Introduction
Inspired by a recent reader request, today’s article is the first in a short series dedicated to men’s hats. As mentioned in our guide to dressing in your thirties, the hat can easily become a trademark of your personal style. However, many men still shy away from utilising ‘real’ hats on a regular basis – no, your trusty beanie doesn’t count – meaning that is can be just the accessory you need in order to make you stand out from the crowd.
With this in mind, we will be going into great detail on the history, construction and styling of individual hat types – with the hope that by the end, almost every reader will have found his perfect topper.
The Driving Cap
The driving cap; you might know it as a flat cap, golf cap or newsboy cap; perhaps even a cabbie hat. Whatever you call it, it has certainly seen a resurgence in the last couple of years, yet it has still failed to cement a strong foothold within the ever present heritage trend.
This is perhaps because the style carries a certain stigma or two with it. For now, put all thoughts of masked robbers and AC/DC’s Brian Johnson out of your mind, because the flat cap is very much a viable contender for pride of place on top of your head.
History
The flat cap is a style steeped in heritage. Is this a surprise? It might be to some. Typically, heritage styles seem to be associated with old English aristocracy; gentlemanly tweeds and brogues being the first items that spring to mind upon mention of the trend. The flat cap has a different kind of heritage, cemented in the working classes of Victorian London, with an almost Dickensian charm.
The roots of the style can be traced all the way back to the 1300s, when it was seen in England, Scotland and Italy (have the Italians always been so very stylish?) and referred to as a bonnet. In the 16th century, thanks to measures taken by the government to stimulate the wool trade in England, the style became commonplace. By the Victorian era it was practically de rigeur among British men, with even the higher classes having adopted variants of the cap for excursions to the country.
Fast forward a century or two and the flat cap is still readily available and a popular hat choice. It is now a common sight in the countryside and a genuine fashion item, having been recognised for its chic look and relative classlessness.
Should I Wear It?
A hat should suit your face shape. That much we know.
So what face shape should be wearing the flatcap? Well, the flatcap suits almost everybody – although it’s particularly fetching on longer faces. If you’re a Matt Smith or a Benedict Cumberbatch, this might be just the style for you.
More like Jack Black? This hat can still suit, although it would be wise to experiment and see how comfortable you feel in it first.
On The Catwalks
The driving cap has been rising in presence and looks set to be a major trend this year. Burberry, an influential fashion house if ever there was one, chose to make the hat a key theme in its upcoming autumn/winter 2012 Prorsum collection. Check out these three looks:

Burberry works the hat into a series of quintessentially English looks, playing up its heritage. Note the versatility of the item; the first look would be ideal for a brisk city walk to work, while the third look pairs the hat with a substantial waxed jacket for a more rough and ready appeal.
The middle look is a definite favourite. The wild combination of a statement knit, a statement hat, a statement suit – well, a statement everything, really – may not be all that wearable in the real world, but nonetheless it shows us how effective a hat in a statement colour can be, especially when played off against another statement accessory – here the gloves.
How To Wear
The Driving Cap Lookbook

Look 1
While traditional sensibilities seem to be in decline, with the old adage “no brown in town” a firm thing of the past, there are still nonetheless folk who would scoff at the thought of donning a smart fedora in the country. With the flatcap, you need worry about no such thing; it is equally suited to both urban and rural environments.
The look below demonstrates how you might incorporate one into an outfit that’s somewhere in between, with earthy tones and heritage patterns played off against sharp tailoring.
- Topman Cream Shawl Collar Jumper

- Gucci Marseille Slim-fit Wool Suit

- Lock & Co Hatters Herringbone Harris Tweed Flat Cap

- Ted Baker Keeper Belt

- Bresciani Diamond Pattern Cotton Socks

- Asos Leather Sole Lace Up Derby Shoes

Look 2
This is a casual look that pushes the cap away from its heritage roots – don’t be afraid to do so.
A Harrington jacket is a classic menswear staple, and a great transitional piece of outerwear as we move into spring. A simple everyday outfit combination like this is the perfect platform for a statement item like the driving cap, allowing it to really take centre stage. This light cotton version is a fine option for warmer weather.
- Topman Red/white Stripe Heavy Crew

- Austin Reed Stone Cotton Harrington Jacket

- Asos Slim Fit Jeans

- Jean Shop D-ring Buckle Leather Belt

- Lock & Co Hatters Striped Cotton Flat Cap

- Selected Homme Sahara Suede Desert Boots

Look 3
Finally, the heritage trend in all of its glory. The flat cap is an ideal choice for this outfit, and adds an unexpected authenticity.
Try to avoid looking like somebody’s grandfather by adding a contemporary twist, demonstrated here by a pop of bright colour. A cable knit is thick enough to suffice as your outermost layer on all but the chilliest of days, and you can channel a catwalk aesthetic via some serious accessorising.
The cable knit is a good texture to play off against a pair of classic corduroy trousers – just make sure the cord is of a finer, needle variety.
- Asos Cable Jumper

