How To Wear Men’s Boots 101 - 5 Best Boot Styles: Chukka, Chelsea, Jodhpur, Balmoral & Winter Boots

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Unfortunately, there's not one boot that works for everybody because we all have different needs and preferences.

1.Chukka boot or desert boot
A great boot for students. You can invest in one pair of boots and it works with a lot of combinations. It's also a fantastic boot for men who like to wear denim or jeans. It's a boot that pairs well with corduroys when it's cold outside during fall & winter, or with khakis when it's warmer outside.

I suggest you go with a dark brown, a choco brown, or a mid brown because it's most versatile. If you wear a lot of suits, it's not the boot for you because it's very suited to casual outfits.

2. Jodhpur boots.
Personally, I like them a lot because they have a very clean, elegant silhouette yet, they have some history. The characteristic of Jodhpurs is the buckle and it goes around.

I think it works really well with casual suits, flannel suits, and sport coat combinations. You can also pair it with a leather jacket or jeans, or chinos. Because there's no broguing and it's a flat boot, you can also pair them with a regular suit. It's great for men who like clean, classic, elegant lines and you don't just want to buy a boot anybody else has.

Ideally, a mid brown or something lighter, maybe tan, works best and it's most versatile. If you're in a hurry and you don't have the time to buckle the boot every time and take it off, it's not a boot you should go for.

3. Chelsea boots
A timeless classic because they have that insert and it's easily recognizable especially if you have a colored insert just like here.

They're perfect for men who look for a convenient, easy slip on version of the boot. Even though they're quick to put on, they are super elegant and classy and don't look sloppy at all. They're also great for eccentrics because you can add green, red, or blue inserts that really give you a personal note.

I believe every man should have at least one Chelsea boot in their wardrobe because they are so timeless, versatile, and easy to use.

4. Balmoral boot
It's a classic dress boot that works well with formal outfits.

It's basically the choice of elegant gentlemen who want something like an oxford shoe as a boot version. It's a fantastic boot if you have lots of formal outfits in charcoal, navy, and grey. It's also fantastic with three-piece suits or you can wear it with a morning coat, or with a stroller suit.

I suggest you start with black with black suede insert. If you are more advanced, you can have a contrasting insert in beige or buff or off-white and if you have that, you can move on to something in brown, burgundy, or other colors.

5. Winter boots
If you live in a climate where it gets close to freezing outside, you need winter boots. They may just look like regular boots but they have a wonderful fur lining. With fur, I usually mean sheepskin or lamb skin. It's quite plush and insulating and cozy warm especially if you're outside a lot when it gets cold.

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Gentleman's Gazette

[thelewis]

What I love about a gentleman's style is that you don't have to buy anything too expensive, I got a very nice winter coat at Costco for only 99$ CDN. I upgraded for a 230$ coat recently and I really like the way they both look.

[kingfatiusiii]

Gotta say.. Those Jodhpur boots are mighty fine looking

[gamerN]

Oh what I'd give to take a single look in your wardrobe as a whole ...

[Devraj-izrr]

I love the Gentlemans Gazette. When the video is about something, he tells you the history, what its made off, when to not wear or wear it, and how to rock it.

[krausewitz]

Man, these early videos are rough. Great to see how far the channel has come along!!!

[Spazzsticks]

That photo of a guy wearing the navy(?) suit along with the brown suede chukka is nightmare fuel.

[ReticentSparrow]

While I'm not a fan of Chelsea boots, I like this video. It gives a good base to draw from. I will give Jodhpur boots a closer look and I look forward to the next boot video.

[briang]

Follow up comment: get a black wholecut Chelsea and mid brown Johdpur. This is a brilliant combination of versatility that will cover just about any occasion or formality up to cocktail attire.

[Fbb]

Those chelsea boots with the blue inserts are hideous

[dillonemery]

no cowboy boots??? O well... not every body is from Texas

[nikhilsrl]

One of the best videos on boots "I have seen" so far.

[westfieldartworks]

God help me. ...Raphael you take any particular clothing item or accessory...and you just raise it up to the level of high art. I'm just stunned at some of the color, texture, pattern combinations you come up with. And they all work! I've never seen chukka's or chelsea's with sock and pants combinations like I just saw here in this video! You put the bar up very high my friend...but it is worth the jump. Thank you.

[DLGemma]

''It is great for men who like clean, classic and elegant lines and who don't just want to buy a boot anybody else has.'' He precisely described me while waiting for my first ever luxurious Jodhpur boots. Socking precision.

[gljay]

Waiting for that video about the all American cowboy boot.

[mike_tkgchs]

1st pair of denim and it's a straight cut, almost boot cut . good job as always ;)

[JAG]

I am going to buy a pair of Balmoral Boots soon maybe this weekend

[BramClaes]

For christmas, I wore a tuxedo with very sleek and elegant jet black chelsea boots. Was a great match in my opinion, even tough it's not a usual combination, tux + chelsea.

[gavinp]

I go for an 1880s style stovepipe boot. Works great when wearing outside the pants.

[Whatsup_Abroad]

I've bought 3 pairs of boots this year. Allen Edmonds Daltons in brown weatherproof with dainite (beautiful busines casual, but also works as a rugged boot), the Dalton in Oxblood which is an entirely different vibe than the weatherproof edition. Sleeker and more formal. Elegant even but still casual. Then my pair of Carmina solid black balmorals are on the way now. Went with a calf skin lower and upper giving it more of the oxford appearance. My next pair will have a suede upper though.

[sorenkirchner]

Black Chukka is also suitable for suits and dressed up and can also sport colored laces for cas....