5 min readfrom Latest from Who What Wear

Wearing These Shoes With Long, Baggy Shorts Makes Them 10 Times More Flattering

Our take

Elevated style is all about unexpected pairings. This season, achieving a truly flattering silhouette is surprisingly simple: combine these sophisticated shoes with long, baggy shorts. The contrast creates a balanced, effortlessly chic look that elevates a casual ensemble. It's a modern take on put-together dressing, embodying quiet luxury and confident femininity. Discover the season's must-have shoe color to complement this trend—"Fall’s Next It Shoe Color Trend Is Already Here" details what's about to be everywhere.
 Wearing These Shoes With Long, Baggy Shorts Makes Them 10 Times More Flattering

The prevailing trend of reimagining casual silhouettes with a touch of elevated styling continues to solidify its place in the modern wardrobe, and this piece on pairing baggy shorts with refined footwear exemplifies that perfectly. It's a subtle shift, a move away from the purely athletic or overtly bohemian interpretations of relaxed tailoring. The author’s point – that baggy shorts, while inherently breathable and comfortable for summer, can be elevated to a more polished look – resonates with a desire for ease without sacrificing sophistication. This aligns with a broader cultural movement towards mindful consumption and versatile pieces, where individual style emerges from intentional pairings rather than chasing fleeting trends. We’ve seen this reflected in other areas of fashion, such as the growing appreciation for timeless accessories; consider the buzz around Not Burgundy, Not Brown—Fall’s Next It Shoe Color Trend Is Already Here, which highlights the shift toward enduring color palettes over seasonal vibrancy. The key here is the intentionality of the styling—it’s not about haphazardly throwing pieces together, but about curating a look that feels both effortless and considered.

The genius of this styling trick lies in its simplicity. Baggy shorts, by their very nature, possess a casual, almost nonchalant quality. Introducing a refined shoe – a sleek sandal, a pointed-toe flat, or even a low-heeled pump – creates an intriguing contrast. This juxtaposition elevates the entire look, transforming what could be a purely leisure-focused outfit into something suitable for a range of scenarios, from a chic brunch to an evening aperitivo. It’s a lesson in the power of unexpected pairings and a testament to the idea that even the most relaxed pieces can be dressed up with the right accessories. Furthermore, this approach further echoes the current emphasis on personal expression within fashion. We're seeing a move away from rigidly defined style categories and towards a more fluid and personalized approach to dressing, where individual preferences and unique combinations reign supreme. The focus on skincare and wellness as integral parts of self-care also plays a role – the confidence in one’s own skin and choices often translates into a more assured and stylish presentation. Sharing what’s working, like the discover of a new staple, as seen in This Iconic Korean Skincare Product Just Got a Matching Eye Serum—I Rate It 10/10, contributes to this shared understanding of how to cultivate a sophisticated look.

This trend also taps into the broader phenomenon of "quiet luxury," a style characterized by understated elegance, impeccable quality, and a rejection of overt branding. It's about investing in well-made pieces that transcend fleeting trends and create a sense of timelessness. The pairing of baggy shorts and refined shoes embodies this aesthetic perfectly – it’s a look that communicates confidence and sophistication without relying on flashy logos or ostentatious displays of wealth. Consider the desirability of curated travel experiences, exemplified by the allure of destinations showcased in Every Stunning Italian Hotel Dua Lipa and Callum Turner Stayed at During Their Honeymoon – similar principles apply to fashion; it’s about seeking out authenticity and quality, and expressing that through carefully chosen pieces. The appeal extends beyond a single demographic; it's a style that resonates with anyone who appreciates understated elegance and genuine quality.

Ultimately, this seemingly small styling tip—pairing baggy shorts with refined shoes—speaks to a larger shift in how we approach fashion. It’s a move towards a more intentional, considered, and personally expressive style. It’s about finding beauty and sophistication in unexpected places and celebrating the power of individual style over fleeting trends. As we move further into a world that prioritizes authenticity and mindful consumption, will we see a continued emphasis on these types of subtle styling choices, and how will brands adapt to cater to this growing desire for understated elegance and personalized expression?

There are a few instances where long, baggy shorts can be a bit tricky to dress up for summer. However, that doesn't deter me from being a fan of the easy, laid-back silhouette. The shape of baggy shorts is perfect for the summer's sweltering heat, as it's quite breathable. That's why I wouldn't give up on my attempts to dress them up. Recently, Ella Hunt found just the shoe trend to make baggy shorts look much more flattering and polished.

While Hunt was out in NYC, she pulled off a fun, color-coordinated outfit worthy of copying: a simple red T-shirt, dark-wash baggy shorts, and a pair of pointed-toe kitten-heel pumps in the same hue as her shirt. Her delicate kitten-heel pumps were the perfect item needed to elevate her casual baggy-shorts outfit. We've seen them with thong-heel sandals and flip-flops, which are quite chic too, but a pair of kitten-heel pumps truly made Hunt's outfit look put-together.

If you're a baggy-shorts connoisseur looking for ways to dress them up, keep scrolling to re-create Hunt's look and shop similar items in various colors that fit your personal style.

How Ella Hunt Wore the Look

Ella Hunt wearing a red t-shirt, baggy shorts, and red pumps.

(Image credit: TheStewartofNY/GC Images)

Get the Look

Shop More Kitten-Heel Pumps

Shop More Baggy Shorts

Read on the original site

Open the publisher's page for the full experience

View original article

Tagged with

#style tips#brand collaborations#fashion promotions#fashion blogger#sustainable fashion#fashion inspiration#beachwear trends#seasonal outfits#personal growth#baggy shorts#shorts#summer#pumps#kitten-heel pumps#outfit#style#fashion#Ella Hunt#NYC#T-shirt