“Don’t cuff your pants”, proceeds to cuff pants throughout video.

You broke your rule. Cuffed the jeans with the casuals

@Trollzrule

8 ай бұрын

He said it himself in the video

@tanyanglali3126

7 ай бұрын

I guess he means leather boots . not sued one

@elliottk2518

4 ай бұрын

Haha

@Hellgrinde

4 ай бұрын

Yeah he literally busts himself and goes to jail for it in the video haha

@benjohnson423

3 ай бұрын

He doesn't scream, "i know what really work is" does he. Mr rolled up jeans.....

0:47 You don't recommend wearing a certain fit because it's "not in style". I've never related to that way of thinking and living life. Having no personal identity and confidence to do what you like as an individual, but letting trends and the idea of trying to fit in and do what everyone else is doing be what dictates how you dress. That's textbook sheep/bandwagon behavior. Being a follower just isn't cool to me. I don't know if it's insecurity that makes people afraid to just wear what they like and instead let trends dictate what they wear. No personal taste but go whichever way the wind blows. It's probably insecurity and desire for acceptance manifesting. It takes confidence and security to not care about blending in with a crowd. The funny thing is, the one who walks into a room and doesn't look like every other person is the one who will actually be the most unique. And a lot of times that's where the trends are born. You'll get a celebrity who starts wearing something differently or in a way that isn't currently popular. People see it and mimic. Eventually the masses slowly start to copy and repeat until it's common. When it's common, the celebrity who is a true unique individual will recognize it's no longer unique and seek to find a new unique style they enjoy. They change and the cycle starts all over again. What it boils down to is that what's actually cool is being yourself. That's where trends are born. To whoever read this comment. I'm sorry it was long winded and I'm not trying to be a jerk or anything. Just sharing my thoughts. I don't think anyone should let trends override what they may personally enjoy, regardless of what it is. Be a trendsetter, not a follower.

@richmck007

3 ай бұрын

It’s other people dictating to you telling how you should and should not wear something like these boots that creates an uncertainty in people’s minds. I agree with your mindset. WEAR it as you see it and not be dictated to by others. Each one teach one by leading by their own example! Amen.

@closinginonclosure

3 ай бұрын

@@richmck007 Exactly, my friend. It's unfortunate that it creates uncertainty in some people's minds. And even more unfortunate is that some people are so in the weeds with following which ever way the wind blows, that they can lose touch with who they really are as an individual. They can lose personal identity and become more of a chameleon. We're obviously talking about style and clothing, but this bleeds into all aspects of people's lives. From political choices based solely on what's most predominant in the area they live and those around them, sports teams they support, music they listen to, and countless other things. It's a shame that more people can't just be themselves and not let trends dictate their choices or make certain decisions just because it's what the majority is doing. That's a hollow, unfulfilling, and a bit of a phony existence to me.

@richmck007

3 ай бұрын

@@closinginonclosure life is short, love the life you live and live the life you love! My mental philosophy on life’s choices. I agree again with your fine words. 👍🏼

@scottc77

Ай бұрын

I wear skinny jeans with my Chelsea’s and boot cut with my Redwing moc toes and no I never cuff my jeans and IDGAF what other people thjnk

@richmck007

Ай бұрын

@@scottc77 Amen to that!

Cuffing your jeans with Chelsea Boots isn’t a mistake. It’s a preference.

If you got a chunky chelsea boot, they look good even with wider jeans or cuffed jeans! Blundstones are awesome with wider pants

Chelsea boots are popular around the world because you can wear them as you like. Some narrower ones you can wear with a suit, or you can go casual. One of the most popular uses of these boots were as work boots such as Blundstone or RM Williams, both built to endure the toughness of the Australian Outback. I have a pair of Blundstones which I use as walking boots and they've been incredibly indestructible. I think the popularity of the boot design is down to their utilitarian nature. Apparently they were first created for Queen Victoria who wanted an easy to wear boot around the paddocks.

what shoe tree and shoe brush do you recommend?

3:11 so much about the jeans and Chelsea Boot thing

Please check out the chelsea boots that Tecovas offers! It has a cowboy heel so it seems like it would be a cool hybrid.

what boots that can fit all of style?

Nice work

Im curious, does Chelsea boots wear or feel different than a lace up boot? Im looking into buying a Chelsea boot. I have a captain Thursday boots so i wonder if its not laced up boot then probably it will feel a little loose?

