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How to Style Chelsea Boots | 4 Casual Ways 

40 Over Fashion
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Gentlemen, I filmed this video before all of the quarantine madness, so please be aware of that when I make reference to going out to lunch & dinner. Today I'm showing you 4 different ways I personally like to style dark brown Chelsea boots for casual situations.
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21 мар 2020

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Комментарии : 157   
@alonzocalvillo6702
@alonzocalvillo6702 4 года назад
I admire you for not dying your hair.I lot of guys think that dying ones hair will make them look young, no , they look like someone trying to look young. Leave that for the women.
@barrya7652
@barrya7652 4 года назад
The line “you’re never too old to make a new change or to try something new” has become my mantra. I’m close to 65 but your videos have inspired me to change my look and try a more modern and younger look in the office. People have noticed and I really feel more engaged with the younger cohort. Great to see you back producing new content since your “true confessions” video a few days ago. Keep producing your excellent content. We’re watching!!
@40OverFashion
@40OverFashion 4 года назад
Thank you Barry!
@johnjames218
@johnjames218 4 года назад
I have been wearing Chelsea boots since the late 70’s, at present I own a pair of tan suede Chelsea boots, a black leather pair and a brown leather pair, they are fantastic.
@Sams911
@Sams911 2 года назад
I started out with RM Williams, from a trip I did to Australia and fell in love with the style and quality of these... now I own a pair from John Lobb, and Gaziano & Girling and they're my "Go to" boot for casually/dressy look... jeans, even causal suit / no tie.. works great.
@nottsforest69
@nottsforest69 4 года назад
I liked the simplicity of this video showcasing the versatility of the Chelsea boot. One of my favorites. Thanks John.
@40OverFashion
@40OverFashion 4 года назад
Thank you for commenting Andrew!
@jimyoung9262
@jimyoung9262 4 года назад
I was going to make a joke about rocking this look in my quarantine house, but instead let me say good video and I hope everyone out there is staying safe.
@loki2240
@loki2240 4 года назад
Yeah, I've been stuck in my house, wearing athletic shorts or sweats for over a week. Stay safe, everyone.
@IdrisFashan
@IdrisFashan 4 года назад
Don’t let a global shutdown keep you in your pjs gents! Rocking my varvatos polo, killer jeans and chrono vintage watch on Sunday... what’s good, y’all. Monday I’ll be stepping it up-from home. 👊🏾🧔🏾
@gregturbeville7904
@gregturbeville7904 4 года назад
Great looking outfits. As an older guy, i am always looking for ideas to help my outfits. Glad you are back. Keep the content coming
@e.j.volkman7394
@e.j.volkman7394 4 года назад
Alright, you convinced me. Time to slow down on the whole “bright colored athletic shoe” and into some Chelsea boot. Only took about 2 months of watching your videos 😝
@splitfinger7719
@splitfinger7719 3 года назад
Lmao I’m there as well
@stanislas4990
@stanislas4990 4 года назад
Great outfits, so elegant. I especially like Chelsea boots with jeans of any color. Chelsea boots are the perfect casual shoes (with loafers and sneakers).
@allanhunkin7617
@allanhunkin7617 3 года назад
Just recently bought my first pair of Chelsea boots. This video is bang on target on how best to wear them. Thanks John😁🤛
@40OverFashion
@40OverFashion 3 года назад
Thank you Allan!
@AlexGonzalez-qo7yp
@AlexGonzalez-qo7yp 4 года назад
Great looks John. As always
@kbrett2004
@kbrett2004 4 года назад
Thank you for putting out content for us during this time. It is very much appreciated
@ianrobinson5841
@ianrobinson5841 4 года назад
I own 4 pairs of these type of boots you just can't go wrong! As long as the trousers you wear are narrow at the ankle like you showed they look good with anything! Great vid👍
@holoholohaolenokaoi2299
@holoholohaolenokaoi2299 4 года назад
i rock my chelseas with corduroy birdwell beach shorts and hibiscus print aloha shirt. chicks dig it!
