It’s one thing getting excited about the prospect of adding layers for autumn, and another altogether finding and, y’know, layering them. You suddenly need to start getting a lot better at covering your skin, and you’re not sure which patch to start with. Sound familiar?

We’re feeling generous and have taken (most of) the pain out of recalibrating your wardrobe for autumn. All essential and all wallet-friendly, here are 35 things that will help you leave the house a warmer and better-dressed man.

Chunky Cardigan

This autumn, getting chunky isn’t a bad thing. In fact, when it comes to cardigans, it’s a very good thing.

Unlike fine gauge examples, which can (on occasion) add decades to your wardrobe, with a thicker version there’s no such danger. Simply throw one over a shirt or crew-neck T-shirt and, as well as switching it in for your blazer on dress-down days, you can go easy on the central heating until November.

Next: £32.00

  • M&s Collection Pure Cotton Cable Knit Cardigan
  • He By Mango Cotton Chunky Knit Cardigan
  • H&m V-neck Cardigan

Wool Trousers

Dark indigo may be the de facto king of off-duty trousers, but before denim took over men’s wardrobes, wool held the fort during the colder months.

Offering a smarter alternative to jeans, but a more textural take on classic suit kecks, this season the high street has plenty of luxury-looking pairs that don’t come with a matching price tag. Stick to neutral colours but look for subtle checks or lightly flecked patterns to stand out from the funeral procession of boring winter work wardrobes.

Burton: £28.00

  • Reiss Caruso Wool Slim Fit Trousers
  • M&s Collection Regular Fit Wool Rich Single Pleated Trousers
  • Ted Baker Tenetot Sterling Plain Wool Tailored Suit Trousers

Chunky Trainers

Not only are swollen sneakers massively en vogue, but when you think about it, their semi-technical stylings are also incredibly well suited to autumn. Durable uppers are perfect for combating the elements, while thick sole units lend themselves nicely to protecting the ends of your trousers from puddles.

However, for all their various plus points, styling can present a challenge. Avoid tailoring at all costs unless you want to look like a businessman on his morning commute and instead go for fitted cargos and an equally technical jacket to take on the wet weather in style.

Zara: £59.99

  • Topman Grey Leather Sollo Trainers
  • H&m Trainers
  • River Island Khaki Green Runner Lace-up Trainers

Flannel Shirt

Designed by the Welsh as a means of protection against the country’s famously soggy weather, the flannel shirt is rooted in workwear but is ironically now an essential for days when you’re looking for maximum style with minimal effort.

Whether thrown on open over a T-shirt or buttoned to the top, this genuine classic is hard to get wrong, which explains why it has graduated from the valleys and never once waned in popularity.

Uniqlo: £24.90

  • Next Long Sleeve Flannel Check Shirt
  • H&m Flannel Shirt Regular Fit
  • Gap Standard Fit Shirt In Slub Cotton Twill


Nobody likes bad weather. Not even those suspiciously chirpy fellows from Singin’ In The Rain. So, add an umbrella to your arsenal to keep looks high (style) and dry (well, just dry) during a downpour.

Spending a few extra coins will deliver a brolly that lasts several rounds on the commute to and from work, all the while looking decidedly better than battling the elements with a paper-thin protector.

Fulton: £22.00

  • M&s Collection City Umbrella With Stormwear And Windtech
  • He By Mango Print Folding Umbrella
  • Next Black Textured Umbrella


If you haven’t seen Paul Newman wearing a sweatshirt, look it up immediately. It’s all the reason you need for making sure that you’re never without one.

To come off sports-inspired rather than slovenly, make sure yours fits like a glove (none of that oversized malarky, unless you want to start a hip-hop collective or don’t plan to leave the sofa). Pair with chinos and you’re ready to give the mid-century menswear icons a run for their money.

