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How to Wear a Baker Boy Hat

15 Apr 2021 |

Having seen a recent resurgence in popularity thanks to the character of Thomas Shelby in Peaky Blinders and celebrities like David Beckham, the baker boy cap is here to stay.
However, knowing how to wear this classically British headwear can be a challenge. To ensure you do this stylish hat justice, we’ve put together our top tips on how to wear a baker boy hat and how to look good doing it.

What is a Baker Boy Hat?

A baker boy cap usually features a signature button top and tends to be constructed with a classic 6 or 8-panel crown design, forming a plump or ‘volumized’ look. The front features a classic visor for protection from the elements, and they usually come in a myriad of different colours and materials, ideal for styling year-round.

Men's Baker Boy Hat

Baker Boy Hat History

Unlike the name suggests, baker boy hats don’t tend to be worn for baking. Instead, the baker boy cap is a well-established centuries-old accessory that has played its part in elevating gentlemen’s outfits. Skyrocketing in popularity during the late 1800s, it might be accurate to consider the baker boy hat an icon of British Dickensian heritage.

Originating in the era of Queen Elizabeth I, the monarch sought to boost the British wool industry by imposing a three-farthing fine if working classes failed to wear a woollen hat on Sundays or high holidays.

Back in the day, the baker boy cap was also commonly referred to as the newspaper cap, given that they were frequently worn by newspaper boys during their rounds, or the poor boy’s cap when worn by working-class men. However, in later years, the upper classes began to adopt the baker boy style for traditional gentlemen’s sports such as shooting and hunting.

Measuring for a Baker Boy Cap

When it comes to styling a baker boy hat correctly, getting the right fit is vital. Choosing a cap too small will result in discomfort, while a hat that is too large will swamp your features. To find the circumference of your head, position a soft tape measure in the middle of your forehead and just above your ears. Use your measurement in conjunction with Rydale’s on-page size guide to determine which size of hat will fit you best.

Best Colours for Baker Boy Hats

The rule of thumb here is to create a contrast between your hat and the rest of your outfit. For example, it’s best to avoid sporting a cap that closely resembles the colour and texture of your jacket or overcoat. Explore the Rydale collection of men’s jackets to find a style that complements your headwear.

How to Wear a Baker Boy Hat Casually

A checked shirt, woolly jumper, and a wax jacket paired with a baker boy work perfectly for a laid-back, everyday ensemble. Finish off your day-to-day baker boy look with a pair of leather country boots or trainers.

When styling a more modern, casual look, try some straight-leg jeans, a polo shirt, and a quilted coat. Complete the ensemble with a pair of men’s deck shoes or trainers.

How to Style a Baker Boy Hat for a Smart Look

Baker Boy Cap

Whether heading to work or an upscale event, you could opt for the full country gent look by sporting a three-piece tweed suit with your cap. Coordinate your tweed jacket, waistcoat, and trousers, then opt for a contrasting tweed baker boy cap for the perfect finishing touch. On your feet, choose a pair of classic brogues to maintain a formal edge.

Baker Boy Hat vs Flat Cap: What’s the Difference?

While both styles fall under the umbrella of traditional British headwear, the baker boy hat and the flat cap each have distinct features. A flat cap is typically sleeker, with a more fitted, close-to-the-head silhouette and a stiffer peak.

In contrast, the baker boy hat – also known as the newsboy cap – features a rounder, fuller crown, often constructed from 6 or 8 panels, and finished with a button at the top. The baker boy cap has a more relaxed, vintage feel, whereas the flat cap leans towards a refined, tailored look. Choosing between the two often comes down to personal style.

3 Common Styling Mistakes to Avoid

Wearing the wrong size

A baker boy hat should sit snugly but comfortably on your head. Too tight, and it will ride up and look awkward. Too loose, and it’ll shift or fall off. Always measure your head properly and consult the size guide.

Matching too much

Avoid choosing a hat in the exact same colour and texture as your jacket or coat. This can make your outfit look overly coordinated and flat. Instead, go for a cap that contrasts or complements your outerwear to create visual interest.

Wearing it too far back or forward

Tilting your baker boy cap too far back can look sloppy, while pulling it too far forward can obscure your face. The best look is usually achieved when the hat sits just above the eyebrows, angled slightly forward for a sharp finish.

FAQ’s About Baker Boy Hats

Men's Baker Boy Cap

Can you wear a baker boy hat in summer?

Yes, while this style is typically constructed from wool, cotton or linen are ideal for when it’s warm.

What’s the difference between a baker boy hat and a newsboy cap?

They’re basically the same — rounded crown, panelled design, and button top. Some say newsboy caps are just a touch puffier.

How do you keep a baker boy hat in place?

Make sure it fits properly. For windy days, a discreet clip or hair grip under the band can keep it secure.

Are baker boy hats still in fashion?

Definitely. With their vintage charm and modern appeal, they’re a timeless staple that’s firmly on-trend (think Peaky Blinders for styling inspo).

Not quite your aesthetic? Browse Rydale’s complete range of hats to find headwear to complement your style.

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