@danlociceroify
@danlociceroify 4 года назад
Another great video. Thanks John! Stay safe.
@edsamson8916
@edsamson8916 3 года назад
Love this vlog. Great tips!
@ronm6585
@ronm6585 4 года назад
Great looks John. Thanks.
@bhar48204
@bhar48204 4 года назад
I've never personally liked Chelsea boots, but they look good on you. I also liked your shirt at the beginning, and the end-cuff jean roll-up.
@miguelpadilla31
@miguelpadilla31 4 года назад
Great fashion tips
@CademanLillywhite
@CademanLillywhite 2 года назад
Dudeee that last look with the olive chinos was absolutely killer 😍
@Bk-ks4dr
@Bk-ks4dr 3 года назад
the most class color combo i have ever seen , u made my wearing , thank you!!!!
@AisleorWindow
@AisleorWindow 4 года назад
I'm a new convert to the Chelsea as well. Love mine that I got a couple of months ago and wear them with a suit and with jeans. So versatile.
@michaelgayle6405
@michaelgayle6405 4 года назад
I absolutely love the look the Chelsea boot gives an outfit. I don’t own a pair yet, but they are on my list of shoes to purchase. Thanks again for the great contents you have on your channel!
@norairbadroos1558
@norairbadroos1558 4 года назад
Always you give amazing styles
@brandonsmith479
@brandonsmith479 4 года назад
I was skeptical of Chelsea boots as well. Bought a pair though and absolutely love them. I still like my chuka boots more but the easy slip on Chelsea boots are great. Love the style options you mentioned. All them are fantastic looks.
@keithosorio8598
@keithosorio8598 4 года назад
I have the exact reaction you had to Chelsea boots. I bought a tan leather pair because it seemed like everyone was recommending them. I think I’ve worn them twice. I loved all the looks you showed and will definitely give the boots another shot when we are released from our social distancing situation.
@c.rincon7145
@c.rincon7145 4 года назад
Excellent video !! I can use all those styles and will !! Thanks so much !!! Stay safe !
@jameshaddan8538
@jameshaddan8538 4 года назад
I have a couple of pairs - brown suede and black. They are my favorites, absolutely indispensable, especially when traveling.
@1975lgpascal
@1975lgpascal 4 года назад
Great combination 😍
@joemizz11
@joemizz11 4 года назад
John, not every day where you can learn fashion & history, very nice touch 👍 I currently don’t own a pair. However I’m now going to look at them. Thank You. Great Vid
@Tailyn222
@Tailyn222 4 года назад
Nice look-book Loved the way you pair the shoes with the outfits
@jonro09
@jonro09 2 года назад
Great info as usual and as I have just ( yesterday) bought some Chelsea boots -:)...perfect timing.
@freddiev6050
@freddiev6050 4 года назад
I luv chelseas & chukkas myself! I find them to be "a medium" between shoes & sneakers. 👍
@paulalaye6428
@paulalaye6428 4 года назад
Hey John loving the pale blue shirt at the beginning of the video, loving the olive chinos too, very nice... Keep smiling Paula x
@EmperorOfSomething
@EmperorOfSomething 4 года назад
Damn, all of the outfits were quite nice! I'll be looking to try out some muted florals soon. But that double zipper sweater is !!
@David-wo9un
@David-wo9un 4 года назад
Nice looking boots!
@themancuniancandidate2744
@themancuniancandidate2744 4 года назад
I am a huge Chelsea boot fan. Growing up in the UK and moving to Australia, they are super popular in both countries. They can be worn with jeans/boots/pants, and their versatility is probably my favourite thing about them. Superdry sell very good quality Chelseas at around the $95 mark, and they are really good value. Which is what I tell my better half when I come home with yet another pair. Great video, as always. The phrase "All dressed up and nowhere to go" has never been more apt.
@SaachinKVerma
@SaachinKVerma 4 года назад
Hey! Man, i wanna tell you. You should post video every day. Love to see your video.
