How To Style Chelsea Boots As An Adult Man

[@RealMenRealStyle]

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[@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 :)

[@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.

[@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.

[@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.

[@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.

[@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.

[@chriswright1126]

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

[@RealMenRealStyle]

Agreed!

[@MrHogsted]

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

[@wojcikt1]

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

[@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

[@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!

[@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.

[@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

[@davedixon2167]

Lord I bought a pair of those a couple years back in smooth black and no matter what I did or for how long, they never broke in and remained stupidly difficult to get on and off. Loved the look though.

[@danabbott1395]

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

[@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

[@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

[@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.

[@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.

[@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.

[@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.

[@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

[@Tesusdragonred6093]

I started with Cole Haan Johnston Murphy Allen Edmonds and now to Rujo cowboy boots, this company handles very good exotic leather and totally high quality, today boots are my passion, they have exceeded all my expectations.

[@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!

[@davedove67]

I would say it's okay to buy a cheaper boot, IF you're not sure about the style and just want to try it out. Just be sure that you recognize that it's not going to wear as long. That way, if you find the style just isn't for you, you're not out that much. If you really like the style, then you can replace it with a better boot when the first wears out.

[@Th3_Illuminati]

Very true.

[@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.

[@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?

[@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.

[@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...

[@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

[@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.

[@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.

[@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.

[@ChrisInJersey]

I buy Allen Edmonds boots when they go on sale for around $200-$250. They are made in America, can be rebuilt and will more than likely last me the rest of my life. Antonio, what’s your favorite flavor of crayon?

[@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

[@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.

[@rogergirouard]

rings are for either the ring finger or the pinky! not the index finger center or thumb , syle hasnt changed all that much. sense i was a young man class is what you should be looking for

[@rudrapratapchand7606]

RM William is my favourite Chelsea boot brand

[@johanwillfred6139]

My favorite pair of Chelsea boots was from Boss. Great leather, it keep looking amazing, because I took care of it. But glued soles started falling off basically in a week after I started wearing those. And it’s almost impossible to fix reliably.

[@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

[@tony7752]

I have to say I've bought bruno marc shoes on Amazon $40 average they are comfortable have lasted my oldest pair is 2yrs old they are great shoe

[@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!

[@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.

[@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.

[@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.

[@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.

[@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.

[@husing3203]

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

[@waldevv]

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

[@TheRoboticPineapple]

First time wearing boots with a leather sole I was shocked by the way it looked after 1 day. Do you guys know a way to keep the sole solid?

[@135Ops]

Stick a rubber sole on them or don't wear them outdoors and not in the rain.

[@b.johnathanwarriorinagarde7980]

They're really only for carpet. Even slightly wet ground can make you slip.

[@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...

[@schokoay7662]

I'm new in the boots and shoes univers. Someone told me I shouldn't buy cheap shoes. Buy a cheap shoe and you will buy twice. He told me some brands that has ok quality and ok materials. I'm from germany we dont have Thursday boots buy the way. He told me Clark's , lloyd and another brand I cant remember. So I tried on some of this. Lloyd was the one my feet felt comfortable. And I bought over the year 3 pair. I still have them and were them. But I saw some videos about shoe construction and making and quality. I want to find out what is actually good for the next level of shoes I one one day. So I'm watching your videos and the videos of others how have more knowledge about shoes.

[@bravodelta6883]

Without knowing anything about Chelsea boots i purchased a pair of Johnston & Murphy Mead Chelsea boots. They seem of very high quality. Nice weight, stitched leather/rubber sole etc. Anyone have any experience with the Mead Chelsea? That said, i already want a pair of Thursdays Legend or Cavalier for more inclimate weather.

[@kletts42]

I bought Chelsea boots that are less expensive. I know they won't last forever, but they are comfortable and I like how they look. I will eventually get a higher quality soon.

[@dinoaustralia7752]

RM Williams all the way!

[@MercSambo]

Just get R.M. Williams. Slim line as a Chelsea should be, can be dressed up or down. I’m wearing mine with a suit to a corporate function tomorrow. Chelsea are not meant to be bulky! Blake over Goodyear!

[@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.

[@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

[@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?

[@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

[@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...

