There are those who stick to tried-and-true outfit formulas and those who shrug off any concept of fashion boundaries. I'd consider myself a part of the latter. There's rarely any style or trend I won't touch or at least try, but shorts have always been the exception. It's not that I have anything against them. If anything, they're downright functional for this time of year, but the mini length and leg-squeezing design just don't seem to jive with my thicker thighs and curves. For this simple reason, I have sworn off wearing shorts (other than for lounging around the house) for years.
But never say never. Something about the moment right now has me wanting to step out of my comfort zone and give shorts another shot. Instead of going for Daisy Duke–adjacent cutoffs, I'm easing into things by opting for longer lengths that offer a bit more coverage. From tailored versions to carefree, vacation-ready shorts, keep scrolling to see all of the longer-length pairs I have in my cart right now.
Denim
At this price, there's no reason not to at least give these a try.
Big pockets are a must.
I'm ready to bust out all of my fresh summer whites.
How cool is this waist detail?
Destroyed shorts are a bit controversial, but they're certainly having a moment.
Imagine these with a cool blazer.
Tailored
With the matching longline vest, these shorts make a perfect summer outfit.
For cooler L.A. nights, I'm already eyeing this leather pair.
These just scream vacation mode.
Another shorts-and-vest combination. The addition of a white shirt really adds a cool factor.
I've already ordered these.
Since I'm still knee-deep in my minimalist obsession, I added these to my cart so fast.
Flowy
Toile prints really do level up any outfit.
Pair these with a fitted racerback tank and strappy kitten heels for a sophisticated take.
For those 90-degree days, you'll want to have these on standby.
Excuse me as I freak out over this green.
Madewell always knows how to do well-fitting staples.
Trendy
I immediately gasped after seeing these—that's how much I love them.
Switch things up with a dusty shade of blue.
Colored denim is the moment.
How many coordinating sets can I own? Time will tell…
These will be perfect to throw over a bikini.
The pink color trend hasn't let up yet.
Printed
The magical thing about ASOS is that it has a variety of lengths and sizes available for a ton of its pieces; these also come in tall for the more height inclined.
I'm very into the contrasting plaid patterns.
Paperbag shorts are one of the key shorts styles I'm shopping because they accentuate pear shapes so well.
Now, I'm convinced I need the matching one-piece.
Yes to this graphic print.
These are definitely not within my price range, but a girl can dream, right?
Next up: I Tried Everything From Kim Kardashian's Sold-Out Skims Line–Here's My Review
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Put Aside Your Denim Cutoffs—These 4 Shorts Trends Are Way More ElegantTrust me on this.
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Bike Shorts Have Lost Their Luster—This Is the Sporty Trend Fashion People Are Wearing InsteadThey're sporty even if you're not.
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Dispatch From Paris: Everyone's Forgoing Sandals to Wear These Far Chicer Shoes With ShortsOui oui.
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I Thought Wearing These Shoes With Shorts Was Cringey—Turns Out the Combo Is Peak 2025Apologies are in order.
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Dripping in Wealth Is the Vibe—These 32 Elevated Nordstrom and Zara Summer Finds Fit the Bill PerfectlyUnder $200 and guaranteed to sell out.