ASOS: £16.00

  • Topman Light Blue Sweatshirt
  • River Island Black Crew Neck Long Sleeve Sweatshirt
  • H&m Relaxed-fit Sweatshirt

Check Coat

Every year we’re told checks are back. Every year it proves to be true. We can deduce from this that checks never actually go away, making them one of the few patterns to never fall from grace and therefore an excellent choice for your next coat.

Whether you’re wearing it over a suit through the week or as a top layer to a jeans and T-shirt combination at the weekend, stick to muted colours like greys or browns for best results.

Topman: £95.00

  • Next Six Pocket Funnel Coat
  • Zara Check Trench Coat
  • River Island Brown Check Smart Overcoat

Lace-Up Boots

The last time they were a ‘thing’ lace-up boots were hijacked by boybands, sending them nose-diving to a sartorial low point.

Yes, they’re back (again), but before you run in the other direction there’s good news. This time they come under the guise of worker styles, complete with moc toe construction techniques and thick, textured treads. The perfect partner for your pin-rolled jeans.

ASOS: £50.00

  • Poste Giotto Brogue Boots
  • Brown Duane Milled Leather Lace Up Boot
  • Siege Washed


It’s notoriously difficult to be prepared for autumn’s biblical downpours when most ‘proper’ coats are still too thick for the humid heat. That’s where a lightweight raincoat comes in.

The best examples are waterproof (shockingly) and stripped-back enough in design that they offer a spin at the colour wheel, with oranges, blues and canary yellow all on display this season.

Weekday: £55.00

  • Uniqlo Men Blocktech Parka
  • Rains Classic Jacket
  • Kin Showerproof Padded Nylon Jacket

Light Gauge Roll Neck

The last few seasons have seen the light gauge roll neck go from standard-issue nerd uniform to bonafide menswear power player. Good news too, as the garment is practically unrivalled in its ability to keep the chill out in the run-up to winter.

Whether you stick yours under a tailored blazer or a leather jacket, there are few things not to love about something that performs well and looks good.

Charles Tyrwhitt: £49.95

  • Uniqlo Men Premium Lambswool Turtle Neck Long Sleeve Sweater
  • H&m Merino Wool Polo-neck Jumper
  • Topman Mustard Ribbed High Neck Jumper

Oxford Shirt

If you’re the kind of guy that just doesn’t really ‘do’ smart, allow the Oxford shirt to provide a less dressed-up alternative that’s a couple of notches down on the formality scale.

Thanks to its fence-sitting appeal, cost-per-wear calculations are healthy too, as you’ll be able to wear it with everything from a casual suit to a sweatshirt.

Uniqlo: £19.90

  • H&m Oxford Shirt Regular Fit
  • Topman White Muscle Fit Oxford Long Sleeve Shirt
  • Reiss Ainslee Slim Fit Shirt

Dark Denim

Sometimes indecisiveness pays off. Take dark denim, for example, which is not entirely casual, but not really smart either.

This is good news for your wardrobe, as it means you can get away with wearing indigo jeans for evening drinks while dark black versions can be used in place of smarter chinos on occasion. Up top, they work with everything – everything – except for a dinner jacket.

Weekday: £30.00

  • Uniqlo Men Slim Fit Selvedge Jeans
  • Edwin Ed-71 Slim Straight Jean
  • He By Mango Slim-fit Dark Wash Patrick Jeans

Chelsea Boots

Chelsea boots were initially created for Queen Victoria in the 1830s, but that hasn’t stopped everyone from Darth Vader to Kanye West from copping a pair.

Examples in black or brown leather are incredibly popular (and for good reason), capable of dressing down tailored trousers and shirts with ease. Fit for a queen. Or a king.

Next: £40.00

  • River Island Chelsea Boots In Black
  • M&s Collection Leather Chelsea Boots
  • Asos Wide Fit Chelsea Boots In Brown Leather

Field Jacket

As far as military coats go, the field jacket (also known as the M-65) may not come to mind as quickly as the bomber or peacoat, but it’s no less of a smart investment.

