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Port Approves: The September Style List

Image by: Church's

See out the last days of summer with a selection of this month's most stylish picks from Port writer, Nico Parker.

Ah, the British obsession with weather; it's a conversation starter, a mood influencer, and yes, sometimes even a source of frustration. From this week’s heatwaves to next week’s thunderstorms, we can always find something to chat (or grumble) about. But, in all seriousness, our beloved, unpredictable weather can throw a real curveball when it comes to style choices. And right now, in this unexpectedly balmy month, it's playing quite the game.

The transitional period between summer and autumn is the ultimate style puzzle, challenging even the most fashion-forward individuals among us. This September, we're inviting you to outwit Mother Nature. We're talking about outfits that seamlessly adapt, layers that effortlessly come on or off as the situation demands, and footwear that nods to the season ahead without making you look out of place should the sun decide to make a cameo appearance.

To help you on your way to sartorial success, I’ve handpicked a collection of this month’s approved style heroes. From timeless classics to contemporary twists, these fashion essentials will have you confidently striding through September's last ditch attempts of summer and into autumn with aplomb. Discover them below.

Get Smart

In the spirit of back to business, when was the last time you checked in your smart shoes? If your preferred office Oxfords or save-for-best Brogues have started to look more worn in than your trainers, use September as the time to invest in impeccably put-together footwear. In the world of excellently-crafted shoes, Church's stands firmly on its tippy toes ahead of its competitors with a legacy dating back to 1873. The Stratton L Calf Leather Derby Black is no exception, featuring Church's famously lightweight yet hard-wearing Goodyear construction. This time-honoured technique ensures not only impeccable durability - a necessary requirement in this playground we call adult life - but also a comfort that moulds to your foot over time. The Derby is an undisputed classic, perfect for effortlessly navigating from formal to casual - consider it part of your uniform from here on out.

Buy now from Church's

£875.00
Buy now

Country Man

James Purdey & Sons, or simply Purdey, are renowned for bespoke sporting shotguns and rifles, so it comes as no surprise that they have the luxurious country gentleman look nailed down. Technically, the Men's Padded Barn Jacket is a practical and rugged fieldwear garment but it manages to hides its exceptional comfort with an exquisite construction of wool and silk. Leather pockets, elbow patches and trims give the estate look some needed urbanity, making it equally as ideal for a season in the city too.

Buy now from Purdey

£1,800.00
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Elevated Basics

Celebrating over 70 years of Moncler’s expertise in innovation and Billionaire Boys Club’s 20 years at the front of street culture, the Classic Logos T-Shirt combines both brand's iconography in one exceptionally versatile and heavyweight cotton tee. It's exactly the sort of tee you want poking out from underneath one of this season's overshirts, giving a pretty standard autumn look some serious elevation.

Buy now from Billionaire Boys Club

£245.00
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The Puff Daddy

What to wear when the weather is neither here nor there? A jacket that offers extreme warmth with a side helping of complete aeration. ZEGNA's luxurious padded gilet is practically tailor made for autumn months, made from a water-repellent shell to combat drizzle and padded for extra heat, making it an ideal layering piece. It has a quilted finish to enhance its form, and handy pockets to stow your keys, phone or wallet for added function. It really does do it all, you know.

Buy now from MR PORTER

£1,465.00
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Accessorise Everything

The team of 24 at Loewe's workshop in Madrid are passionate about craftsmanship and trained with skills that date back to the 19th century. This 'Puzzle' messenger bag is hand-cut from panels of leather and stamped with the brand's trademark emblem in a green that perfectly toned for the transitional weather.

Buy now from Flannels

£1,500.00
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Can't Beat The Classics

September officially marks the arrival of trench weather. It's a classic look, and one that Raey has worked hard to modernise for a point of difference. It's made in Italy from robust cotton-blend gabardine with gun flaps, in an anything-but-beige khaki grey that will go with everything already in your wardrobe.

Buy now from RAEY

£795.00
Buy now

Cardigan Season

Nippy out? Then it's time for a cardigan, something Acne Studios' do particularly well. Jacquard-knitted with a diamond pattern in a tonal-brown colourway, this was made for sunsoaked late summer evenings.

Buy now from Acne Studios

£390.00
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Summer Is Over

Checks? Corduroy? Autumnal tones. Don't pretend September wasn't made for experimenting with all three. Wear this overshirt - arguably the most valuable layering tool - over your favourite tee and get the matching trousers if you're feeling brave enough.

Buy now from ERL

£435.00
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Sneakerheads Will Roll

Asics' grey Gel-Quantum trainers combine flair and function, with a metallic faux leather and breathable mesh design that finally has us excited about swapping our sandals.

Buy now from MATCHESFASHION

£163.00£233.00
Buy now