@kickingbackpunchingcones4099

6 ай бұрын

they don’t feel loose at all if you get sized correctly. they fit like gloves literally

At 2min 54 you contradicted your previous comment! ( and later on in the video you showed another example…) I’ve been wearing Chelsea boots since 1981 and the straight leg jeans or even trousers are the way to go. And always sitting straight on the boot where the elastic ribbing is. First rule is to weatherproof them to have the leather supple and as you say, put a shoe tree inside to keep the shape after wear. A leather sole will wear away in bad weather and also daily use. It is advisable to get a cobbler to put rubber on them or buy them with rubber soles. The toe should always be comfortable ( not too narrow nor wide…) never ‘’winkle pickers’’ as we used to call them when they were popular in the 1970s and I was still not old enough to wear them, according to my father! Now to check out your next video. Cheers!

Great info thank you! opted for some other boots until budget goes from $100 to $200+

What about the sizing ? Are they true fit cause I ware 10.5 and they are saying to down size to 10 don't want a tight fit especially paying 300$ for them

WHAT COLOR boots you show in 7,20. RM Williams? but color is that burgubdy?

Thoughts on Seavees Beyond and Back?

Where's that jacket from though 👀

I have a pair of Chelsea boots with a wedge sole vibram outsole. I wear them to work

Cuffing the jeans with you Chelsea is fire!

what are your thoughts on lu lu lemon abc pants with chelsea boots?

@yesmichaels4571

4 ай бұрын

really?

Great video. You cuffed your Chelsea’s tho! 😅

What leg opening do you recommend for Chelsea boots?

@jordyalmonte42

13 күн бұрын

He recommended slim/tapered fit. You wanna show off the boot

Glad to see BootSpy is making mistakes like MANY guys like us…🤦🏻‍♂️🥴

@BootSpy

8 ай бұрын

I don’t make mistakes

@Slyma17

5 ай бұрын

@@BootSpy makes manstakes

@user-bq8rq8cv4g

4 ай бұрын

​@@BootSpy- What do you think about the Rodd and Gunn men's Port Chalmers Chelsea boots?

Cuffing your selvedge denim jeans with a pair of chunky Chelsea boots though. 👌🏼

Alpha M says light colored pointed toe seude boots like the honey colored ones you got arent in style anymore and I have the same pair and I admit I dont really like the style on me. Should i keep them. Is he right. I want to like them i just feel like a clown.

I think the skinny jeans still looks best with the Chelsea boots regardless.

@CogMarks

3 ай бұрын

…if one has the body for skinny jeans. I was thrilled to see skinny jeans go out of style, because the only people who fit in them well was middle school age girls.

Clicked thinking this would have to do with functionality. I wish I didn't know that this existed now.

You can surely cuff your jeans with chelsea boots (suede the best), however only with slim fit jeans...so in USA not common. In Europe very common.

@mujxx

5 ай бұрын

I love my suede common projects, all my jeans are slim fit, brought up and love EU clothing, US style is lol don’t want to say anything

Explains how cuffing your jeans is bad (1:34). Proceeds to illustrate his narration with stock videos of cuffed jeans (2:55, 3:08, 3:40)

skinny jeans are the only jeans that go with chelsea boots imo. if you say people should not cuff their jeans, dont do it yourself when advertising a suede boot 2 minutes later in the video..

Cuffing is ok, if your jeans is narrow enough

"Don't cuff your jeans with chelsea boots" - proceeds to show footage 90% of which is chelsea boots worn with cuffed jeans

I just work in them like ya know boots were meant to be

When I was growing up, you never cuffed your jeans unless you wanted to get harassed.

Just in time for RedWing's new release..

My almost non-existent instep prevents me from wearing anything without laces, but that RM Williams reminds me of the Caswell chukka. Beautiful. In my opinion, a work Chelsea is a contradiction of terms, like putting off road tires on a Ferrari. To each their own.

@awdtw

8 ай бұрын

Jodhpur / Chelsea boots are common as dirt here in Australia as work boots, from livestock to concreters and construction. Rare to see a chisel toe in the work place, but very common around livestock folk. Round / almond toe very common in construction. Never actually seen a concreter wearing a lace up boot, likely because they can swap between work boot and gum/muck boots easily. Rossi, Blundstone, Redback and RM Williams, all good to go here in Australia. RM Williams gardner with commando sole is my go to work boot.

@KalbiKing

2 ай бұрын

If you ever go to Australia, look at all the tradies working. They're pretty much all rocking blundstones to work.

How is it a mistake? In what universe do you get to make up the rules. Hey guys, wear whatever you want. Chelsea is a suburb of London. RM’s are riding boots.

