It starts with a tee. Always.
Stussy’s graphic tees aren’t loud—they’re expressive. Think archive fonts, abstract shapes, nostalgic nods to skate culture and 90s rebellion. The kind of shirt that sparks a compliment at the coffee shop. Pair it with Winston’s ribbed pants or a soft midi skirt and suddenly, you’ve built an outfit around a conversation starter. Add a denim overshirt or leave it raw—either way, the tee speaks volumes.
2. Layering Like a Natural
Layering is less about warmth and more about attitude.
Take a Winston knit, drape it over your shoulders or tie it loose at the waist. Toss a boxy https://stussyofficial.nl/ zip-up hoodie over a tank and let the textures do the flirting. Soft with structured. Knit with canvas. Cotton with nylon. It’s not about matching—it’s about dialogue between pieces. The more effortless it feels, the stronger it lands.
3. Pants That Walk the Line
Legwear is the unsung hero of everyday style.
Stussy’s elastic-cuff cargos are built for movement, but they never sacrifice edge. Winston’s relaxed pants, meanwhile, feel like loungewear that graduated into streetwear. Combine the two worlds: tuck in the front of your tee slightly, let the rest flow. Cropped pants with tube socks and vintage runners? Gold. Loose joggers with platform slides? Unexpectedly fresh.
4. Sneakers, Slides, and the Sole Story
Shoes are the final punctuation mark.
Stussy doesn’t overthink footwear—they lean into heritage. Retro skate silhouettes, gum soles, utilitarian vibes. Mr Winston leans toward low-effort luxe—cloud-like slip-ons or sleek minimalist sneakers. Whether you want to stomp or glide, there’s a pair that completes the equation. Neutral kicks give space for the outfit to breathe. Color-pop soles add the surprise.
5. Accessories: The Everyday Elevators
Never underestimate the little things.
A ribbed Winston beanie. A silver chain. A Stussy crossbody bag slung low, worn like armor. These pieces shift an outfit from simple to significant. Layer rings or go clean. Clip on a vintage keychain or leave your bag bare. The key is in not trying too hard—but looking like you thought it through anyway.
6. Color Palettes for the Non-Basic Basics
Color doesn’t have to shout.
Both brands master neutral palettes—sage green, charcoal, muted taupe, dusty lavender. Combine these in tonal gradients or throw in a rogue neon cap to spark curiosity. Monochrome is elegant, but warm tones invite softness. Don’t fear the unexpected. Tan trousers with a fire-red logo tee? Yes. A dusty blue crewneck layered under a stone trench? Also yes.
7. When in Doubt: The Oversized Uniform
Sometimes, the best look is the one that drowns you a little.
Oversized Stussy hoodies. Boxy Winston sets. Slouchy, enveloping, full of nonchalance. This is the new power dressing—not bodycon, not rigid, but expansive. A look that says, “I have nothing to prove.” Finish with tube socks, chunky sneakers, maybe a tote big enough to carry your entire day.