@cosmicsailor6918
@cosmicsailor6918 3 года назад
Chelsea boots give a nice sleek casual look. And are easy to put on and out.
@ianmackenzie686
@ianmackenzie686 4 года назад
Nice vid. I may just invest in a pair of these myself. And a soon as there is someplace open to go, I'm there! 😀
@victoryveshinojosa
@victoryveshinojosa 4 года назад
I love chelsea boots and have 4 pairs. My favorite by far are my RM Williams Comfort Craftsman. I highly recommend them and suggest to find a slightly used pair on eBay like I did. Unfortunately, brand new they are now $500+ since LVMH Group (Louis Vuitton Moet Hennesy) bought the company and turned RM Williams into a "luxury brand". They used to be $300+- or so before LVMH. No way they are luxury boots but they are sharp looking, comfortable to wear and are rebuild-able. That being said, I own a pair of tan suede chelsea boots that I found at Goodwill for $7 that get many compliments too.
@willlevine9692
@willlevine9692 4 года назад
Victor Hinojosa I have been to a retail location and tried on a few. Exceptionally made. Alas the price point too high for me.
@boomdizzle87
@boomdizzle87 4 года назад
Olive Chinos are some of my favorite things to wear in general but especially with Chelsea boots. A lot of times with a VERY similar jacket as look 4; have never paired it with a dark shirt like in this look but might give it a try now.
@DeadEyeRabbit
@DeadEyeRabbit 4 года назад
Sharp!!
@richtalby5514
@richtalby5514 4 года назад
Good look book and liking your channel. Thanks and appreciated.
@40OverFashion
@40OverFashion 4 года назад
Thank you Rich!
@SloMoShort
@SloMoShort 4 года назад
Great. Been looking for something for the olive chinos
@jeffdallen6445
@jeffdallen6445 4 года назад
Nicely done. That last outfit was spot on and makes me think you could do a video on the versatility of olive chinos as well.
@blakebiltwell5
@blakebiltwell5 4 года назад
Keep it up!
@davidbuxton7921
@davidbuxton7921 4 года назад
I’ve always had a problem with Chelsea boots mainly getting them on and off due to a high instep. However I really like the look so I purchased a grey suede pair , I think they look great! Well worth the struggle getting them on and off! They are so comfortable and stylish and go with just about anything. I also now own a second pair in suede ,a fawn colour, they are so versatile and can also be matched with a variety of my wardrobe. Hope you are well and getting over your troubles,thanks for all your great advice!
@carlosmartinezjr3501
@carlosmartinezjr3501 2 года назад
Digging your blue squared shirt
@parkashsingh337
@parkashsingh337 3 месяца назад
Very helpful
@jay-rus4437
@jay-rus4437 2 года назад
Wasnt a fan early on as I added to my casual wardrobe for taking the wife out on Friday or Saturday nights. HOWEVER…..now they are my favorite. My preferences in order are Chelsea, Chukka, and then a Wingtip Lace (preferably with inside zipper. Then most of the time I wear dark jeans and a simple dark long sleeved shirt with some type of subtle design in the material or possibly a small pinstripe. For my date coat, during fall/winter, I like a classic black P-coat. And then to top it off with a flatcap. So there is my lineup for date night. Im a General Contractor, so I felt like it was important for my wife not to have me go out in my typical daily carpenter pants and flannel 😁
@40OverFashion
@40OverFashion 2 года назад
Well done!
@MarcMoore
@MarcMoore 4 года назад
Great video my friend. I don't own any Chelsea boots but between you and Steve at "The Dapper Aristocrat" I just might buy some.
@rajkrish9347
@rajkrish9347 3 года назад
Hendrix....dope 😁👌👌
@seanp7871
@seanp7871 4 года назад
Chelsea boots anytime with anything 😎
@BobsCreativeDays
@BobsCreativeDays 4 года назад
Love the looks. Would love to wear Chelsea Boots but I have a wide foot with a very high arch so any non-laced boot or shoe is always painful to wear. Great looks that will look great with whatever footwear you choose.
