The older I’ve gotten, the more casual my style has become. This, however, isn’t something I view as a bad thing. Instead, I find it empowering. Gone are the days of feeling the need to hide myself behind more statement outfits . Now, at the ripe age of 34 and feeling more comfortable in my own skin than I ever have, I’ve found there’s beauty to be had in casual outfits that I never fully appreciated before.
Of course, I still want my capsule wardrobe to look classic and chic, but these attributes aren’t tethered to high heels and fanciful dresses. On the contrary, I’d argue the most classic looks are those that rely on more refined, uncontrived items which, depending on the styling, can work casually or formally. It’s something you understand more acutely with trial and error—styling ensembles without worrying about whether they “work” or not and getting a feel for what you like in the process. However, if time is short, I’ve got you.
I went on the hunt for some classic casual outfits to inspire my own looks this season —below are 11 I immediately wanted to copy, and I have a feeling you’ll want to, too. Utilising what many of us would call wardrobe “staples” such as blazers, jeans, Oxford shirts, T-shirts and simple skirts, scroll on to see them.
11 CLASSIC CASUAL OUTFITS TO TRY THIS SEASON:
1. STRIPED TOP + WIDE-LEG JEANS + BOOTS
Style Notes: Ultra-wide denim burst back onto the scene a few seasons ago and are sticking around for 2025, too. Opt for a simple top to keep things understated and complete the look with a pair of red leather boots , like Marianne.
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COS
Clean Cut Regular T-Shirt
Reformation
Cary High Rise Slouchy Wide Leg Jeans
Next
Red Patent Forever Comfort® Chisel Toe Ankle Boots
2. TWEED JACKET + CUFF HEM JEANS + MARY JANES
Style Notes: Jeans are at the heart of many a great casual outfit. Lately my favourite way to style them has been with classy pieces—namely a tweed jacket and mary jane shoes, much like Tia’s ensemble above.
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M&S Collection
Textured Jacket With Wool
Honestly, this could be designer.
We The Free
Facade Turn-Up Straight-Leg Jeans
LE MONDE BERYL
Leather Mary Jane Ballet Flats
3. TRENCH COAT + TEE + WHITE SKIRT
Style Notes: Skirts are enjoying a peak in popularity right now, featuring regularly in the casual outfits of my favourite social media dressers. This outfit is centred on my current go-to skirt, the white midi, which is made all the more low-key with the addition of a jersey tee and trench coat.
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& Other Stories
Belted Trench Coat
Arket
Iris Lightweight T-Shirt
4. KNITTED VEST + WIDE-LEG TROUSERS + CLOGS
Style Notes: The beauty of wide-leg trousers is that they can be dressed up or down on a whim, the latter of which is perfectly demonstrated here with the addition of a knitted vest and suede clogs . Comfortable and cool? Sign me up.
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Nobody’s Child
Alpaca Wool Blend Knitted Vest
ZARA
Wide-Leg Crepe Trousers
5. DENIM SHIRT + JEANS
Style Notes: Double denim isn’t a new trend but, after appearing on the runways of the likes of Celine , Saint Laurent and Chloé, this is a look we’re going to see a whole lot more of this season. Handily, it just so happens to be classic and casual, meaning the combination works for a variety of occasions.
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H&M
Feather Soft Oversized Denim Shirt
AGOLDE
V Waist Baggy Mid-Rise Straight-Leg Jeans
& Other Stories
Almond-Toe Ballerina Flats
6. LEATHER JACKET + TEE + MAXI SKIRT
Style Notes: When it comes to casual outfits, no jacket style is quite as iconic nor can loan itself to as broad a variety of looks as the leather biker. Personally I think black styles look their best paired with more of just that—black. Try a fluid maxi skirt for a pairing that’s so current-looking.
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Whistles
Black Agnes Pocket Leather Jacket
CDLP
+ Net Sustain Tencel Lyocell and Cotton-Blend T-Shirt
& Other Stories
Satin Maxi Skirt
7. CROPPED JACKET + JEANS + TRAINERS
Style Notes: Leave it to a structured, cropped jacket to give a little extra sophistication to a jeans-and-trainer combo. With brown still standing strong as a core colour trend this season—try wearing like Jessica has here. Add a sleek suede or leather jacket, then offset with jeans and chunky trainers for the ultimate high/low balance.
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Massimo Dutti
Suede Leather Jacket With Lined Buttons
MOTHER
+ Net Sustain the Tomcat Hover High-Rise Straight Leg Jeans
8. OXFORD SHIRT + PLEATED SHORTS + MULES
Style Notes: Longer shorts are a great choice for warm summer days, especially since they’re so easy to dress up. A crisp blouse, structured handbag and pair of kitten-heel mules can completely elevate this look, just like Sylvie has done.
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COS
Oversized Pleat-Back Cotton Shirt
COS
Pleated Bermuda Shorts
ZARA
Sandals With Metal Detail
9. JUMPER + MATCHING SKIRT + KNEE BOOTS
Style Notes: I feel like I become more time-poor by the day, so I’m always on the lookout for easy yet elegant outfits I can assemble in a couple of minutes. This look definitely falls into that category. Let a knitted skirt set do the hard work for you; all you need to consider is what shoe to wear it with.
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STAUD
Wally Suede Knee Boots
10. RELAXED SUITING + WHITE TEE
Style Notes: I tend to steer clear from suits on casual days, but I’ve found that wearing a T-shirt with your tailoring is an easy way to dress it down. Add a pair of sleek boots and a roomy tote and you’re ready for a day of shopping and coffee dates.
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THE FRANKIE SHOP
Gelso Tencel Lyocell-Blend Blazer
THE FRANKIE SHOP
Gelso Pleated Tencel-Blend Straight-Leg Pants
11. CARDIGAN + WHITE JEANS + SLINGBACKS
Style Notes: Denim goes beyond blue jeans—ecru pairs can work just as well in casual outfits and, dare I say, might even look more elegant. I love this relaxed combination featuring a roomy beige cardigan and basket bag.
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& Other Stories
Mohair-Blend Knitted Wrap Cardigan
Sézane
Slim Parfait Ecru Organic Cotton Jeans
JIMMY CHOO
Amel 50 Logo-Embellished Patent-Leather Slingback Pumps
This story was published at an earlier time and has since been updated.
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