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The dos and don’ts of transeasonal dressing

The dos and don’ts of transeasonal dressing

Transitioning from one season to the next can be tricky territory when it comes to your wardrobe (especially when you’re also making peace with the end of summer). You want to maximise on both your summer and autumn wardrobes, but without looking like you can’t decide if you’re on holiday in Spain or a cosy cabin in the Lake District – and you can. 

We spoke to stylist and autumn enthusiast Toby Standing, who’s broken down how to navigate the transitional season with ease, including how to pick the ultimate layers and what summer staples can come along with you into the cooler seasons. Here’s hoping a little sun comes along with you, too. 

Do 

Go for light layers. There’s nothing worse than getting caught in an unexpected downpour when all you’ve got on is a lightweight tee. Instead, always keep some lightweight outerwear closeby, like a raincoat or windbreaker, and choose one that’s unlined so it’s easy to pack away. Alternatively, a midlayer like a padded gilet adds some extra insulation if you need it, without feeling too bulky. 

Don’t 

Just wear a mismatch of summer and winter clothes. While there are those pieces that sit comfortably in that in-between spot, that doesn’t mean you should wear your linen trousers and sandals with a roll neck and puffer coat – you’ll just look, well, confused. 

Do

Get a bag, man. Don’t continue stuffing your pockets with all your belongings – it doesn’t look too great, and it’s not practical. Invest in a backpack or tote bag, preferably in a waterproof fabric that will stand up to the elements (and it can help store those layers we mentioned earlier).

Don’t 

Underestimate the weather. A great quote applies here, “there’s no bad weather, just inappropriate clothes.” Waltzing out, ignoring your weather app and thinking you’ll be lucky and avoid any rainfall is just asking for trouble. Sorry. 

Do

Choose versatile footwear. Right now, it’s verging out of canvas sneakers weather, but we’ve not quite hit heavy winter boots territory either yet. Something like a pair of loafers or boat shoes with a lug sole come in strong during this time of year, holding up against rain or shine. 

Don’t 

Pack away the staples. Yes it’s a good idea to switch out your wardrobe seasonally, but things like your t-shirts, shirts, and trousers are essentials for any kind of weather, so keep ‘em close by. 

Do

Think about fabrication. Wool in winter, linen in summer – right? Sure, but there’s also plenty of cross-seasonal materials that will serve you well when you’re not quite sure what season to expect when you step out the door – and you probably already have them in your wardrobe. Denim, cotton via sweatshirts and overshirts, and merino all spring to mind. 




Words: Yasmine Kennedy
Styling: Toby Standing