How To Style Chelsea Boots As An Adult Man

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Timestamps:
0:01 - How To Style Chelsea Boots As An Adult Man
0:06 - Rule #1
2:27 - Rule #2
4:10 - Rule #3
4:49 - Rule #4
5:19 - Rule #5
6:34 - Rule #6
8:33 - Rule #7
9:41 - Where did the Chelsea Boots originate?
11:27 - Which popular band made Chelsea Boots popular?
12:41 - How to wear Chelsea Boots?
15:54 - What's the most versatile color?
16:31 - Can you wear black Chelsea boots with black tie?
17:51 - Casual vs Formal Chelsea Boots?
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[@RealMenRealStyle]

🔴 stylescorequiz.com/youtube - Click here to take my free Style Quiz and find out your Image Personality Type! Do you wear Chelsea Boots to a black tie event? Comment below! ➡ kzbin.info/www/bejne/n4XGp4WHhZKZf5o - Click here to watch Why Women LOVE Guys In BOOTS (8 Reasons They Make You More Attractive). 👉 Click here thursdayboots.com/real-men-real-style for Thursday Boots' full collection of comfortable, durable, and versatile boots & sneakers at the lowest direct to consumer price out there with free shipping & returns! 👉 www.acemarks.com/ - Click here to discover Ace Marks.

[@strawman8067]

Hey I've heard you mention WI, twice. Are you from there and do you feel the Midwest has its own style? I'm from WI, and I feel like I know how to dress, but since I found your channel I see there's more for me to learn.

[@RealMenRealStyle]

@@strawman8067 yes I am :)

[@karlr750]

One downside (for me) is that Chelseas don't work well with a kilt, so they're a little less versatile. But that's not a concern most men have.

[@uglytv3417]

Out of curiosity and as the owner of 3 kilts, what do you use instead?

[@karlr750]

@@uglytv3417 , depending on the formality level of the occasion: Oxfords, derbies, lace-up boots, or leather sneakers. I have options for those styles of shoes & boots that match leathers with my various sporrans and kilt belts. Which tartans are your kilts?

[@Heycarlson]

What the hell would work with a kilt bud?

[@zonderbaar]

@@Heycarlson Birkenstocks ?

[@karlr750]

@@Heycarlson , depending on the formality level of the occasion: Oxfords, derbies, lace-up boots, or leather sneakers. That's not a full list.

[@MrHogsted]

Your attention to detail is literally breathtaking, Antonio. Thanks for providing so much info and putting so much thought into your words

[@chriswright1126]

Nothing better than a beautiful Chelsea Boot. Especially a light brown one for casual days in the winter.

[@RealMenRealStyle]

Agreed!

[@yuribudilov5638]

For me it is the R. M. Williams chelsea boots. Made in Australia since 1932. Highly recommended, particularly the classic Craftsman model, the one with the chisel toe and Comfort sole (rubber). All RM Williams boots are great though, so choose the style and colour and leather you like. Expensive boots but you are unlikely to regret the purchase. Goodyear construction so they are repairable for many years if you look after the leather itself.

[@knightowl7]

I own a few pairs, you can’t fault them

[@paulthescandinavian4992]

R,M Williams are definiteley the best value for everyday wear

[@mikeycheung8027]

RM Williams are by far the best chelsea boots, period. They are perfectly proportioned, well constructed and comfortable. And there is no seam on the side, making the shape of the boots even more classy. Been wearing a pair for years, just got the soles replaced, should be good for another 6-7 years.

[@paulthescandinavian4992]

@@mikeycheung8027 That is my experience as well, and i have owned a great number other British bench made Chelsea boots but R&M is superior and looks stylish, but generally are about half size smaller than UK made boots

[@bagster8660]

RM’s all the way for me, bought a pair yesterday. A bit pricey buy superbly made and the RM Williams lifetime resolve service make them a no brainer.

[@danabbott1395]

Wearing my Thursday Boot Co. grey suede Chelsea's right now actually!

[@knightowl7]

Coincidentally I was wearing my RM Williams Comfort Craftsman Chelsea Boots today in my opinion the perfect Chelsea Boot, easy to dress up or down.

[@amazed8146]

Such an encompassing, detailed, thorough, informative, all-in-one video. It doesn’t get any better than this. Thank you kindly, for a job well done, sir!

