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The Gentleman’s Guide To Hat Shopping

Fashion Overtime, hats have set themselves apart in the category of men’s fashion accessories. From baseball caps to bucket hats, fedoras to snapbacks, men’s hats are a versatile, functional and stylish addition to any look. They’re also practical and suitable for any season. Come rain, come shine, a hat will keep you warm, dry and sheltered from the sun all while looking great.

As a gentleman, it is advisable that you own a number of hats so we have taken the liberty of compiling a list of hats we’ve deemed fashion forward which will help finish off any casual, classy or adventurous ensemble in a simple yet inspired way.



fedora hat

Model wearing a fedora, | Photo. Flannels

Fedoras are probably one of the most polarising men’s accessories. The hat has been a hat of choice for gentlemen since the 20’s and today the felt firm-brimmed hat is once again on-trend and a fantastic wardrobe addition. Although fedoras come in various sizes and colours, its best to stick with to those with more neutral tones and medium widths.

Panama Hat:

Panama Hats

Panama Hats | Photo. Pinterest

A Panama hat is perfect when paired with a beach backdrop and a white linen shirt. This traditional brimmed straw hat hails from Ecuador and will have you looking as hot as a Miami summer. Panama hats have become a must-have accessory are made for sunshine and blue skies.


Black glittery Trilby Hat

Black glittery Trilby Hat, | Photo. Asos

Despite often being confused with a fedora, a trilby is a different type of hat.Made from tweed or straw, the Trilby features a smaller brim and taller crown than the fedora. You wear the trilby at the back of your head, instead of pulled forward to protect your face as it is more of a statement fashion piece than a functional hat.


Bowler Hats

Bowler Hats | Photo. Pinterest

The Bowler is a hard, felt hat with a narrow brim and is also commonly known as a derby. This hat is a favourite of the boujee and fashion forward alike, but it is advisable to steer clear of wearing it casually. Try out this trend with double-breasted suits, tailored pants, dress shoes [You know, when you’re trying to be formal AF]



Boater | Photo. Tumblr

The boater is another essential when it comes to men’s headwear. This stiff straw hat with a grosgrain ribbon around its crown is ideal if you’re looking to make an impression at a function.

Pork Pie:

pork pie

Alani wearing Pork Pie, | Photo. Instagram

The pork pie was one of the most popular hats in the 19th century but today, hipsters and alternative pack mostly wear the pork pie style, which features a cylindrical crown. It also has a flat top that is pinched in around the outer edge. These hats provide a classy, modern and artistic aesthetic.

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