Hold the Jeans—I Think Flip-Flops and Ballet Flats Look Chicest When Paired With This Summer Trend
Our take

The recent flurry of attention surrounding Margot Robbie's airport ensemble – longline tailored shorts paired with what many are calling an unexpected footwear choice – speaks to a larger shift in how we perceive effortless style. It’s a fascinating evolution, moving away from the ubiquitous denim and sneaker combination that has dominated casual chic for so long. This isn’t simply about a fleeting trend; it's a recalibration of what feels both comfortable and undeniably polished. The resurgence of ballet flats, and the surprising pairing with tailored shorts, echoes a broader movement we've observed towards more considered, less aggressively "trendy" aesthetics. As explored in Not Black and White—The Coolest Dressers Are Opting For Bold Colour Combos This Season, the emphasis is shifting away from monochromatic palettes toward more nuanced and expressive color combinations, reflecting a desire for individuality and quiet confidence. This Robbie-inspired look perfectly embodies that shift – it’s not about shouting for attention, but rather about a quiet assurance in a well-considered outfit.
The appeal of this particular combination – tailored shorts and delicate ballet flats – lies in its inherent juxtaposition. Tailored shorts, traditionally associated with more structured and formal looks, are softened by the inherent femininity of the ballet flat. It’s a subtle dance between masculine and feminine silhouettes, a hallmark of modern elegance. This contrasts sharply with the prevailing trend of oversized, casual wear, which, while comfortable, can sometimes lack a sense of intentionality. The key here is the tailoring; the shorts are not simply denim cut-offs, but rather thoughtfully constructed pieces that elevate the entire look. This echoes the broader conversation around footwear, as detailed in Sorry Trainers—These Breakthrough Shoe Trends Make Leggings Look Significantly Chicer, where unexpected shoe choices are proving to be powerful tools for refining otherwise casual ensembles. It’s about the details, the considered choices that communicate a sense of understated luxury.
What’s particularly interesting is how this trend taps into the broader cultural conversation around “quiet luxury.” It’s a rejection of ostentatious displays of wealth and a move towards pieces that are inherently high-quality, subtly sophisticated, and timeless. It’s a style that prioritizes craftsmanship and enduring appeal over fleeting trends, a sensibility that resonates deeply in a world increasingly saturated with disposable fashion. This isn't about chasing the latest micro-trend; it’s about curating a wardrobe that reflects a personal sense of style and embodies a quiet confidence. The resurgence of ballet flats, often seen as a relic of the past, is a testament to the cyclical nature of fashion and the enduring appeal of classic silhouettes. Even the anticipation of new shoe styles, as highlighted in The New Fall 2026 Shoes Are Rolling In, and I'm 100% Sure These 33 Pairs Will Sell Out, suggests a continued focus on refined footwear as a key element of elevated style.
Ultimately, the Margot Robbie effect highlights a pivotal moment in fashion – a move away from the performative and toward the genuinely effortless. It’s a reminder that true style isn’t about adhering to rigid rules, but about confidently expressing oneself through considered choices. The pairing of tailored shorts and ballet flats isn’t just a trend; it’s a statement about embracing femininity, valuing quality, and cultivating a sense of quiet confidence. The question now is: will this subtle shift continue to reshape the landscape of casual style, or will it be relegated to a seasonal fad? Only time, and the wardrobes of discerning individuals, will tell.
So, you’ve seen those photos of Margot Robbie at the airport wearing longline tailored shorts from resolutely minimal brand Beare Park and are wondering how else to wear a long-shorts outfit this summer. As the Australian actress indicated in this viral albeit controversial travel ensemble, long shorts have officially dethroned micro hemlines as the silhouette of the moment.
Such is the volatile nature of the trend cycle. After a period of shorts as small as a pair of knickers, a silhouette pioneered by Bottega Veneta and Miu Miu in their respective spring/summer 2023 and autumn/winter 2023 collections, the fashion set is now reaching for pairs that fall just below the knee. (Ideal for those who ever just shave the lower half of their legs anyway.)
Now, the pendulum is swinging in the other direction, with styles reminiscent of boudoir-approved bloomers, dad-core Bermuda shorts and Pirates of the Caribbean-esque pantaloons all reigning supreme. On the spring/summer 2026 runways, long short outfits could be spotted everywhere, from Jack McCollough and Lazaro Hernandez’s debut collection for Loewe in Paris to Matthieu Blazy’s first cruise show for Chanel in Biarritz.

Elsewhere, long shorts are cropping up everywhere from Marseille to Manhattan. Offering a breezy approach to summer dressing, long shorts not only provide excess coverage that makes them appropriate for offices, but also an insouciant ease that will make any off-duty look appear more casually cool.
As Zendaya, Ayo Edebiri and Ella Hunt have all proven, styling them with a heeled shoe and softly tailored essentials like a fitted T-shirt or oversized blazer will instantly make you look relaxed and elegant. The key to a chic long shorts outfit comes down to the precise pair you choose. Tailored options will provide a more collegiate effect, whilst sporty elongated basketball-esque shorts will benefit from a more traditionally feminine top to offset the masculine shape. Denim shorts are the easiest to style, with the structured fabric and lived-in colour adding an element of contrast to your look.