@maxwrestling1278
@maxwrestling1278 4 года назад
Glad to see you Brother. All the way from Germany. Keep going! I know you will make it ! If you are ever in Germany, hit me up.
@jimrowe4177
@jimrowe4177 4 года назад
I picked up a pair that have the brown fade effect. They're my most complemented footwear.
@67spankadelik
@67spankadelik 4 года назад
John if you ever into the market for getting a more dressier Chelsea boot I would recommend Ace Mark and Thomas bird of London. I own several from each brand and they are an excellent value at the price.
@jeffmullan8206
@jeffmullan8206 4 года назад
I have blue suede Chelsea boots and I love them.
@maxbokol
@maxbokol 4 года назад
I love the black denim jeans with black sweater. Got these all covered. Now, all I have to do is look like John, lol😂😂.
@kevinperry3268
@kevinperry3268 4 года назад
Love myself love my Chelsea boots do a lot of things with him 👌
@grahamjackson1616
@grahamjackson1616 4 года назад
Thank you, great styling, & terrific with Cuban heels,,,, mmmmm
@ApparitionRune
@ApparitionRune 4 года назад
I'm catching this video a bit late but love the video. You should get a pair of carmina chelsea boots. They are a bit spendy but worth it.
@jacksoncrow7662
@jacksoncrow7662 4 года назад
Hi Jon, been wearing Brown Chelseas for 6 months now. They go with everything but need avoid the cheaper versions as they can look bad!
@ttop64
@ttop64 4 года назад
I have a pair of black and camel brown leather Chelsea boots and just recently picked up a pair of grey suede ones. I would eventually like to find a pair of tan ones. I like them for their good looks and versatility. BTW I also have a vintage pair of Chelseas from the 60's but feel the cuban heels are a little bit too high to wear these days. Have a great day John and stay safe and well. Peace. :)
@frankm4486
@frankm4486 4 года назад
John, I recently watched your video where you told your story of the financial hardship you went though. I can't tell you how much respect I give you for doing so. My name is Frank and I am 51 years old. and I still don't know what I want to be when I grow up. I hold a steady job that I can tolerate, for the past 14 years. Although I have many interests, men's style is one of them, I just cant seem to find the... signal... for lack of a better word that tells me ok this is what I should do...go!! Anyway, I'm just writing you to let you know your not alone. There's a lot of guys like us out there. I love your video's and think your doing a great job. In my opinion your Very successful. God bless you my friend
@40OverFashion
@40OverFashion 4 года назад
Thank you very much Frank! I'm glad you're here.
@hebrew80
@hebrew80 Год назад
hi tnx for the video. Request you to please add the brand of the chelsea boot you are wearing with a link please
@andrew1212w
@andrew1212w 4 года назад
Nice video! I own 2 pairs of Chelsea Boots one pair by Geox and the second by John Lewis (UK Store) I tend to wear them during the Fall and Winter months 😊
@PB-np4nm
@PB-np4nm 4 года назад
andrew kelly Are the JL boots good quality for the price?
@andrew1212w
@andrew1212w 4 года назад
They cost £85 dark brown leather upper with synthetic sole size 9 (43) bought last December very good for the money - check out the John Lewis website.
@jamesmeyer2365
@jamesmeyer2365 4 года назад
Great video. What your thoughts on the dress Chelsea boots? Color? Brand? Thanks!
@40OverFashion
@40OverFashion 4 года назад
Thanks James! I only have this one pair from Thursday Boot and I really like them. I also think this dark brown is very versatile.
@ricklogan3006
@ricklogan3006 4 года назад
Can you tell us where you got the boots you are wearing, i think they are great, can't seem to find anything that really looks like these, thanks
@jamilwehbe6945
@jamilwehbe6945 4 года назад
I loved the green olive chino a lot . Do you agree me if suits with a dark brown shirt or better with black. All the best.