[@wojcikt1]

Carmina! Best value for money imo. No corners cut yet amazing quality and design

[@tmbx2596]

I really like my Dr Martins Chelsea boots. They are definitely more on the casual side but they are very comfortable and go with all my casual clothes

[@JDGERSHBEIN]

Beckett Simonon & Magnanni are my fave brands for boots. I have a pair of Chelseas from each (one suede, one leather, both brown) and always looking to add. I don't do a lot of grayscale/black dressing, but I am leaning toward acquiring a black pair at some point soon. Fantastic video, Antonio!

[@christianarroyo3265]

All 3 of my boots are from Thursday Boots. Honestly, this channel got me to try out boots around 3 years ago (when all I wore were sneakers). I never liked wearing boots before. Growing up, boots to me only meant winter boots, and I mean the rugged and not good-looking kind. It wasn't until this channel showed me that there were boots that actually looked nice and weren't necessarily for winter (and even boots made for winter that actually looked nice). 3 years later, I now have 3 pairs of boots and want to get another one soon. As for my pair of Chelsea boots, I have the Thursday Boots Black Cavalier. I wanted to get that specifically because I have yet to get a pair of black boots, and I wanted a dressier pair of boots that could be versatile with either jeans or slacks/chinos/dressier outfit. No regrets, love them so much,

[@lookatme808]

Yes sir

[@anteros3584]

I personally am honestly not a too big fan of Thursday boots, they were constructed great but the leather (atleast on the pair I own) is quite a bit worse than for example Meermin, which has a great wholecut chelsea for around the same price. Everybody has their preference however, and I'm glad you are liking your boots!

[@strawman8067]

I plan on getting me a pair of Thursday boots soon

[@peterhess2610]

I have several pairs of Thursday boots and shoes. While I admit they’re not the greatest but for the price they’re more than adequate for most styles. Definitely not for dress though.

[@leroybrown8926]

R.M. Williams made in Australia totally by hand are the best Chelsea boot you can get. Hard to wear in and very expensive, however, you’ll have them for life. Nothing compares

[@strawman8067]

Just looked up the boots you spoke of, there nice and worth the cost.

[@leroybrown8926]

@@strawman8067 RM Williams Will retread the soles for free in Australia. Don’t know about other countries. Last a lifetime

[@TonyEG6]

@@leroybrown8926 they charge $160 for resoles. Nothing is free lmao

[@cjanquart]

Just created an account with them, although it'll be a while until I can afford a pair (as much as I like my Beckett Simonon Silvas in black, they're just a bit narrow and I need a brown pair to round out my wardrobe and add to the rotation). Next bit is deciding between the greasy kip or crazy horse leathers.

[@ambinintsoahasina]

The details, the voice, the structure. this man can teach me anything for hours and I'll focus through to the endlol. Your voice is kinda ASMR

[@teunvanwezel2282]

I just subscribed to your channel, great to see you uploading regularly! Actually just bought my first pair of Chelsea boots (on your recommendation!), so this video couldn't come at a more perfect time. :D

[@jamesvitale7132]

Great video as always 👍🏼 As far as taking care of your shoes/boots... I strongly recommend Shoe/boot trees! Thursdays has them for sale. Helps keep the form of the shoes/boots & smell. Think that you should do/add to your awesome videos! This way others can see & learn...

[@lecrapface5270]

I don't know how you do it, but you have figured out a way to perfectly marry entertainment and information. I've been looking at getting some different shoes to up my style and saw a pair of Chelsea boots I liked. Since I watch your fragrance videos I knew you had a Chelsea boot video and it was the first place I came to find out what I needed to know.

[@tma615]

This advice is timely and appreciated Antonio!! 👊🏾👍🏾

[@ThePtaher]

R.M Williams

[@nwilkerson2365]

Saint Laurent Wyatt Chelsea boots in black suede and leather are by far my favorites. Expensive but worth it. Profile and design is top notch. Will happily buy more in the future.

[@cartiershades3392]

One hundred percent

[@alandormire4587]

I only have one pair of Chelseas in my boot collection, a brown pair with a cap toe and and quarter brouging from Allen Edmunds. They are nice for a casual look though I can wear them with some suits as well.

[@fredcoles6013]

I live in Maryland. In the fall and winter months, I have defaulted to wearing my chelseas regularly. I have two pairs in leather; chocolate brown and black. And I have a pair of brown suede chelsea. I love wearing them. They're like the loafers of the boot world.

[@awolryan]

Have recently jumped on the Helm Boots train…loving their Finn Sienna “Chelsea” boot. Also have a pair of Thursdays Cavalier “Chelsea”. Newer to boots in my wardrobe and enjoying these brands and additions.

