How to Wear a Beanie For Guys

beanie hat black jacket and chinos

Ever wondered how to wear your beanie hat properly? A simple beanie can be a lifesaver for those bad hair days. With so many cool beanies for men out there, there are more variations to this winter staple than you might think. Follow this quick guide for the different style, fits and outfits you can wear with this hat. 

Read more Men’s Style Guide features and check out our Store.

shopthelook

How to Wear a Beanie With Short Hair

If you’ve never embraced long locks, the man bun is lost on you, and you really have no need for conditioner then there are certain beanie styles that’ll work better for you than others. If you’re looking to wear a beanie with short hair then the best option for you is something that’s close fitting and in a fairly thin material.

As you don’t have a lot of hair to counterbalance a chunky or slouchy beanie it can really overpower your face, dwarfing your head. A classic workman or hipster look beanie will work well with short hair as it’s tight fitting and generally can’t work with a lot of hair competing with it.

mens blue beanie with short hair street style
Styling A Beanie
PHOTO CREDIT: Pinterest

shopthelook

How to Wear a Beanie With Curly Hair

Curly hair generally tends to be quite thick, so shoving a tight hat down on it will result in a bulky look. It’s best not to try and tame your locks, and instead, try to work around them. Pick a loose knit slouchy beanie that’s spacious enough to home your curls and, if you’ve got a short style haircut then allow some of the curls to show through.

Harry-styles-Beanie-Mens-Fashion-Style
Harry Styles Wears A Beanie
PHOTO CREDIT: Rebloggy

shopthelook

How to Wear a Beanie With Long Hair

With the continued popularity of man buns, long hair has become relatively normal among modern men. Despite the fact that you’re probably, and rightfully, proud of your lustrous locks, it’s still likely you’ll need a beanie day every now and then. Whether your hair is shoulder length or down past your waist, a slim-fitted beanie will work well in contrast with the voluminous hair.

long-hair-man-model-beanie-fashion-mens
A Beanie With Long Hair
PHOTO CREDIT: Pinterest

shopthelook

Beanie Outfit Ideas

Smart

By no means should you attend a wedding or enter your board meeting with a beanie hat perched on top of your head. However, that doesn’t mean you can’t look smart wearing a beanie hat. Especially come winter, a beanie hat and coat will be your new best friends, pair these with a crisp white shirt and some chinos for a sleek look.

Knitwear is possibly the most fitting beanie companion out there. When going for a smart casual look, mix a jumper with a pair of black jeans and simple trainers. Investing in some chunky jumpers or cardigans is a good place to start, after all, the cold weather is always just around the corner in Britain.

wood wood x barbour black jacket black trousers black beanie
Styling A Beanie
PHOTO CREDIT: Pinterest

shopthelook

Streetwear

Now, this is exactly how a beanie is supposed to be worn, so it’s pretty easy to throw together some simple streetwear outfits that feature it prominently. At the moment, bomber jackets are a popular style for men and are the perfect fit for a streetwear, beanie topped look – so check out some of our most popular styles!

mens scarf and beanie street style
PHOTO CREDIT: GQ

shopthelook

Men’s Slouchy Beanie

David Beckham is probably the most famous person we can think of who effortlessly pulls off the slouch beanie. Wear it as far back as possible, letting the extra fabric slouch and cover your ears slightly. This is a great laid back look that will keep you warm but won’t overpower the rest of your outfit.

Get one without a roll as this will ensure you can properly smooth the material back without the cuff clinging too tightly to your head. These stylish beanies come in a range of colours so it’s a good idea to pick a few in neutral options that you can mix and match with your outfit. You can also experiment with how much of your hair you show, taking a leaf out of David Beckham’s book and covering your whole head, or letting a little bit of your fringe and the front of your hair peek out from the hat.

mens grey beanie and white shirt david beckham street style
PHOTO CREDIT: Evening Standard

shopthelook

How to Wear a Slouchy Beanie

If you’re planning on going for this relaxed style then it makes sense to pair it with a relaxed outfit. We’re not talking lounge pants and a tank top, but something that’s comfortable and easy to throw on in the morning. Try a pair of black joggers matched with a slim-fit T-shirt and trainers, and finished off with a versatile denim jacket.

mens blue denim jacket black jeans beanie
PHOTO CREDIT: Pinterest

shopthelook

Men’s Hipster Beanie

The classic workman’s look has become widely associated with ‘hipster’ style, and besides giving a unique look to your outfit, it’s not particularly great at keeping your head warm. A simple way to achieve this look is to double roll a standard beanie, or single roll an already cuffed beanie. The double roll shortens the beanie, making it more fitted to your head and giving you the option to wear it higher up on your head without it slipping off.

It’s best to let the hat do the talking in this case, by keeping the rest of your outfit fairly simple. Because the beanie is quite understated in premise, mixing it with bold and complex designs will make you look a little over the top, whereas basic, clean pieces will complete your outfit with an effortless nonchalance.

the-idle-man-beanie-hat-street-style-beanie
Styling A Beanie
PHOTO CREDIT: The Idle Man

shopthelook

Men’s High-Top Beanie

Admittedly this is a pretty unconventional way of wearing a beanie and doesn’t do much in terms of insulation, but as this style is mostly for appearance over practicality – you won’t really be worrying about warmth anymore. Referred to as the high-top, the Compton, and by critics, the smurf hat, this style is for the bold, fashion-forward.

How to Wear a High-Top Beanie

Go ultra casual with this look, but feel free to add some interesting patterns and designs to keep up with the bold style. Try pairing a patterned T-shirt with a pair of slim fit joggers, finishing off the look with some chunky trainers and a black bomber jacket.

mens hightop beanie outfit street style
PHOTO CREDIT: Pinterest

How to Wear a Beanie for Guys

  • Maintaining a casual look whilst wearing pieces that won’t drag the beanie’s formality down any further is important.
  • Smarter pieces sit well with the laid-back nature of the beanie, keeping its cool vibes without conflicting styles.
  • For a more casual look wear a slouchy beanie whilst being careful to avoid looking like a moody teenager.
  • If you want a more subtle and stylish hat then get your hands on a hipster beanie.
grey beanie mens street style
A Grey Beanie
PHOTO CREDIT: Pinterest

On That Note

If you’re still wondering what is a beanie, just remember that it’s a hat with a casual and unique look that, as well as being incredibly versatile, can bring an instant dose of personality to your look and give it a more casual appearance. From the relaxed slouched style to the urban high-top look; it’s a versatile item that can be mixed and matched easily with a range of outfits. If you’re looking for a good winter warmer or just something to add some dimension to your look, this hat could be the just thing you’re looking for.

 SHOP ALL HATS

Written By