Invented to help soldiers battle the extreme conditions in Vietnam, today it’s an all-season piece that works best in autumn. Wear it over a more tailored look for a modern edge.

Mango Man: £49.99

  • City Edition Field Jacket
  • Cotton Ripstop M65 Jacket
  • River Island Jack & Jones Originals Stone Field Jacket

Pleated Trousers

“Pleats sir, can we have some more?” Why yes you can, because — having been relegated to your grandad’s wardrobe since the 1980s — pleated trousers are back in a big way.

It’s great news for anyone who enjoys being comfortable (i.e. everyone), especially since the slightly looser-fitted, cropped styles are currently dominating the world of menswear.

Mango Man: £49.99

  • Uniqlo Men Relaxed Ankle Length Trousers
  • M&s Collection Tailored Wool Blend Single Pleated Trousers
  • Elastic-waist Chinos With Pleats

Leather Holdall

No self-respecting man should cart his stuff around in a gym bag anywhere outside the locker room. Instead, invest in a leather holdall that can double-up as short-haul luggage.

Just remember to consider size and durability. Too small, and it’s basically a handbag, too large, and you’re left with a half-empty vessel too cumbersome even for a weekend away.

M&S: £99.00

  • John Lewis & Partners Boston Leather Holdall
  • Next Black Signature Leather Holdall
  • H&m Leather Weekend Bag

Desert Boots

Desert boots (or Chukka boots) are a rugged menswear classic that sit on the right side of Indiana Jones. As in, expeditionary without making you look like you’re in fancy dress.

They’re on the right side of versatile, too, pairing nicely with indigo jeans as well as pin-rolled chinos. Just use your sartorial savvy and avoid suede (or at least invest in a quality protector). Otherwise, one spot of rain and your footwear will be consigned to far worse than The Temple Of Doom.

Clarks Originals: £99.00

  • Office Impact Chukka Boots
  • Asos Desert Boots In Grey Faux Suede
  • Next Tan Chukka Boot

Wool Baseball Cap

Men of the world, rejoice: the baseball cap is no longer confined to football hooligans and incognito celebrities.

Thanks to the rise (and rise, and rise) of athleisure, this sportswear essential can be worn with a range of looks, from commuter-friendly streetwear to off-duty classics like smart joggers and a T-shirt. Stick to a staple shade and autumn-appropriate fabrics like wool.

Ted Baker: £39.00

  • M&s Collection Baseball Cap With Wool
  • Wool Baseball Cap
  • Baseball Cap

Dark Joggers

To state the obvious, athleisure is still big news in menswear. That means that it’s still ok to practically live in your joggers (#winning).

The downside is that the autumn months often bring with them unexpected showers. And even a semi-permanent water stain on your crotch is guaranteed to leave a permanent stain on your reputation. Do yourself a favour and invest in a darker pair, which helpfully also look great with a camel coat on the weekend.

TheIdleMan: £20.00

  • Slim Fit Fleece Joggers
  • River Island Black Slim Fit Joggers
  • H&m Sweatpants

Denim Shirt

If you thought the denim shirt was an exclusively off-the-clock piece, think again. Yes, it’s an easy go-to on the weekend when worn under an overcoat, but it can also work just as well under a navy blazer to nail that tricky smart-casual territory.

As well as adding some texture alongside your staple knitwear, a denim shirt in lighter washes works better in the autumn than the same shade in your jeans.

Uniqlo: £24.90

  • He By Mango Slim-fit Cotton Shirt
  • J. Crew Lightweight Denim Shirt In Light Wash
  • Slim Fit Semi-cutaway Collar Business Casual Chambray Denim Blue Shirt

Cable Knit Jumper

Few staples are likely to link fishermen, preppy Ivy League-sters and cricket players, but the cable knit jumper does just that.

