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, by Charlie Frost 10 Ways to Upgrade Your Outfits This Winter
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, by Charlie Frost How Music Culture Shapes Streetwear in 2025
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, by Charlie Frost 5 Streetwear Essentials You Need for Winter
10 Ways to Upgrade Your Outfits This Winter
- , by Charlie Frost
- 5 min reading time
Let’s be real — winter can either be your best-dressed season or your laziest. Most people default to boring layers, old jackets, and clunky boots they’ve had for years. But if you’re trying to level up this season, here are 10 ways to upgrade your outfits this winter — without overcomplicating things.
1. Invest in Heavyweight Fabrics
Start with the basics: stop buying thin, lifeless hoodies and T-shirts. Winter calls for 450–500GSM hoodies, heavyweight jerseys, and brushed-back fleece. Not only do they look better, they hang better and keep you warm without needing 5 layers.
Try this: Swap your go-to hoodie for a structured heavyweight piece from brands like FROST or Represent. It’ll change the whole silhouette.
Tip: Opt for 100% cotton hoodies. They'll last longer, keep you warmer, keep the shape better & is better for the environment.
2. Master Layering — But Keep It Clean
Layering doesn’t mean throwing on everything you own. Go for three pieces max: base, midlayer, and outer. Keep lengths varied (e.g. longer tee under a cropped hoodie) to give your outfit dimension without bulk.
Tip: Stick to complementary tones in your layers — or mix materials like fleece, cotton, and nylon for contrast.
3. Switch to Relaxed or Boxy Fits
Skin-tight everything is out. A boxier, relaxed fit gives your outfit room to breathe — and makes layering way easier. Think drop shoulders, wide-leg cargos, oversized sweats.
Look for: Garments cut to drape, not cling. Not “oversized” in name, but in construction.
4. Use Accessories That Actually Add Value
Winter is prime time for functional accessories: beanies, scarves, gloves, crossbody bags. But treat them like part of the outfit — not an afterthought.
Pro move: Match your beanie and scarf colour to something in your fit (graphics, shoes, etc.). Cohesion over chaos.
5. Play With Texture, Not Just Colour
Everyone layers colours in winter — but adding different textures makes your fit hit harder. Pair a heavyweight cotton hoodie with a wool coat. Throw a sherpa vest over a tech fleece.
Key combos:
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Wool + nylon
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Fleece + ripstop
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Brushed cotton + leather
6. Get Your Outerwear Game Right
One strong coat can make your whole outfit. Don’t settle for the same puffa everyone else has. Look for unique cuts, premium materials, or muted tones with strong structure.
Brands to check: FROST, Cole Buxton, Barbour International, or even custom pieces.
7. Upgrade Your Footwear (No More Beat-Up Trainers)
That pair of Air Force 1s with salt stains? Let them go. Switch to leather boots, GORE-TEX sneakers, or weatherproof runners. You want traction and durability plus style.
Winter-ready footwear staples:
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Clarks Wallabees
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Salomon XT-6
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Nike ACG Mountain Fly
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Dr. Martens Bex
8. Go Monochrome, Then Build Up
If your fits feel messy, strip it back. Start with a monochrome base (all black, all grey, all cream), then layer in colour with a jacket, beanie or hoodie.
Why it works: It creates a clean silhouette — and lets your standout pieces shine.
9. Add Statement Graphics — But Sparingly
One strong graphic can elevate an otherwise simple fit. But too many and it becomes noise. Use bold graphics as a focal point — not as a crutch.
Example: Boxy white graphic tee under an open bomber. Clean. Intentional. Effortless.
Where to look: FROST’s graphic direction is a good example — unique but wearable.
10. Tailor the Fit to Your Frame
This one’s slept on. Even in streetwear, proportions matter. If you’re 5'8", don’t drown in a coat made for a 6'3" guy. Get pieces that hit the right length, sleeve, and rise — or get them altered.
Golden ratio: Layered fits should still show shape. Avoid looking like a bundle of fabric.
Final Thoughts
Winter style isn’t about doing more — it’s about doing better. Heavier fabrics, smarter fits, better layering, and stronger outerwear can turn your cold-weather wardrobe from basic to bold without needing 50 new pieces.
Start with quality. Start with structure.
Shop out range of winter essentials here.