The difference between Steve Jobs and Bill Gates was wrapped around their necks. Throughout the 1990s, when the pair were at loggerheads to own the home computing industry, Apple’s impresario presented a succession of groundbreaking designs wearing his trademark Issey Miyake roll neck. At Microsoft, Gates wore V-neck knits with all the elan of an Excel spreadsheet.

Thus has it ever been. Fashion loves to keep a man guessing, but for a long time now the one thing you haven’t had to agonise over is your neckline. The rule was simple: crew necks are good; V-necks are bad. Depending on its depth, the V was exclusively for part-time golfers or full-time LADS.

So consider us v. shocked to see the humble V-neck making it presence keenly felt both on the runway and on a slew of male celebrities, including Ryan Gosling and Donald Glover. “Though the crew neck has dominated menswear for some time, we’ve seen a shift towards the V-neckline recently,” says Simon Chilvers, menswear style director at MatchesFashion. “Prada and Lanvin have championed this look, worn layered over shirting or simply under a blazer.” Both tapped a change that had been slowly percolating for a couple of years, with Raf Simons’s oversized cricket sweaters and Gucci doing some frankly unwearable things with sweater vests. But suddenly, they’ve become fashion without the capital F.

“Entirely unassuming, but ultra-desirable, the V-neckline is a building block of a classicist wardrobe,” says stylist Eric Down, who has dressed the likes of David Gandy, Tinie Tempah and Chris Hemsworth. Aside from being technically passe, it also embodies that odd tension where something is so unfashionable that it becomes fashionable again (case in point: bum bags).

“The V-neck reflects a desire for more normcore dressing,” says Down. “In an age of such global political uncertainty, it is unsurprising that fashion turns to the familiar and the comforting.” And nothing’s more comforting than knitwear.

Of course, the risk with the V-neck – alongside corduroy, quarter-zip fleeces and ugly trainers – is that without at least some flair, you risk looking like your dad, rather than being ‘inspired by’ him. Hence why the latest versions of this divisive jumper style aren’t just luxed-up versions of those that fill the fustier sections of any department store.

For a start, the V-neck’s shape is more dramatic. That means there’s more wiggle room with what’s underneath; now, you can think beyond shirt and tie for work, shirt without a tie for drinks after. But they’re not deep enough to rival lads-on-tour navel-grazers. “The new V-neck is unassuming,” says Down. “It is simple, considered, with clean lines, in tactile fabrics that state the case for subtlety. Not a word you’ll find on the casting notes for Love Island.”

It’s also effortless. Menswear en masse is loosening up and this reinvention of the V-neck taps into that movement. Just look to the early adopters of anything that’s destined to become a menswear ‘thing’. Gosling wears his V-neck sleeveless over a T-shirt, while Childish Gambino has recruited the V-neck sweater under a suit more times than we can count. Which means it’s settled: the V-neck has been wrought from the clutches of bad taste, maybe for good.

Celebrities wearing a v-neck jumper

5 Fresh Ways To Wear A V-Neck

The new rule of V-necks is that there are no rules. They’re not just for Bill Gates and golf clubs, or at the other extreme, Michael Douglas gyrating his way around Sharon Stone in Basic Instinct. The V has won an unlikely fashion victory. And the opportunities to wear one are boundless. Here are five of our favourite ways to style them this season.

Suit Up

Long the go-to for SpAds and the only guy at work who knows how to fix a paper jam, a V-neck is more than just a way to warm up when you’ve got to wear a suit to work.

Just don’t be tempted to colour too far outside the lines, literally – V-necks may come in a rainbow of shades, but it’s best to keep things basic and let the neckline do the lifting. “Classic combos of white cotton shirts and grey or navy sweaters with a well tailored trouser will never fail,” says Down.

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The Time Machine

One of this season’s easiest ways to look fashion-forward is to pair its two trending necklines: the roll neck popped out from beneath a V.

“Anyone can pull this off, but it is quite a 1970s vibe,” says Down. “For a modern take, go full Jil Sander with an icy cream or white colour roll neck under a blue or grey V-neck, without accessories and over grey wool trousers.

For something a bit more tongue-in-chic, clash a mustard roll neck with a maroon V-neck and sling a brown leather blouson on top.” Just be prepared to fend off the odd Alan Partridge comment.

How to layer a roll neck underneath a v-neck jumper

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Texture Mixing

If this season loves anything, it’s texture. The best V-necks come in buttery wools that add coziness and depth to an outfit, which makes them the perfect foil for the season’s other trending fabric. “Corduroy is still big at the moment,” says Down, “so try a cord trouser in a soft butterscotch or honey colour.”

If that all feels a little too geographer teacher for you, consider toughening up the V-neck with a leather biker jacket or wool overcoat. The former helps steer the once IT-department staple in a more casual, rebellious direction; while the latter in a houndstooth or check can break up flat colours and add add a touch of personality.

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The Cricket Sweater

The V-surgence is at least partly thanks to David Beckham and his co-ownership of heritage brand Kent & Curwen. The British label invented the cricket sweater in the 1930s and kickstarted the first V-neck trend.

Eighty-odd years on, creative director Daniel Kearns has reimagined the OG version in luxury wools with subtly striped collars, both in classic white and, if that feels too fancy dress, deep navy. They look best with tailored trousers or jeans and an overcoat, with or without anything underneath. Consider it athleisure for people who’d never dignify the word.

How to wear a cricket sweater

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With Bare Skin

On which note, high-brow designers have rescued the V-neck’s sexier side from the Love Island clones. “It showed collarless, V-neck button-front shirts that looked ultra-modern under blazers and suits,” says Down.

If you’re blessed with Gosling-like looks, then you can steal his Riviera moves and style a V-necked knit au naturel. But to toe the fine line between class and lechery, stick to muted shades and fine fabrics, like wool-silk blends, merino or cashmere. And just take care not to wink at anyone.

The best ways to style a V-neck jumper

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