The charm of the garment’s distinct raised patterns goes beyond the visual, providing near-unbeaten insulation whether worn alone or layered over a shirt. Pair with dark jeans or wool trousers for that smart-casual sweet spot.

Topman: £35.00

  • He By Mango Knitted Braided Sweater
  • Light Grey Crew Neck Lambswool Cable Knit Jumper
  • M&s Collection Lambswool Cable Knit Jumper

Long-Sleeve Polo Shirt

While the short sleeve polo shirt has a tendency to be misused (stag parties, we’re looking at you), the piece’s smarter, more grown up and more seasonally appropriate long-sleeved cousin is an invariably safer bet.

Pick a thicker style for maximum wear potential as this can be worn solo now or under a coat when things get cooler. These really aren’t expensive but to max out your cost-per-wear, stick to dark autumn shades.

Matalan: £14.00

  • H&m Long-sleeved Merino Wool Top
  • River Island Jack & Jones Premium Green Knitted Polo Shirt
  • Indigo Melange Pique Long Sleeve Polo


When temperatures dip, the body reduces blood flow to extremities like hands, feet and yeah, that, making them the first thing to feel the nip.

Therefore it makes sense to keep a pair of gloves close to hand even in autumn. While there’s every case for investing in a leather pair lined with shearling and finished with snap-wrist closures, budget pieces rarely deliver these well. And let’s face it, you’re going to lose them.

John Lewis: £12.50

  • He By Mango Striped Knit Gloves
  • M&s Collection Suede Cuff Gloves With Thinsulate
  • Asos Leather Gloves In Navy


Hoodies, like umbrellas, are pretty handy for keeping your head rain-free but are ultimately less likely to be left in the pub. Sod’s Law says it will rain on the weekend and your brolly will be AWOL, so there’s no sensible reason not to own one.

If you’re conscious of giving off angry adolescent vibes (which you should be, unless you are one), stick to premium fabrics that wouldn’t look out of place with tailored trousers.

H&M: £17.99

  • He By Mango Textured Cotton Hoodie
  • Topman Black Overhead Hoodie
  • Next Zip Through Hoody

Henley Top

Originally intended to be worn as underwear before being adopted by collegiate rowers, today the Henley top has managed to transcend both beginnings to become a solid choice for casual plans.

Simple enough to be worn with practically anything, we’d suggest starting with a pair of wool trousers and a chunky cardigan.

Gap: £29.95

  • He By Mango Henley T-shirt
  • H&m Henley Top
  • John Lewis & Co. Long Sleeve Henley T-shirt

Bomber Jacket

From military fatigue to menswear essential, the classic MA-1 bomber jacket has seen it all from the skies to the sidewalk.

A slightly more generous cut – somewhere between suffocation and billowing blogger at Seoul Fashion Week – is ideal for autumn, allowing room for thicker knits and hoodies underneath. What’s more, you needn’t stick to the khaki military colourway either, with shades of black, blue and grey all offering modern variations and maximum opportunities to wear.

BoohooMAN: £15.00

  • H&m Nylon Bomber Jacket
  • Faux Suede Bomber Jacket
  • Zara Bomber Jacket With Contrasting Collar

Worker Chinos

While we appreciate any piece that can both walk the walk and talk the talk, worker chinos have traditionally erred a little too close to function over form for our liking.

Thankfully these hard-grafting trous have been given enough attention from brands and designers to register on the right end of the menswear barometer. Robust, comfortable and firmly wearable, who cares that the most strain they’re going to endure is a walk in the park?

Dickies: £44.00

  • Gant Slim Fit Twill Chinos
  • Tommy Hilfiger Denton Original Straight Twill Trousers
  • H&m Cotton Chinos Slim Fit


Not quite a jacket, but not quite a shirt either, the overshirt is a masterstroke in the great art of autumnal layering.

Thicker examples with minimal lining can flit between climates with ease, while a block colour version in navy or grey will pack a tonal punch to white tees below and jackets above.