[@nickkambitis5340]

Crockett and Jones are my go to for almost all footwear. Cedar shoe trees are a must for all shoes and boots. Use the shoe bags when storing and keep original box. That’s my advise.

[@OUST490]

I love Thursday boots, but walking in them was like tying a 2x4 to the bottom of your foot, so I hand filed the back of the heel to a rounded profile with great care and I love them even more now

[@wesleydeporter9023]

I ordered some Chelsea boots this weekend from Nunn Bush. They were under $100 a pair after their sale. I will see how they are quality wise. But I bought about 4 other pairs of shoes from them and they are all great so far! Finally upgrading my shoes after wearing just about only Vans for the last 4 years.

[@LiamBehan-mi8kr]

Brilliant video thank you!

[@dinoaustralia7752]

RM Williams all the way!

[@abdullahrabeeah6428]

Hey Antonio, I just got a boot from Acemarks. The style is called The EZIO Sneaker, a Chelsea boot on a rubber outsole. I had a similar style in the past and was very comfortable and functional waterproof for daily wear.

[@scottwilbur25]

Love my suede hybrids. Perfect for my casual sports jacket chill @ 65yrs!

[@TheMarrowMan]

Been wearing Blundstone boots for 25 years. They’re a medium range in price and quality but I find them comfortable and long lasting. They come a wide variety from steel toe to dress

[@MercSambo]

That are great, but most styles are chunky which looks good for casual wear, not quite so good in an office.

[@rudrapratapchand7606]

RM William is my favourite Chelsea boot brand

[@Buffmafia84]

Crockett & Jones have become by far the most comfortable, well built, and well designed Chelsea boots I’ve tried to date. I find myself going to them over all other boots in my closet. Investment; sure, but the amount of wear at they get have me sold on the value. Fantastic video, Antonio - as always

[@dalumai]

Totally agree. I've got all models of chelsea boots of C&J

[@sursorn5575]

I would recommend the Lingfield Chelsea boot, Chelsea 8 and also the Chelsea 5 which is in Rough out Suede from Crockett & Jones

[@brunopaolucci6054]

Excellent video Antonio. I have a grey suede pair of Chelsea’s and a black leather pair!!

[@claycasassa4757]

I'm fascinated by Tecovas' Chelsea cowboy boot

[@jasonanthonyschultz5672]

If you want a dressy boot or shoe that has a leather outsole but you also want traction, go to a cobbler and have sole protectors put on. The right ones will have a slim profile and provide good traction. Plus, you can easily have them replaced without having to get the shoes resoled. I paid $40 for mine on a pair of dress shoes.

[@nikolaarandjelovic1930]

as a boot maker i can say there is also the outstich design. The upper is sewn directly to the midsole, I typically hand sew it, and then the outsole will be glued on to the midsole with contact cement. This means the boot or shoe will be easy to resole once the glue wears out, usually happens after 2-3 years of consistent use. cemented shoes arent always bad, it just depends on how the upper is attatched tot he midsole and weather the midsole is leather or a synthetic material. AVOID SYNTHETIC MIDSOLES

[@longjonwhite]

I like my RM Williams. Dressy, but quite rugged, cost about £400. here in UK. The soles can be leather or Dainite. They are Goodyear welted but still look sleek, uppers are cut from one piece of suede, calfskin or kangaroo hide. Also good for rougher everyday wear are UK made Solovair boots which have Doc Martin type soles but are of a better (GWelt) construction with better leathers, cost about £200. Chelseas are also known as Dealer boots over here.

[@erickgutierrez6743]

Allen Edmonds liverpools. Love the suited and booted look

[@harikrishnankalakkal]

Hi Antonio, Very informative content. Would love to see a video on Jodhpur Boots. I would love to incorporate Jodhpur Boots to my formal ensemble. Kindly create a video similar to this one...

[@OllieM2Comp]

Crockett & Jones, Church and Velasca are my go to boots.

[@dain6250]

I've had two pairs of leather chelseas second hand as a daily outdoor boot. I beat the hell out of them but they're super convenient putting on or taking off. When they fall apart after a couple years of daily use I just grab another second hand when I find them.

[@jamessummerhill4580]

Hi Great informational video. How do you break in or condition a pair of leather Chelsea boots? Or any pair of boots or shoes?

[@stonyhorne6529]

Thanks Antonio recently ordered some Chelsea boot’s from Beckett Simonon . Was also considering ordering from 3DM Lifestyle, since they’ll arrive in a timely manner. Have you ordered from them before?

