into the pleated shorts trend. I used to equate this trend with '90s moms, but I later realized that there are so many cool ways to wear them, no matter what aesthetic you're going for.
There are plenty of fashion items out there that are obvious compliment bait, like bags and sunglasses, but I guess I hadn't expected to receive many compliments on my collection of "frumpy" pleated shorts. But whenever I wear a pair, someone tells me that they like my shorts, which makes me want to keep buying them, of course. As luck would have it, there's lots of pleated shorts styling inspiration on Instagram, some of which I'm sharing with you below. And if you're as inspired to wear the trend as I am, I found 19 chic pairs to choose from for your own summer wardrobe needs.
Styling Tip: Sneakers and socks, of course.
Styling Tip: Make it a matching set.
Styling Tip: Add a blazer to make it a suit.
Don't forget the matching blazer.
Styling Tip: Transition your shorts into fall via an oversize blazer and turtleneck.
Styling Tip: Opt for neutrals.
Styling Tip: Pair them with your prettiest white blouse.
Styling Tip: Channel your inner Annie Hall.
Styling Tip: Belt them to define your waist.
Styling Tip: Embrace the relaxed look with a slouchy sweater.
Styling Tip: Pair with heels to dress them up.
Styling Tip: Color, because summer.
Styling Tip: Contrast the bagginess with something fitted.
Next up, eight summer trends fashion girls are wearing with shorts right now.

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Yeah, You *Have* Been Wearing Athletic Shorts With the Wrong Shoes This Whole Time
Here's the *right* way.
-
No One Will Question Your Trend-Forward Status If You Wear Denim Shorts With *These* Shoes
Tyla gets it.
-
Aritzia Is a Fashion-Person Paradise—These 25 Standouts Are Now on Major Sale
The basics alone are worth checking out.
-
Bermuda Shorts, Bloomers, and Cutoffs, Begone—Expert Dressers Only Care About These Elegant Shorts
*The* shorts of the summer.
-
I'm Manifesting Chic Summer Outfits: 25 Affordable and Stylish Walmart Deals That Fit the Bill
Just about everything is under $25.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way Cooler
Denim shorts never looked so good.
-
I'm 5'2" and Hate Baggy Jeans on Me—28 Pants, Skirts, and Shorts I'd Wear Instead
Petite women, listen up.
-
So Many Celeb-Loved Jeans Are On Major Sale RN—These 29 Are the Standouts
Levi's 501s: a Hollywood go-to.