The Idle Man: £40.00

  • Zara Ripped Denim Overshirt
  • Carhartt Master Overshirt
  • Topman Navy And Ochre Check Long Sleeve Overshirt


Gentlemen, it’s time to face facts: mankle season is over, and it’s time to reacquaint your calves with cloth.

As a rule of thumb, you should own at least two weeks’ worth of matching socks in monochrome colours – no holes, no loose threads and certainly no novelty patterns. As one of the easiest – and cheapest – backbones of your wardrobe, there’s simply no excuse.

ASOS: £10.00 (3-Pack)

  • M&s Collection Luxury 3 Pack Egyptian Cotton Luxury Socks
  • He By Mango Rhombus Ankle Socks Pack
  • Topman 5 Pack Assorted Colour Socks


Before you scoff and call ‘toff’, know that a gilet is a legit layering piece that will help you ace getting dressed over the next few months.

Don’t believe us? Take it from the endless number of brands that have championed the sleeveless mid-layer as both a streetwear piece to be worn over a T-shirt on the off-duty, and then under a sharp jacket the very next (blustery) day.

Joules: £54.95

  • Uniqlo Men Light Down Vest
  • M&s Collection Down & Feather Gilet With Stormwear
  • He By Mango Quilted Gilet

Cross-Body Bag

From trainers that weigh more than breeze blocks to oversized hoodies with sleeves so long they render the wearer’s hands redundant, it’s fair to say streetwear trends aren’t exactly known for their practicality. However, this one is different.

A cross-body bag is the accessory you didn’t know you needed, but won’t be able to live without; ideal for stashing your phone, wallet and keys, or even a pair of gloves and a hat for when things get nasty.

Eastpak: £27.00

  • Nike Core Small Items 3.0 Bag
  • H&m Small Shoulder Bag
  • Asos Design Oversized Cross Body Bum Bag In Black Texture With Chunky Zip

Denim Jacket

By now you’re probably well aware that a good denim jacket is a summer essential for any man’s wardrobe. But far from a one-season pony, it also puts the work in during the colder months.

If you spent the beer garden months in a neatly cut option, it’s easy to eek out its wear by using it as a layering piece under an overcoat or unstructured blazer.

Cheap Monday: £70.00

  • Topman Black Denim Jacket
  • River Island Blue Stone Wash Muscle Fit Denim Jacket
  • Zara Basic Denim Jacket

Practical Sneakers

While they embody everything we love about summer (described using words like ‘light’, ‘clean’ and ‘fresh’), white sneakers also do well to highlight the sartorial pitfalls of autumn. Mainly mulchy leaves ruining your new kicks.

But don’t resort to toggle-fastened walking boots just yet. By opting for a dark pair in wipe-clean leather, you can keep the style alive with little need for maintenance.

Vans: £75.00

  • Adidas Adidas Stan Smith
  • Next Black Trainer
  • Nike Air Force 1 07


With thicker scarves on hold until winter hits, look to less bulky examples as a way to fight off the chill while injecting some much-welcomed colour and texture into an autumnal outfit.

Lighten up in every sense by side-stepping anything Lennie Kravitz might be seen in and instead seek out styles that can be draped either side of your neck until the time to bundle up arrives.

M&S: £15.00

  • Uniqlo Cashmere Scarf
  • New Look Scarf In Grey Pattern
  • H&m John Lewis & Partners Cashmink Vertical Stripe Scarf

Grandad Collar Shirt

The grandad collar shirt has become one of those modern wardrobe essentials that you hear much lip service paid to. Fortunately, it lives up to the hype.

This collarless cousin to the OCBD shares it’s relative’s versatility, which is a roundabout way of saying it can be easily paired with everything else in your wardrobe.

Charles Tyrwhitt: £24.95

  • Burton Grey Roll Sleeve Waffle Grandad Shirt
  • Capsule Stretch Long Sleeve Shirt Long
  • H&m Grandad Shirt Regular Fit