[@tnetroP]

I'm a massive boot fan but until recently didn't like Chelsea's. I mostly wear chukkas. But with a new job that requires me to go into the office more I needed to rebuild my business casual wardrobe. So I thought I would finally try some Chelsea's. After falling in love with some burgundy Loakes, which go fantastically with everything in my wardrobe from jeans, through chinos and up to suits, I've also now added a pair of black Chelsea's too,, also Loake 1880 but half price due to being seconds (cannot find any reason they were marked down as seconds though).

[@BrendanPDonovan]

RM Williams

[@KRW628]

I've gone to Chelsea boots for business wear. A black pair for my charcoal suit. Oxblood for the navy suit. Looks good. Looks different. Nobody else is doing it where I go.

[@marcg6226]

Thursday Boot's Dukes in Black are my go-to. They are seconds, no clue why. Had a coupon on top so I ended up paying 100$ for them. They go with everything but a formal suit.

[@Cainhelm]

I got a pair of embossed leather Chelsea boots from Stacy Adams in 2019, still wearing them today. So they are my go-to shoe brand for sure.

[@GustavoChavesCostaRica]

Great analisis Thanks a lot

[@8.o.8]

RM Williams - Comfort Craftsman. I own 8 pairs of chelsea boots, all different brands and the RM is a must have. Australian made, 1 piece of leather, easy to wear with suits, jeans or even shorts!

[@nicholaskurupas141]

Jo Ghost, Vince and Bruno Magli are my fave’s

[@YuriYeleyko]

Thanks for great advice, love chelseas all kinds!

[@RealMenRealStyle]

You're welcome, Yuri!

[@husing3203]

My best choice would be Officine Creative, John Varators, Tricker.

[@LeroyCReed]

I just bought very dressy Born Chelseas and Doc. Martin causal Chelseas. I dig them both.

[@djonymorais]

Dunhill or RM williams for sure.

[@frankonolfi7328]

Great video

[@shaunrichardson5340]

RM Williams are terrific, I've never been disappointed with them. Steve Madden is also making a Chelsea boot that won't break the bank and are really comfortable and stylish. I have a dressier pair of Maddens and always get compliments on them. Great entry level Chelsea if its a new style to you.

[@88torres72]

and they go well with cargo shorts!!

[@Gabiman66]

12:03 thanks man made my day, i am currently wearing the first chelsea boots i ever had and they are awesome!

[@ChrisSmith-jcs1111]

I'm a boot guy, and living in Oklahoma, boots are just part of our wardrobe. Justin, Tony Lama, Nocona, and Lucchese are the brands of casual cowboy boots that I own. Ariat and Wolverine are my work boot brands. I do own 4 pairs of Thursday boots, which I really like. In fact, I just ordered another pair today; a pair of Legend Chelsea.

[@paulthescandinavian4992]

Lucchese Classics are great but their price has skyrocketed during the past few years

[@saulosantiago7440]

I love Chelsea boots. I start with 2 pairs 20 years ago , love it so much that now I wear almost everyday , I try OROS , it’s good , and few others brand , but I felt in love with the Louboutin boots , I know it’s expensive boots , but it’s worth for what I pay for , very comfortable and fits well, it’s a eye catch for sure , I have close to 10 pairs now all mixed brand , can’t wait to get another one .lol

[@davidsterry786]

Star War Imperial Stormtroopers wore white painted Dr Martins. There was a theatrical costumiers in London’s Leicester Square with a Stormtrooper in the window when the film was premiered in 1976 and I clearly remember DMs.

[@christisking2011]

Beckett Simonon

[@ecoyt1]

I have 4 pairs of Magnanni Chelsea boots. I had a cognac and black, so I got another cognac seude and a grey seude pair.

[@danielb2988]

great!

[@dkcb7]

chelsea boots in suede looks awesome, same your jacket

[@ecoyt1]

I just ordered my third pair of Magnanni Chelsea boots. I have the Sean in black and cognac. I just ordered a seude pair In cognac.

[@bopeuph]

Oh hey, a question: you've been talking about performance pants. Can you do a video dedicated to that, and possibly what to look for in them?

[@tystake557]

Team Saint Laurent Paris, here! Followed by Celine and Christian Louboutin.

