From High Fashion to Street Style: My Top Picks for the Season
Autumn has always been my favorite season to play with fashion. There’s something about layering textures, mixing cozy and tailored, and balancing high-fashion pieces with effortless streetwear that makes this time of year so inspiring. After two decades in the fashion industry, I’ve learned that great style doesn’t have to mean head-to-toe designer—it’s about knowing how to blend investment pieces with affordable finds that still look luxe.
This year, Autumn 2025 is all about balance: oversized silhouettes next to sleek tailoring, soft suede paired with structured leather, and casual staples like jorts or capris worn with elevated accessories. Whether you’re refreshing your fall wardrobe or just looking for a few statement updates, I’ve rounded up the season’s biggest trends with my top picks—designer splurges and chic street-friendly alternatives.
1. Jorts & Capris
Yes, jorts are still here — but now they’re styled for city living. I love pairing longer denim shorts with tall boots or an oversized blazer for an unexpected fall look. Capri pants are also making a sleek comeback — they’re all about proportions and confidence.
Style tip: Think Audrey Hepburn-inspired silhouettes — cropped black capris, ballet flats, and a chunky knit. Perfectly minimal, perfectly chic.
- Designer: Prada structured denim jorts.
- Street: Levi’s or ASOS classic cuts in dark wash denim.
2. Blazers
A power piece, always. The oversized blazer remains a wardrobe essential, whether you’re dressing for brunch, meetings, or nights out.
The key is balance — pair it with something softer underneath, like a silk cami or fitted turtleneck. Belt it for a structured silhouette or leave it open for effortless movement.
- Designer: Balenciaga structured blazer.
- Street: Mango or Zara double-breasted blazers with shoulder definition.
3. Cropped Trench Coats
The cropped trench is one of my favorite transitional pieces this fall. It’s classic, but a little rebellious. It looks incredible with straight-leg jeans, a fine knit, and loafers — or layered over a slip dress with knee boots.
It’s the perfect alternative to the classic full-length trench when you want something that feels lighter, younger, and more playful.
- Designer: Burberry cropped trench — still the gold standard.
- Street: Mango and H&M offer tailored cropped trenches that drape beautifully and look far more expensive than they are.
4. Suede Everything
Suede instantly adds depth and texture to any fall outfit. Whether it’s a jacket, a bag, or ankle boots, suede pieces bring a soft yet elevated feel that complements every tone of the season.
I personally love an oversized suede blazer or a tan trench layered over cream knitwear. You can dress it up or down effortlessly.
- Accessory pick: Suede tote or crossbody — something soft and easy to wear daily.
- Designer: Isabel Marant suede boots (always iconic).
- Street: Mango or Steve Madden suede ankle boots.
5. Oversized Pants & Denim
This season’s denim is relaxed and slouchy — perfectly undone but still polished. I’ve been wearing high-waisted, wide-leg styles that move beautifully and pair with everything from structured blazers to cropped bombers.
If you want something dressier, opt for oversized trousers in wool or linen blends. They look incredible with loafers and a slim knit tucked in.
- Denim: AGOLDE or Citizens of Humanity for premium fit; Levi’s 501 ’90s for an affordable classic.
- Designer: The Row tailored trousers.
- Street: Zara or COS wide-leg pants in neutral tones.
6. Skirts
Midi and maxi skirts are defining the silhouette of Autumn 2025. Denim and leather versions add structure, while satin or pleated fabrics bring movement and femininity.
They’re perfect with an oversized blazer and boots — the contrast of masculine and feminine shapes is everything this season.
- Street: & Other Stories or H&M pleated midi skirts.
- Designer: Chloé leather midi skirt.
7. Bomber Jackets
The bomber jacket continues to dominate for Fall 2025 — but this season’s version feels grown-up. Think oversized silhouettes in wool, cashmere, or satin, cropped cuts paired with high-waisted pants, and vintage-inspired shapes that give a nod to the ‘90s.
I love styling mine over a crisp white shirt and relaxed trousers for a polished, off-duty look. Or layer it over a turtleneck and maxi skirt for something more unexpected.
Pro tip: opt for neutral tones like beige, olive, or charcoal for versatility, or choose a statement piece in shearling or metallic satin for a bit of edge.
- Style tip: Pair with wide-leg trousers and sneakers for daytime, or a silk midi skirt and boots at night.
- Designer: Ralph Lauren Wool-Cashmere Bomber — timeless, structured, and luxuriously soft.
- Street: Zara or Mango cropped bombers for modern tailoring at a fraction of the price.
8. Knitwear & Cashmere
Few things feel more luxurious than slipping into soft cashmere on a crisp fall morning. This season is all about effortless layering — from lightweight knits to cozy cable textures that elevate every outfit.
Stick to warm neutrals — beige, taupe, caramel — and play with textures. Mix ribbed knits with wool coats, or cropped sweaters over satin skirts.
- Designer: Loro Piana or Totême.
- Street: Uniqlo or H&M Premium cashmere line.
9. Footwear
Shoes are the finishing touch that can completely shift your outfit’s mood. This fall, variety is everything — chunky boots, loafers, sneakers, and yes, sandals with socks for those transitional days.
10. Accessories: Bags & Sunglasses
This season, bags are getting bigger — oversized totes and slouchy shapes are back. Sunglasses remain bold and structured, bringing instant attitude to even the simplest outfit.
Pro tip: Mix a classic bag with fun accessories like statement earrings or silk scarves to refresh your fall uniform.
- Designer: Bottega Veneta oversized tote, Celine sunnies.
- Street: COS shopper tote, Le Specs sunglasses.
Final Thoughts
Autumn 2025 is about freedom in fashion: mixing casual and luxe, oversized and fitted, high and low. Style is no longer about following one “rule”—it’s about making it personal. Invest in one or two timeless designer pieces that you’ll wear on repeat, and balance them with affordable streetwear updates that keep your look fresh.
This season, my motto is: layer smart, mix textures, and always finish with a statement accessory.