- Allsaints Corduane Iggy Jeans

- Drakes Plaid Cashmere Scarf

- Barbour Wax Cap

- Dents Cashmere-lined Leather Gloves

- H By Hudson Angus Brogue Boots

Driving Cap Picks
- Topman Grey Tweed Flat Cap

- Grey Flecked Baker Boy Hat

- Ted Baker Mens Athot Chocolate Brown Tweed Flat Cap

- Ted Baker Hassal – Striped Flatcap

- Denim & Supply By Ralph Lauren Cap

- Ben Sherman Flat Cap

- Burton Brown Puppytooth Flat Cap

- Austin Reed Blue Herringbone Flat Cap

- Classic Check Flat Cap Brown

- Uniqlo Men Premium Linen Flat Cap

- Lock & Co Hatters Linen Flat Cap

- Lock & Co Hatters Plaid Cotton Flat Cap

Conclusion
So there we have it, the flat cap. A rising trend, but sure to remain an unexpected choice – something prized by many of us here at FashionBeans and on the forums. Perhaps the cap could become “your thing”? A signature item? However you wear it, it remains an excellent choice throughout the year, and a seriously versatile one.
But what do you think?
- Are you a fan of the driving cap?
- Will you be buying a newsboy cap for the coming seasons?
- Do you own and wear a flat cap?
- What on earth are we supposed to call this poacher cap anyway?
Let us know in the comments section down yonder.
Men's Short Hairstyles
Men's Mid-length Hairstyles
Men's Long Hairstyles
Men's Curly Hairstyles
Men's Black & Afro Hairstyles
Celebrity Hairstyles
Spring/Summer Essential Fabrics – Part 2: Seersucker
Spring/Summer Essential Fabrics – Part 1: Linen
Spring/Summer Footwear: The Suede Derby
Key Accessory: The Colourful Watch






























I own a couple of flat caps, and find that they add something a bit different – they are not worn that commonly where I’m from (Cardiff), but aren’t TOO outlandish! Just right.
My problem though is this – I love my hair, and when I wear a hat, my carefully styled quiff gets trashed! So once I put a hat on in the morning, it more or less has to stay there! So can someone please clear up the issue of hat ettiquette for me? Is it still a faux pas to wear a hat indoors? So say I wear one shopping, or down the pub, do I have to take it off, revealing my hat hair?!
If so, any tips on avoiding hat hair?
Look forward to the rest of the series.
I would say the rule of thumb is that once you sit down, or remove your coat, the hat needs to come off. Fine to leave on while shopping.
Very much in the same boat as you. I love wearing a flat cap, but it’s a nightmare with the hair – as with any hat really!
My understanding is as follows – it’s fine to wear your cap outside (except when talking to a female of course, and you should touch the rim of your cap when greeting one in passing), and inside reception areas and public corridors in buildings (only in lifts if there are no women in the lift). Shops are tricky, but I tend to decide on mine based on the size of the shop. A large supermarket or high-street store is fine, but in a small shop I would take it off.
These rules may be silly, but I think it can be uncomfortable to see a man wearing a hat indoors when he shouldn’t be wearing one.
I’ve got one particular flat cap that I am fond of, I think it suits my face and it does add a certain something. It’s also a little tribute to my late Grandfather, who was never seen without his cap!
I own several flat caps that i wear regulalry. As Nat says above, they make add something without bein too outlandish. I’m currently looking for one in a ligher material for summer.
I have the same problem as Nat: although I’m fond of headgear (I have a favourite Borsalino fedora as well as a couple of flat caps), wearing one basically means I either put pomade in my quiff and have it “set” in a weird cap shape, or avoid all product and end up with flattened hat hair. I tend to save cap-wearing for only the most informal of occasions.
I’ve got 2 driving caps. I did have 3 but one got nicked. I study at a music college and there are all sorts of weird styles going on there. The driving cap is a great way of adding a little understated individuality to an outfit. I have to say though, I am also in something of a quandary regarding hat hair.
Up here in Manchester, the flat cap is regarded as a particularly southern item of clothing.
I live down south and only pensioners wear them here.
I’ve been wearing one of these forever. It’s my signature piece and really pulls any smart causal look together, at least here in canada.
I love wearing caps and would like to offer some tips to those who wish to avoid hat hair:
1. Leave your hair natural.
2. Do not wear your cap until your hair is completely dry.
3. Take it off while doing anything that could make you sweat and therefore your hair to get wet
4. Take it off in regular intervals, e.g. every 30 minutes, while on the tube etc, and casually reshape your hair or rub your fingers through it to unflatten it.
5. If you want to style it and are using products, choose to wear a lighter cap that sits on top of your head.
6. If you have a nice short hair-cut, trim the back regularly, as the cap messes up the hair just behind the ears, more than at the top of the head.
7. A quiff and any other carefully styled shape are not out of the question when wearing a cap: When styling leave the hair a bit puffier than you would wear it and the cap will give it a nicer shape once worn. Experiment at home with the caps you own on slightly wet hair to see exactly what their effect is on your hair, and style hair before wearing the cap to go out, accordingly.
Hope I helped!
C