@40OverFashion
@40OverFashion 4 года назад
I guess it depends on the suit color, but black is very universal.
@sanjuahmedsiam1171
@sanjuahmedsiam1171 3 года назад
Love from Bangladesh
@maxxsingh527
@maxxsingh527 4 года назад
I love you
@jarodorla6949
@jarodorla6949 4 года назад
I liked the green chinos dark blue shirt and blue overcoat with the boots I'm 42 & that's exactly I roll
@matteng4216
@matteng4216 4 года назад
Great looks! What brand of Chelsea boots were featured in this video?
@40OverFashion
@40OverFashion 4 года назад
Hi Matt! They're from Thursday Boot Co.
@Deadlyfinisher09
@Deadlyfinisher09 2 года назад
Hi, can you tell me what width the bottom of leg is on the jeans? They look like a nice fit over the boot, thanks.
@fredfarrell5
@fredfarrell5 4 года назад
hey the chelsea boot...... im not a fan..... until i picked up a pairs .. omg love them got my first pairs at costco all leather only $45 ,,, now i wished i got 4 pairs... Alfa M thank you,,, lol
@gussy2241
@gussy2241 3 года назад
Where did you get that nice zip up sweater? What size? Great channel!
@mcbacino
@mcbacino 4 года назад
Love that overcoat! Who makes it? Great video, thx John.
@40OverFashion
@40OverFashion 4 года назад
Thanks! It's from Everlane.
@dema7323
@dema7323 2 года назад
may I know which brand is the textured zip sweater? Great video thanks!
@40OverFashion
@40OverFashion 2 года назад
John Henric
@englishdave8635
@englishdave8635 4 года назад
Morning John hope all is well
@GerardoHernandez-fq1mx
@GerardoHernandez-fq1mx 2 года назад
What is that sweater brand? The zipper one.
@willlevine9692
@willlevine9692 4 года назад
Hey John, thanks for the styling ideas. I have a pair of dark grey suede and dark brown suede both from Thursday Boots. Both are Cavaliers. Question, how do you feel about wearing suede with cords?
@dylanlundgren
@dylanlundgren 4 года назад
Will Levine Hey man, question for ya. I usually go down a full size in Thursday boots, and I actually snagged the same grey suede cavaliers off of eBay. I feel like they are way slimmer than any of their other models. Did you find this to be the case? I’ll likely only go down half a size for when I pull the trigger on a new pair.
@willlevine9692
@willlevine9692 4 года назад
Dylan Lundgren Hey Dylan. I had quite the time dealing with Thursday Boots as their customer service was not spectacular. I had originally ordered the Dukes. They suggest sizing half a size down from sneakers. So, I ordered a 7 1/2 which was way too big. Exchanged them for a size 7, which was still too big. Then I exchanged them for a 6 1/2, which was too small. I finally got someone on the phone who suggested I try the Cavalier because I have a narrow foot and ordered them in size 7 which fit and subsequently ordered the second pair. They are slimmer and I like that styling. Do I wish they had a pull tab, yes, but I enjoy wearing them. I wish I wore them more but I seem to find myself wearing my white sneakers more often because I seem to be really casual these days. But I will try to wear them more often. I also have a pair of brown leather chukka boots by Clark I enjoy wearing. Stay safe out there.
@bernardtan1
@bernardtan1 4 года назад
Best thing about Chelsea is that there's no need to tie shoelaces just slip them on & off they are so convenient plus they look like no other shoes.
@LowdenFretter
@LowdenFretter 4 года назад
Great video as always John. A little off topic but did someone already win the Daniel George free suit thing?
@40OverFashion
@40OverFashion 4 года назад
Yes! Daniel’s staff is handling it.
@DrewHen
@DrewHen 2 года назад
What brand are those??
@shaunleonard3878
@shaunleonard3878 4 года назад
John, how did your surgery go? How’s your recovery going? Hope everything went / is going well!