[@adross3]

Beckett Simonon is my favorite boot company. I also own Thursdays and Allen Edmonds, but all my Edmonds are sitting under my bed because they're too stiff and hurt my feet.

[@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).

[@scottwilbur25]

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

[@classyjuanito]

My shoes and boots come from Beckett Simonon, check them out Antonio and let me know your thoughts.

[@tystake557]

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

[@djonymorais]

Dunhill or RM williams for sure.

[@cliverwilliamson5639]

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

[@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?

[@tma615]

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

[@timvibes]

I like Chelsea boots that have EVA foam for comfort. My logic is I rotate my shoes and I barely go out. Because of this, I'm willing to sacrifice some durability for comfort.

[@OllieM2Comp]

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

[@vanillacreem816]

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

[@woodywood3388]

I own half a dozen pairs of Chelsea boots and would happily buy another half dozen, money no object. One brand I have had a lot of satisfaction from (surprisingly) is Kenneth Cole. I know it‘s a brand more known for fashion than real quality (the countless sales on their website seem to confirm this) but I have a couple of pairs that are still going strong after years of regular wear.

[@ThePtaher]

R.M Williams

[@ryansgr8]

Allen Edmonds and Filson have great Chelsea boots.

[@attoeattoe2058]

RM Williams

[@moorshound3243]

Why are you not including steel toe work versions? My favourite boot company is lowa or HanWag. I get looking good is great however if you can look good & work or climb a mountain for half the price of fashion boots why not do that?

[@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

[@siliyemoodislam]

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

[@erickgutierrez6743]

Allen Edmonds liverpools. Love the suited and booted look

[@mohamedkhaireh9356]

I recently bought two black and brown casual Solovair Chelsea Dealer boots for approximately USD 220 each.

[@danielfrancis3660]

Buy a good quality pair of Chelsea boots in the sales hopefully at half price or greater.

[@LeroyCReed]

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

[@mjbbaig4730]

Clarks, nun bush or rock port what do you think about those

[@ricdiaz6153]

Good entry brands :3

[@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.

[@christisking2011]

Beckett Simonon

[@rogergirouard]

add a nice isaid nice single monk boot to your collection in a nice london tan color our cordavan, ive owned mine sense 69, bought them in a army px

[@lonniesharp9109]

One that you left out that would be great for more traction than leather, and not as clunky as lugs is the Chelseas with Crepe soles.

[@rogergirouard]

i have shoes i've owned over 50-55 years buy good and they last and the y still look good and work with casual and a suite your jeans are to long, taylor them too!

[@Retro_Gamer12]

My favourite boot would have to be Aden indie 405s

[@nicholaskurupas141]

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

[@droptuned83]

Cheaney chealsea boots , quality boots from England.

[@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?

[@darrellmeans6288]

I haven't brought from them yet but oro angles have good quality Chelsea boots and they range from 250 to 300 dollars

[@claycasassa4757]

I'm fascinated by Tecovas' Chelsea cowboy boot

[@sursorn5575]

I recommend RM Williams for Chelsea boots

[@LNhp1mz]

RM William for me

[@edwardpack3294]

Thank you Antonio! Great content. I love my Thursday Chelseas. I have a pair in Dark Olive Suede (a great buy from e-bay) and one pair in Chocolate suede. Both are the Dukes. I bought a pair of Beckett Simonon Bolton Chelseas in walnut pull-up leather - they are beautiful. However, Beckett Simonon doesn't offer the pull-up leather Boltons on their website right now. The Boltons are 360 degree Goodyear welt, but are a slimmer profile and I think a higher quality leather than the Thursday Suede Dukes. However, when I'm hankering for a pair of Chelseas, it seems I always reach for a pair of Dukes! Whether wearing jeans, chinos or slacks, Chelseas rock the look! Cheers Antonio!

[@Player-125]

How do you like those Dark Olive Suede Thurdsays? What do you mostly wear them with? Been looking at those mainly to go w/black jeans. Are they too dark for blue jeans of various shades?

[@edwardpack3294]

@@Player-125 Hey. The Dark Olives have become my dumb reach since they are so versatile. I wear them with dark jeans as well as gray and black jeans. They can even go with navy or grey chinos. I’ve worn them with my black and gray corduroy recently. I highly recommend them! Take care.

[@Gunnl]

Carlos Santos shoes... cant beat the price / quality