Ahead, Who What Wear UK has compiled a definitive guide to styling your long short outfits this season. From elevated wardrobe essentials to innovative combinations you might not have previously considered, continue scrolling through for inspiration.
7 Chic Long Short Outfit Ideas to Wear in Summer 2026
1. Long Shorts + Long-Sleeved Shirt + Flip-Flops

Style Notes: If you don’t have a direct line to Danielle Goldberg, celebrity stylist extraordinaire who works with the likes of Zoë Kravitz, Greta Lee and Jessie Buckley, like Ayo Edebiri does, why not make like London-based influencer and Who What Wear Editor in Residence Monikh Dale? Taking the cardinal elements of The Bear actor’s outfit, she’s made it a little more wearable and accessible by switching out the heels for a pair of flip-flops—ok, they’re from The Row, but still—and a pendant necklace. As Monikh always highlights through her looks, it’s that basics will be anything but boring when styled with contemporary pieces like shield sunglasses and pendant necklaces.
Shop the Trend:

The Frankie Shop should be your first port of call for modern tailoring.

The Row's flip-flops might be a sell-out, but these Le Monde Beryl styles feel quite similar in their colouring.
2. Long Shorts + Embroidered Camisole + Raffia Bag

Style Notes: Long denim shorts—or “jorts"—have become a definitive mainstream style this summer. After first being exclusively relegated to the wardrobes of East London and Brooklyn creatives, it finally seems that fashion has turned its attention to this oft-underlooked style. However, if you don’t plan on hanging a carabiner from the belt hook, styling these might not come as second nature to you. A word to the wise: when wearing longer shorts, you can balance out the extra fabric with something a little lighter on top, be it a tank top or strappy camisole. If you want to look like you’ve wandered straight out of Le Marais, opt for a delicate embroidered top before pairing it with a bandana and raffia bag.
Shop the Trend:

Doên is the bedrock for what all dreamy, elegant staples should be based upon.

Beloved by Elsa Hosk and Hailey Bieber, the A.Emery Kinto flip-flops are made of comfortable leather and feature a slimline shape.
3. Long Shorts + One-Shoulder Top + Heeled Flip-Flops

Style Notes: When you hear the phrase “long shorts”, your mind might immediately jump to a pair of linen or cotton poplin shorts that you’d wear on your holiday. But as the best-dressed adherents of this trend are showcasing, there’s more to this style than just a pair with an elasticated waist. Enter: Camo shorts. Combining the utilitarian nature of cargo trousers with the trend-forward appeal of camo print, a Y2K trend that has recently been co-signed by Alexa Chung and Iris Law, this long shorts style breathes new life into a conventionally timeless piece. Channel your inner Destiny’s Child by pairing it with racer sunglasses and kitten-heel flip-flops.
Shop the Trend:

Though you might feel like a teenager in the 2000s wearing these, you certainly won't look like one.

Gucci's Vittoria thong sandals were one of the hottest products of Q2, according to Lyst's official index of sought-after styles.
4. Long Shorts + Lace-Trim Top + Ballet Pumps

Style Notes: From Bordeaux to Marseille, French women have all adopted long shorts as their summer uniform, especially ones that sit low on the waist, hang loose through the leg and tie up at the waist. This precise silhouette invokes this “borrowed from the boys” sensibility, as you’ve just rolled out of bed with your gorgeous lover and thrown on the bottoms he wore for this tryst. To make it feel less like underwear-as-outerwear, add some coquettish touches like a pouch bag and a lace-trim top.
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Now it's hard to play favourites, but if there were one pair of long shorts in this edit that I'd buy immediately, this pinstripe pair would certainly be at the top of my wish list.

From the rounded toe to the oversized bow, these feel both chic and classic.
5. Long Shorts + Black Blouse + Two-Toned Shoes

Style Notes: Speaking of stylish Parisiennes, their collective adoration for vintage pieces is making more antique-inspired shapes come to the fore, like these ruffle-trim long shorts. A hybrid between a pair of capri leggings and bloomer trousers, this cropped style defies the rules of what a long short is usually regarded to be. Embrace your inner Marie Antoinette or Olivia Rodrigo and wear something that you’d wear lounging about the Palace of Versailles.
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The cowl neckline offers just a glint of skin for a sensual-yet-safe-for-work look.

If money were no object, I'd certainly be investing in this Saint Laurent pair.

Two-tones and square-toes are two of the biggest shoe trends of the season.
6. Long Shorts + Pointelle Tank-Top + Heeled Mules

Style Notes: Floral jacquard and silk taffeta have been two of the biggest micro trends, so it should come as no surprise to see them come together for a pair of long shorts. This fluorescent style, spotted on British content creator Lucy Williams, highlights how subversive twists on timeless shapes, especially when featuring a prominent motif, will make you appear far more agenda-setting and trend-forward than just wearing a typical pair of long shorts. The pointelle knit tank top is the perfect finishing touch, too.
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Chances are your go-to white tank top is in need of a refresh anyway, and this GAP style is both accessibly priced and incredibly chic.

Though technically from the men's section, I can see this pair becoming an instant best-seller for the brand.

Strappy sandals will never lead you astray.
7. Long Shorts + Leather Top + Heeled Flip-Flops

Style Notes: Of course, if your wardrobe is filled with core pieces like long jean shorts, you can always count on a rotation of exciting tops to complement them perfectly. In this case, the leather top contrasts perfectly with the denim, creating a visual tension that’s rooted in materiality, rather than anything superfluous like colour or texture. As those with excellent taste will know, it’s sometimes about investing in finer fabrics like suede and lace to make a look more engaging.
Shop the Trend:

Hailey Bieber has worn this exact piece, and I've been dreaming of owning it ever since.

Despite being known for bohemian staples, Free People's denim selection is second to none.

It's official, summer is the season of the heeled flip-flop.
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