@40OverFashion
@40OverFashion 4 года назад
My surgery was cancelled. Thanks for asking.
@MikiBlue
@MikiBlue 4 года назад
What Chelsea boots feature in this video? RM Williams?
@kentsou399
@kentsou399 4 года назад
Do you wear skinny or slim jeans?
@robertrivas6159
@robertrivas6159 4 года назад
Are there any particularly good brands you would recommend?
@40OverFashion
@40OverFashion 4 года назад
These are from Thursday Boots and they're great. I don't have personal experience with another brand.
@maxbokol
@maxbokol 4 года назад
Hi John. I've been looking around for something similar to your dark brown Chelsea boots. Do you remember where you got those? I really want a pair, lol. Thank you!!
@40OverFashion
@40OverFashion 4 года назад
Thanks! They’re from Thursday Boots.
@maxbokol
@maxbokol 4 года назад
@@40OverFashion Thank you so, so much for responding. I appreciate the help very much. Please, continue what you do, a great help to many of us.
@michaelmcmanus5320
@michaelmcmanus5320 4 года назад
wear them myself in fact just ordered a new pair
@glennmoonpatrol8676
@glennmoonpatrol8676 4 года назад
What about wider legs on the pants? Are these boots limited to tight pant cuffs?
@40OverFashion
@40OverFashion 4 года назад
Personally, I like a more tapered fit, but that's not to say a slighter wider leg wouldn't look great too!
@kevd6034
@kevd6034 4 года назад
I tried these but the bottom of my Jean's kept riding above them. I prefer the skinny slim fit so the boots had to go. Yiu make them look good though
@nuradinismael9579
@nuradinismael9579 4 года назад
👌
@johannalamilla6732
@johannalamilla6732 4 года назад
Me hubiera gustado indiques el problema que hay cuando te sientas porque al levantarte el pantalón Chinos queda terrible enganchado en la Chelsea
@DeadEyeRabbit
@DeadEyeRabbit 4 года назад
The denim jeans. What brands and styles.
@JoelGonzalez-ud7qo
@JoelGonzalez-ud7qo 4 года назад
Agree, need to know what jeans those are that have the proper circumference at the hem. Thanks John.
@40OverFashion
@40OverFashion 4 года назад
Lighter wash are from American Eagle and the dark denim are from Peter Manning.
@MS-qg6jp
@MS-qg6jp 2 года назад
Where do you get this Chelsea? Thursday boots?
@40OverFashion
@40OverFashion 2 года назад
Yes!
@Stophey
@Stophey 4 года назад
Are those chelsea boots in your video from Thursday Boot Company, by any chance?
@40OverFashion
@40OverFashion 4 года назад
Yes they are!
@Stophey
@Stophey 4 года назад
@@40OverFashion I have the same pair, and I absolutely love them. They're so versatile. Easy to dress up, but with just enough little details to make them a great choice for casual wear too. Very comfortable, but they were very snug while I was breaking them in. I'm a big Thursday fan. Just bought a pair of brown suede harness boots from them, and while I haven't had the chance to wear them much yet (thanks, coronavirus!), they are gorgeous to look at. Do you have any videos on proper shoe and boot care, breaking them in, using brushes and trees, etc?
@eyeheartsushi2212
@eyeheartsushi2212 4 года назад
Which boots are those, John? I have a pair of dark brown Chelsea boots but they’re somewhat boring and I now realize why: the stitching is dark. If it was light stitching like your pair, they’d be more fun to wear.
@40OverFashion
@40OverFashion 4 года назад
The boots are from Thursday Boots.
@eyeheartsushi2212
@eyeheartsushi2212 4 года назад
What brand of shirt are you wearing?
@40OverFashion
@40OverFashion 4 года назад
Hi, which one?
@eyeheartsushi2212
@eyeheartsushi2212 4 года назад
40 Over Fashion oh sorry the one you’re wearing while sitting down talking to us. Prince of Wales style.
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