[@cjanquart]

Only chelseas I own are Beckett Simonon Silvas in black; they're light and great for occasional rainy days in California but they're just a touch narrow, but I do like their made-to-order direct-to-customer model. Sure I'd like another pair of Nick's but the six month wait but looking at different brands; really liking R.M. Williams Gardeners in brown (can't decide between greasy kip or crazy horse). Liked and subbed.

[@BhupinderSingh-eg1bd]

Love Thursday boots !

[@salreale6312]

Thursday Boot. Found this company from your videos.

[@siliyemoodislam]

Allen Edmonds. Hands down the best boots that one can dream of.

[@cliverwilliamson5639]

R M Williams…… still have my first pair…. 30 years…..

[@markco4911]

You are the best!

[@jonn9103]

John Varvatos, All Saints, and DKNY, all suede different style and colors have worked extremely well for me. Only leather soles.

[@ricardoslveira2857]

Johnston & Murphy is hard to beat quality for the price, period.

[@timetomakethecalligraphy6923]

For my budget, Johnston and Murphy is my go to brand.

[@andrewthomson3139]

Should I rock a dressy pair of Chelsea boots for my business casual looks? I'm talking Oxford shirts, v-neck sweaters over top, nice button down shirts and maybe on a Sunday for church a blazer. Or would a more casual pair look better for those?

[@feixian5099]

That’s why I prefer rubber sole lawry over leather sole ones. The leather is so fine on it but it has rubber sole. Which is like going to ball in your pajamas.

[@TheProco2020]

I have 4 pairs of Chelsea boots and find them convenient. Black and Brown dress boots from Loakes, brown suede chelsea boots from Samual Windsor and a pair of leather dealer boots for walking the dog etc I have lots of lace up boots but Chelsea boots just mean you can slip them on quickly

[@vanillacreem816]

Dukes by Floreshiem . Love them have them in black, brown and black. They are great 60s vibe love them

[@user-dl1jt5gl7l]

I like all kinds of boots.

[@logan3722]

Hey Antonio, i've been looking for a chelsea boot like the one in the thumbnail. Do you know what boot that is?

[@MiguelAngelBriones]

Hello, I like from Tods and Common Projects, both are Italian. Thank you for sharing

[@amineelhaddaj6325]

I wear Clarks' chelseas because they make my size (14/48), but I'd like to try some boots with a higher hand... any suggestions?

[@qfranko1]

got myself some Loake Chelsea boots made in the UK, but wearing them became a pain. as the leather is more sturdy, it does not adapt to the shape of my foot so well and press on one painful spot on the foreland. Do you know any trick how to soften it on the inside so that it does not ache so much? thank you and also for the videos with useful content! Pete

[@mlupine]

I learned the hard way a long time ago to never wear shoes with leather soles. (There was an altercation in a men's room with a couple of drunk blokes) Fortunately, I can still fight when I'm flat on my back, But with leather soles, You may as well be trying to run on ice

[@dannyboy_1911]

I can't fing the honey/cognac boots you were holding in your hand at the 7:38. Do you have a link for them? Tia....

[@omarbawa9646]

Aldo chenadien Chelsea boots is my best.

[@ryansgr8]

Allen Edmonds and Filson have great Chelsea boots.

[@FelipeEPontes]

Chelsea boots from Amberjack are awesome! Confortável and stylish

[@sursorn5575]

I recommend RM Williams for Chelsea boots

[@nabilelbouzrati8983]

My favorites Chelsea boots are the Henderson

[@lyesouarezki1994]

Antonio, i need a bit of an advice. My feet are around 11.5 or 12. Do i have to go for casual big or dressy little chelseas? Thanks :)

[@oswith971]

I love chelsea boots, as a shorter and slimmer guy I really can't wear thick boots because it just looks odd and chelseas are so easy to put on. Perfect winter boots for me, although obviously if you spend more time outside than the usual shopping mall runs/commutes then you need something warmer and more durable

[@dr.deepakrawat8009]

16:50 One of the challenge I face wearing Chelsey is that trousers get stuck in the show when you stand after sitting Any suggestions

[@One_Tall_Kiwi]

Hi. Awesome channel. Thank you. Ca a 50 year old male cuff his jeans to show off his Chelsea boots or is that more of a younger person’s look?

[@davidgutierrez7203]

My favorite Chelsea boot company to buy from is Oro Los Angeles, they are amazing!!!

[@hunterxsimple3821]

If the dress shoe kind of shoe can't be worn with casual clothes, should I go for the casual boot if I'm going to wear it with a leather jacket? Even though the more formal one would look better...