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13 Jan

Men’s Fashion Basics: Wellington Boots

how to wear wellington boots for men

Men’s Fashion Basics: Wellington Boots

With the rainy weather hitting us lately, it’s the perfect time for men (and women) to try out the Wellington Boot (aka Gum boots) to brave the weather. Unfortunately, very few men wear Wellington boots, and it’s a shame because they’re one of the most utilitarian shoes a man can own. Here, we’ll look how to wear Wellington boots without looking like a stable boy.

Wellington’s Rubber Construction Means Comfort

Unlike many other footwear choices, when choosing Wellington boots, comfort should be your top priority. After all, it’s not like you’ll be going anywhere special when wearing gum boots. There’s nothing worse than having your feet cramped and wet on a gloomy day.

When choosing a pair of Wellington boots, make sure it is make from soft rubber. Investing in quality is the key here – so avoid cheap PVC Wellington boots and go for 100% rubber made. The below pair from Hunter are the ideal mix of comfort and style. Its classic design mean they’re the go-to boot for festivals-goers and gardeners alike.

How to wear wellington boots men gum bootsHow to wear wellington boots men gum boots

The Hunter Original Short Wellington Boots via Mr. Porter

Note the Boot’s Lining and Insole

To choose a pair of Wellington boots that will last the mile, look out for leather lining since this extends its durability. This is a key point to remember because these foots will see you through some rough conditions. Leather lining means greater protection from the cold too. Boots with thick insoles should also be on your shopping list since it means your feet will be insulated and warm.

Go for monochrome boots

Never buy Wellington boots in prints or patterns. It works for the ladies, but not men. The best pair of Wellington boots a man can buy is a simple, monochromatic pair – preferably in dark colours like black, navy or dark green since it’s easier to match. A darker shade also means versatility with different coloured jeans. It also means less less visible stains on your boots.

Pairing Wellington boots with jeans

Wellington boots with jeans is the most straightforward and classic way to wear them. There are two ways to pull off this look: wear the jeans under the boots and folding up the jeans.

Wearing jeans under the your Wellington boots is a utilitarian look since it shows off the boots yet keep your legs warm as the jeans have an insulation effect. If you want to be more adventurous, try folding up your jeans. Wear the jeans over the boots, fold it up in a cuff, which then gives a ¾ trousers effect.

Note: Men should only wear Wellington boots with straight leg jeans. Skinny jeans will make the boots look out of place. As for baggy jeans… no respectable man should be wearing them anyway.

How to wear wellington boots for men Men - How to pull off and wear wellington boots

Wellington Boots should only be paired with straight leg jeans

What should a man wear with Wellington Boots?

The good thing about Wellington boots is that they’re versatile enough to pair with shirts or t-shirts (see our Wellington Boots Lookbook below). For a formal touch, a knit sweater top works. It also mixes up the textures for a varied look.

Wellington Boots Lookbook

wellington boots as seens on mens fashion runway

Wellington Boots as seen on the D&G Menswear show


How to wear wellington boots menHow men should wear wellington boots and gum boots

Wellington boots lookbook for menWellington boots lookbook for men

Top L-R: Hunter Original Wellington Boots in black and green, Bottom L-R: Hunter x Jimmy Choo Crocodile Embossed Wellington Boots and Hunter Originals. Via Mr. Porter

Arthur Chan

Arthur is the founder and editor Hommestyler. Men's style and fashion is constantly evolving and this site is a way to help keep you on top of the latest menswear trends.

1 Comment
  • Christian Thomasson

    I agree mostly with the content. However I disagree with that men should only user dark colours. I think id women kan use red, purple etc men should also do that!

    April 10, 2012 at 04:45 Reply

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