Lately, I've noticed an uptick in the number of classic outfits landing on the fashion set. But that isn't to say that trendy fashion is fading away. Oversized leather jackets, Y2K style, high-impact colours and a fresh crop of micro-trends are already in full force for the transitional. No matter where you land on the trend-adoption spectrum, though, it's always a great idea to have an array of timeless looks on standby. With a small collection of wardrobe capsule pieces, you can create a number of polished, easy looks that work season after season. It all comes down to some simple styling ideas. Ahead, see the best classic outfits to wear now.
What is Classic Style?
The easiest way to categorise 'classic style' is clothing that is timeless, anti-trend and that can be mix-matched easily to create a wide range of different outfits that suit anyone. Classic outfits can be personalised with jewellery and accessories, but also look just as chic when worn on their own.
How to Shop for Classic Styles:
When shopping for classic clothing items it's important to look for versatile items that you can incorporate easily into your existing wardrobe. It can be easy to buy into trends, but remember that they come and go very quickly, so consider whether the item you're buying is one you'll still wear in the years to come. Quality is also a key component of a classic outfit, but don't feel you have to splash out loads of cash for this. The high street is filled with a wide range of shoes, coats, and accessories that are just as high-quality as those of their luxury counterparts.
Scroll on to see and shop the best classic outfits to wear now.
CLASSIC OUTFITS TO WEAR IN SPRING 2025:
1. Blazer + Jeans + Flats
Style Notes: These wardrobe staples are the perfect pieces to throw together, no matter where you're headed. Try the outfit with loafers, as spotted here.
Style Notes: If you prefer Mary Jane ballet flats over loafers, here's another great blazer look to replicate.
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A classic black blazer is an essential for every wardrobe.
These jeans are timeless and affordable—win-win.
The buckle detail is such a nice finishing touch.
2. Classic Top + Denim Skirt + Kitten Heels
Style Notes: To make this look feel extra luxurious and perfect for cooler days, you can layer it with a leather bomber. The juxtaposition of textures—soft leather against sturdy denim—creates a sophisticated edge that will keep you warm and stylish.
Style Notes: Swap out the usual top for a crisp, tailored white shirt tucked into the skirt. It elevates the whole ensemble, making it perfect for work meetings or even dinner dates. You can roll up the sleeves for a more relaxed vibe.
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The building-block piece.
Denim skirts can easily be transitioned into an autumn wardrobe.
The Maysale is Manolo Blahnik's most iconic shoe.
3. Striped Shirt + Trousers + Sunglasses
Style Notes: Yet again, button-downs prove their versatility. Add trousers, sunglasses, and a watch, and you're ready to go.
Style Notes: A striped top lends a cool preppy vibe to the look.
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A sleek option that’ll never date.
So easy to dress up or down.
An all season accessory.
4. Nice Top + Trousers + Heels
Style Notes: Statement-neckline tops are having a moment but also are the '90s staple that will never go out of style. This look couldn't be simpler or more perfect.
Style Notes: It doesn't get easier—or chicer—than this.
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I love this entire look.
Elevate any outfit with a pair of tailored trousers.
Slingbacks are one of the chicest shoes possible.
5. Slip Dress + Blazer + Heels
Style Notes: For an evening look, opt for a satin slip dress, and then throw on a blazer and heels to finish the outfit. The jacket adds a great tailoring element to pull it together.
Style Notes: Keep it simple, but play around with patterns and textures.
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The Frankie Shop are known for their sleek tailoring.
You’ll get so much wear out of this slip.
Such a staple shoe.
6. Button-Down + Jeans + Retro Trainers
Style Notes: The styling possibilities of a great button-down are endless, but when in doubt, you can't go wrong reaching for your most-loved jeans.
Style Notes: Just add retro trainers for a casual yet pulled-together look.
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A staple wardrobe piece.
Albaray do such good quality denim.
New Balance are just as cool as ever.
7. Waistcoat + Jeans + Flats
Style Notes: Waistcoats are timeless, but they're definitely having a moment right now. Pair with jeans and ballet flats to emulate the Instragram style-set.
Style Notes: How to pull off a comfortable weekend look that still feels intentional.
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I love the high neck iteration.
To pair with the above waistcoat.
Loeffler Randall is one of my all-time favourite shoe brands.
8. Cardigan + White Poplin Skirt + Flats
Style Notes: Throughout the transitional season, your cardigan will become the main aspect of your outfits, so opt for a polished waisted style and add a pop of colour in the form of flat trainers like Taffy has.
Style Notes: Classic white skirts don't have to be boring and I love Marina's choice to pair her's with a striped cardigan. It's a style that adds a point of interest to the otherwise simple outfit but is also extremely versatile and timeless enough that it won't go out of trend.
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Either wear alone or layered over a basic t-shirt.
This can easily be taken from summer through to autumn.
A fun but extremely versatile shade.
9. Knitted Dress + Pumps + Handbag
Style Notes: Complete the look with a slouchy leather tote bag, perfect for carrying all your essentials. The relaxed structure of the bag balances the more fitted silhouette of the dress, adding a casual-chic element that feels both practical and stylish.
Style Notes: For a pop of colour, add a pair of striking red pumps to your look. The contrast of the bold shoes against the neutral tones of a knitted dress makes the outfit feel fresh and modern without overwhelming it. Red is always a statement, and this subtle infusion of colour adds just the right amount of drama.
Shop the Look:
This cosy dress is so easy to wear.
These look so much more expensive than they are and the colour is just irresistible.
I want one of every Toteme handbag.
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