The Art of Wearing Hats: What to choose. Where to find. How to style.. Helena Sheffield
that it will later be heralded as the tome that changed the fashion industry for good. (Clue: you’re reading it.)
This hat was famously inspired by Trilby O’Ferrall, a character from one of George du Maurier’s novels who, in a stage adaptation, wore an interesting new soft hat that was quickly named after her and adopted by the public in the late 19th century. It has always been more popular in America than in Britain, and because of this is often confused for a fedora – a grave mistake indeed!
WEAR IT: ANYWHERE AND EVERYWHERE
This hat suits day and night during autumn and winter. Always smart, it’s one both men and women can wear with ease.
OWN IT: BIG HAIR, LONG FACES
As it’s a narrow hat, the trilby suits long faces best. It also works well with big hair as the material is soft and flexible.
STYLE IT: CRISP SHIRT AND TROUSERS
The trilby means business, and it therefore works best with smart outfits – think The Blues Brothers or Marlene Dietrich.
FIND IT: ALMOST EVERYWHERE
Trilbies can be bought in every hat establishment you can think of – vintage shops, high-street shops, milliners and even fancy-dress shops. You now have no excuse not to get one.
PERFECT IT: DON A WAISTCOAT
Whether male or female, this is not only dapper, but authoritative and oh-so-suave.
STYLE GURU
The one and only Justin Timberlake has displayed a wealth of trilbies over the years. The smooth-talking singer often wears them with a Suit & Tie, and that’s Not a Bad Thing.
The world’s first bowler hat was made for a gamekeeper in 1849, and the first thing he did when he saw it was jump on it. No, that wasn’t out of disgust, but to check whether it could support his weight and thus be suitable for wearing in all weathers. Although originally meant for withstanding the sharp winds and torrential rain of the British countryside, it was quickly adopted by city workers in Britain and America before falling out of regular use in the 1960s. An easier-to-wear, modern version has recently exploded back onto the scene, making the bowler a distinctly stylish hat once more.
WEAR IT: IN THE DRY OR THE DAMP
Because bowler hats are tight-fitting, the wind can’t blow them off your head (a common and harrowing problem that will be addressed in Chapter 4), and their tough felt material isn’t bothered by a bit of rain.
OWN IT: SMALL HEADS AND ROUND FACES
Modern incarnations of the hat are fashioned to rest primly atop your head, suiting round faces in particular. They’re not big hats, so smaller heads benefit from this.
STYLE IT: BLACK SKINNY JEANS, A STRIPED TOP AND A BOWLER
This look is not only embarrassingly easy to put together, but also gives a classic twist to a popular outfit.
FIND IT: HIGH STREET
Bowler hats are everywhere. You’ll find one in most big high-street shops from autumn through to spring.
PERFECT IT: ALL NIGHT LONG
Swap trainers for smart shoes to go from a stylish daytime to a polished evening look.
STYLE GURU
Fearne Cotton, a respected hat champion, often nails the bowler, teamed with a simple, ‘thrown-together’ look and a dash of lipstick.
The 1920s is perhaps the only era defined by a hat. The cloche – chic, stylish and simple – was created by French milliner Caroline Reboux. By 1924 the cloche had transfixed the continent, even inspiring novels such as The Green Hat, which became known as the book that encapsulated the frenzied hysteria of the decade. Snuggly skimming the nape of the neck, the cloche creates an elegant, elongated line that evokes nostalgia for a time long past.
WEAR IT: DAY OR NIGHT
One of the most versatile of hats, it never fails to deliver a final splash of panache to every outfit.
OWN IT: CROPPED HAIR
On account of its structured shape the cloche is fairly rigid, and it might be difficult to wear one if you have big hair. A cropped haircut is neat and will peek out from beneath like a secret begging to be discovered.
STYLE IT: FULL SKIRTS AND FLOATY DRESSES
Although originally worn with the slim-fitting, scandalous dresses of the 1920s, the cloche is great for balancing the flare of big skirts with its graceful shape.
FIND IT: INDEPENDENT HAT SHOPS
While high-street shops are starting to adopt the cloche, independent hat shops have a real variety of colours and styles to help you find your unique hat.
PERFECT IT: THROW ON A CAPE
It might sound strange, but instead of putting on a coat in the winter try wearing a cape, letting it lend that extra element of dignity that the cloche completes. It’s also particularly fun to swoosh around in ...
STYLE GURU
Check out Angelina Jolie in The Changeling for hats that will change your world for the better.
For setting the world on fire with fierce cropped hair and unapologetic lifestyles, women of the 1920s are still idolised today. Draped in beads or furs, their look is not now a practical one, but it can be tweaked to help you achieve that dazzling aura.
THE HAT Any cloche hat will work for this look, but pay attention to detail so you find one that will match one other element of your outfit – be that colour, design or fabric.
THE OUTFIT To achieve the full style, aim for a loose-fitting, drop-waisted dress. This doesn’t need to be smart or formal – the beauty of this look is that it’s meant to seem like it’s simply been thrown on in a slapdash manner.
THE ACCESSORIES A string of pearls and