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We've already put together our list of the 20 essentials no man's wardrobe should be without. But that was just the basics – the core fundamentals of a stylish man's sartorial arsenal. Now, with autumn well and truly upon us and winter just around the corner, you need to supplement said wardrobe with a few must-have pieces. It's a list with trends in mind, but it hasn't been governed by them. No, anything you find here will look as good in 18 months time as it will at this year's office Christmas party.
Heavy Winter Boots
A wise man once said that there is no such thing as bad weather, only the wrong outfit.
With that in mind, it's worth investing in a pair of proper foul weather boots – you'll never wear the 'wrong outfit' again.
Fracap M127 Boots, £219, endclothing.com
Wooly Overshirt
The key to so many of these pieces is versatility, and this overshirt is perhaps the most malleable thing in the whole list.
Good beneath a jacket, over a striped tee or as part of a multi-faceted-layered-up-mega-look.
Norse Projects Kyle Wool Overshirt, £200, mrporter.com
A Proper Parka
Maybe you're traversing the Arctic on a mission of drastic ecological importance, or maybe you're just hungover and you have to watch your nephew play football in the park. Either way, a good parka will see you right. Better yet, they're one of this winter's key trends.
Woolrich Arctic Parka, £588.95, countryattire.com
Chunky Rollneck
More of that texture we talked about earlier. Wear with the aforementioned pleated trousers, chunky boots and a soft-shouldered overcoat.
Hugo Boss Cable Knit Rollneck, £320, mrporter.com
Pleated Trousers
An upgrade on the usual chinos or flat-fronted wool trousers, a pair of looser, pleated trousers are just the thing for nailing a look of intellectual elegance.
If that's what you're going for…
Altea Pleated Wool-Blend Trousers, £200, mrporter.com
An Affordable Automatic Watch
Good quality, handsomely designed watches don't cost the earth any more. A host of brands have come in to fill the void in the market for accessibly automatics, and done so with aplomb.
Thomas Earnshaw Longitude, £310, thomas-earnshaw.com
White Leather Sneakers
A staple for any man's wardrobe, any time of the year. But thanks to their quality leather build, these classic Common Projects will stand up to the chilly rigours of winter with no trouble at all.
Common Projects Achilles Low, £290, mrporter.com
Flannel Granddad Collar Shirt
Seems like it might be a little bit niche, but thanks to the simple elegance of the collar and the winter-appropriate flannel, you can wear this shirt open-necked beneath blue blazer, or buttoned up with knitwear and denim.
Mr P. Grandad-Collar Flannel Shirt, £145, mrporter.com
Double-Breasted Blazer
Another wardrobe essential, the blue blazer will see you through many a style-necessary situation.
A DB, though, is even better for the winter because it wraps around your midriff, warming you up and cinching you in.
Paul Smith Double-Breasted Jacket, £425, paulsmith.com
Burglar Beanie
Undoubtedly, a wooly hat is a winter essential, but it's so easy to get them wrong. No cheap, shiny fabrics, no saggy bit at the back, and make sure it fits.
This Beams Plus number should do the job nicely.
Beams Plus Wool Watch Cap, £59, endclothing.com
Velvet Dinner Jacket
Party season is pretty much upon us, and we highly recommend giving yourself an early Christmas present to help see it through.
This velvet jacket from Boss will last you for a many winters to come too.
Hugo Boss Hockley Velvet Jacket, £450, mrporter.com
Dress Watch
If you've got the tux, you might as well get the watch to go with it…
Omega Constellation Globemaster, £14,400, thbaker.co.uk
Sturdy Tote Bag
Good for the office, or an overnight stay, so long as you pack light...
COS Leather Tote, £125, cosstores.com
Collegiate Tie
Easy to get wrong, but seriously cool if you get it right, the scruffy, Bloomsbury-Set look is something to aim for this season.
Wear this tie with a soft-collared shirt, under a luxury rugby shirt.
Drake's Wool & Silk Tie, £135, drakes.com
Jersey Tailoring
Cut and cared for properly, jersey can look just as good as wool or linen tailoring. Even better, it's super soft and comfortable, which is just what you need when the cold really sets in.
Mr P. Jersey Blazer, £425, mrporter.com
A Pair Of Luxurious Fair Isle Socks
Getting into the Christmas spirit doesn't come easily to everyone. However, when you've got a pair of Fair Isle socks on the ends of your legs it's hard not to feel a little bit festive. Try wearing them with raw denim and your best winter boots.
Anonymous Ism Crew Socks, £24, endclothing.com
Wool Worker Jacket
For those days when the shearling is too hot, and the overcoat is to hefty, this worker jacket will cut the mustard, especially over a simple white oxford shirt.
A Day's March Classic Wool Overshirt, £140, adaysmarch.com
Merino Polo
Last but not least, a cashmere or merino polo. Try switching it for your daily shirt and tie, but keep it buttoned up.
John Smedley Extra-Fine Merino Polo, johnsmedley.com
Commando-Soled Derby Shoes
Nothing ruins a day quicker than slipping on ice en route to the office and spilling hot coffee all over your clean white shirt. Avoid the risk by investing in a pair of winter-appropriate Derby shoes and stride through the season with confidence.
Dries Van Noten Commando Derby Shoes, £469, endclothing.com
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