Some outfit combinations never lose their shine, and for me, striped shirts and jeans fall firmly into that category. Whenever I’m not sure what to wear, I know this pairing will make me feel put-together without looking like I’ve tried too hard. There’s something about the crispness of stripes against the ease of denim that just works—equal parts classic and cool.
As autumn beckons, some of us are already revelling in all the season has to offer. And yes, I too am excited to don my favourite knitwear again, but I’m not quite ready to look past shirt outfit ideas yet. It’s true that linen shirts belong in the realm of summer, but cotton and poplin options are perfect for this transitional time of year. And when temperatures do start to plummet, shirts are the perfect layering piece to throw on under a jumper.

And as I’ve mentioned, there’s something about the striped shirt and jeans pairing that just works. Whether oversized and relaxed or tucked in with a belt, the styling possibilities are endless, which is exactly why I keep coming back to it. And chic Parisians and Londoners seem to agree with me, as I’ve spotted plenty of Europe’s best-dressed in the exact combo as of late.
Below, I’ve rounded up five striped shirt and jeans outfits I’d happily wear on repeat, each offering a fresh take on this timeless combination. And if you’re looking to treat yourself to something new, there’s quick links to shop each outfit too.
5 Striped Shirt and Jeans Outfits to Copy This Autumn:
1. Blue Stripes + Wide-Leg Jeans + Chunky Cardi

Style Notes: Relaxed but considered, I’m loving this look from Anouke. She’s paired a classic blue striped shirt with wide-leg denim and a chunky cardigan thrown over the shoulders. Minimal flip-flops and an oversized shopper keep it laid-back yet undeniably chic.
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ZARA
Oversize Striped Shirt
The prettiest periwinkle blue.

MANGO
Wide Leg Jeans With Pockets
These have such a chic silhouette.

LISA YANG
Ditte Cable-Knit Cashmere Cardigan

COS
Small Studio Bowling Bag
2. White Striped Shirt + Slouchy Jeans

Style Notes: A striped button-down styled with light-wash denim always feels timeless. Layering a navy knit over the waist nods to effortless prep, while classic loafers anchor the look in smart-casual territory.
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With Nothing Underneath
The Boyfriend: Fine Poplin, Midnight Blue Stripe
With Nothing Underneath is a firm go-to for shirts among the Who What Wear team.

AGOLDE
90’s Pinch Waist Long Frayed High-Rise Straight-Leg Jeans

Reformation
Drew Vintage Oversized Crewneck Sweatshirt
So many styling possibilities—take a leaf out of Lorna’s book and wrap it round your waist for a layered look.

Whistles
Black Ames Chunky Loafer
Chunky loafers are worn on repeat in the autumn months.
3. Multi-Coloured Stripes + Washed Denim

Style Notes: Sade makes a strong case for playful stripes and vintage-style denim with this combo. The brown accessories complement everything perfectly, creating a look that’s casual but pulled-together.
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Sezane
Max Shirt – Blue Ecru Burgundy Stripes
I’m sold on any shirt with multi-coloured stripes, but this one from Sezane is probably my favourite.

For affordable denim that will see you through the colder months, look no further than H&M.

LIFFNER
Mega Sprout Suede Tote
A brown suede bag is an autumn must-have.

For an easy way to elevate a casual look.
4. White Denim + Chocolate Stripes

Style Notes: Chocolate stripes have a special place in my heart, and this look from Amaka proves why. I love the cool contrast provided by the trainers, too.
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I can’t believe this comes with a plain white shirt, for only £30.

hush
Cordelia Barrel Leg Jeans
For the days when blue denim just won’t cut it.

ADIDAS ORIGINALS
Gazelle Lo Pro Leather-Trimmed Suede Sneaker

Loewe
Mini Puzzle Edge Bag in Soft Grained Calfskin
5. Oversized Shirt + Slouchy Shoulder Bag

Style Notes: Proportions are everything here—the oversized striped shirt and roomy jeans balance perfectly with the slouchy shoulder bag. I’m loving the olive hue of the bag, and the way the pointed kitten heels sharpen the look.
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H&M
Oversized Cotton Poplin Shirt
A year-round classic. You can layer this underneath your favourite jumper when the weather turns.

& Other Stories
High-Waist Straight-Leg Jeans
I bought my first pair of & Other Stories jeans five years ago, and they haven’t failed me yet.

ZARA
Slingback Kitten Heel Shoes
Slip into these and you’ll feel instantly put together.

M&S Collection
Slouchy Top Handle Shoulder Bag
