Fashion’s most interesting pieces are often the trickiest — the silhouettes that go beyond the ordinary, the textures that refuse to behave, the accessories that look almost otherworldly. And yet, these are the pieces that define a season, shape a mood, and push personal style into unexpected territory.
Hard-to-style fashion has always been a designer’s secret playground and an editorial muse — the kind of pieces that carry character, edge, and, most importantly, a story. They’re not designed for quiet dressing; they’re meant to provoke, challenge, and delight in equal measure.
We’ve rounded up a selection of pieces you’d buy with equal parts fear and desire. And how to move past the intimidation to style these unconventional objects of fashion fantasy.
1. Hula Hoop Silhouettes
The silhouette feels both nostalgic and disorienting — a playful nod to childhood hula hoops meets couture-level construction. Puffy sleeves, a cinched waist, and a soft, cascading skirt created a shape that wavers between sculpture and softness.
How to style it: Let the volume lead. Pair with soft ballet flats or streamlined boots to balance the circular drama. Keep accessories minimal: a delicate chain or a slim top-handle bag to maintain the architectural purity of the silhouette.
2. The Avant-Accessories
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These metal wraparound sunglasses look beamed in from a parallel universe – futuristic and assertive. They sharpen even the simplest outfit.
How to style it: Wear them with a clean black tank and jeans for cyber-sleek minimalism or contrast them with a slip dress for unexpected softness. Think: “everyday Matrix” but chic.
3. Thinking Inside the Box
We’ve seen sculptural denim in many forms, but looking quite literally like a box was not on our 2025 fashion bingo card. These square shorts turn the wearer into a Roblox-coded character – in the best way.
How to style it: Ground the geometry with a simple fitted tee, clean sneakers and sharp earrings. The key is balance: keep the top body-skimming so the volume below feels intentional rather than costume-y.
4. The Spaghetti Bag
Whimsy at its finest – a playful trompe-l’oeil moment that makes you stop and stare. The perfect conversation starter for dinner reservations or casual errands: let me just get my pasta purse.
How to style it: Treat the bag as your solo statement. Pair with monochrome outfits to let the whimsy pop. With denim, it adds humour; with tailoring, it adds irreverence.
5. The Wooden Dress
A dress made entirely of wood sounds like conceptual art. The structure is rigid, architectural, and fiercely unconventional — the silhouette becomes a literal shell around the body.
How to style it: Let the dress be the universe. Pull your hair back, go for pared-down makeup, and opt for clean, modern shoes (barely-there sandals or block heels). This look thrives on restraint everywhere except the dress itself.
6. The Bibliophile Hemline
From her Conventional collection, this deceptively simple dress hides a flourish at the hem – a cascade of books, turning the wearer into a walking library. Virginia Woolf would approve.
How to style it: Lean into the literary romance. Pair with soft Mary Janes, a ribboned ponytail, or even horn-rimmed glasses for a modern academic fantasy. Keep the rest of the look neutral to let the hemline quite literally speak volumes.
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