You know that cuffed Jeans were worn probably 30 or more years before you were born. And you probably don't know one of the main reasons for the cuff pants back then during the 40's and 50's other than getting them to length. Anyone want to venture? Anyone around during that time? Nice to see that our old styles are coming back. I see a lot of styles that are coming back and the funny thing is most of the generation are thinking it's their ideas . :)

So, if cuffing your jeans with your Chelsea’s, why would you show the casual Chelseas cuffed lol!!

There are some descent cheaper Chelsea boots . I like sonoma, chaps , Madden NYC

The only thing I agree with is #7

Much better to cuff than to have pants pooling on the boot. I find it odd that after you said to NOT cuff, you showed several clips where the pants WERE cuffed. Gotta disagree with you on this one.

I heard some advice once; never cheap out on anything that separates you from the ground. So shoes, tires, mattresses… buy something decent.

Well we can’t have different pant lengths just for Oxford vs chelseas

Don't cuff your jeans, period. Get them hemmed like a normal adult person.

Whats the point in buying really nice Chelsea boots and no one can see them because your jeans are over them? Team skinny jeans + cuffing

@8.36 "you dont want to condition the leather too much" is that for real? i polish my (wear every day) blundstones once a week....a pair lasts a few years.

Just wear what you like. So many rules for everything, life is already so complicated.

I prefer baggy jeans with my boots. I just like it when my jeans cover my shoes

style and chelsea boots lol

What jeans should i wear with these boots.. Congrats if thats your biggest worry or decision to make right now 😂

No cuffs for real!

I’m suspicious about using shoe trees in Chelseas for fear they could stretch the boots and fit looser, or driving with Chelseas and stretching the elastic, what do you folks think? Am I overly cautious? Thanks

@yme3267

8 ай бұрын

Yeah man. You're over thinking it haha I have boot shoe tress from Thursday boots. Really great! Not an add for Thursday. They're just cedar and were easy to find lol

@awdtw

8 ай бұрын

Tree's are a must for my chelseas. The area just behind the toe wants to drop unless it is supported. People who don't want to shell out for actual wood tree's should at the very least use paper or something to give the boot some fill when not in use.

@steveedwards8490

2 ай бұрын

I use the plastic DASCO shoe trees. They work fine and help keep the shape of your boots. The boots don't stretch.

This video showcases his worst nightmare... Cuffed Jeans

This guy said Chelsea more times than a girl named Chelsea... 😂

R M Williams vs. the Grant Stone Chelsea Boot. The Grant is a little more affordable. Cheers..

Make up your mind with the cuffing

most of these are pretty opinionated, i personally think wider jeans and cuffs look great with most chelseas, if anything the mistake is wearing jeans with a pair of slim dress chelseas

Baggy jeans are rubbish, im sticking with skinny jeans

this guy needs to update his channel name as Dress Boot Spy at least...

The fact that there has to be a video about what pair of jeans to wear with a boot tells alot about the world today

Too many years wearing western boots. You’re not getting me into skinny leg openings or tapered anything.

"mistake" lol. more like personal opinion.

Saying a Chelsea boot is not a “manly” look is just silly and born out of insecurity. A bulky Chelsea like the Red Wing with a looser fitting jean cuffed to almost the top of the boot is a super popular look in Chicago and I think, pure fire.

Mistake no 8 - watching this ......

Skinny fit jeans are not my deal!!! Slightly tapered jeans at the bottom are great!!! No cuffs at the bottom period!!!! 😎😎

Tells not to cuff and then shows multiple videos with cuffed trousers. Wow.

Unless your Huckleberry Finn, never cuff your pants!

I have to disagree with you on the cuffing part.

Told people not to role yp your jeans.. in every video guy had his jeans roled up? Cuffed up 2 shit

Men wearing boots named "Chelsea".

Keep working-never wear the same pair of shoes (or boots) 2 days in a row

Is buying Chelsea boots not a mistake in itself?

Wearing any type of Chelseas is an abomination.

Your equipment is too small if you need the shoes to be seen this badly. Quality shoes need to be heard not seen.

Never take amphetamine 😂

The only real mistake is being a slave to fashion. Be yourself. Wear what you like. Don' t act like a lemming.

Wearing them in the first place!

Why not skinny jeans/pants over Chelsea ?

@bigboycreams4769

6 ай бұрын

People seem to think you aren't allowed to wear skinny jeans anymore. Of course spray on jeans are very ugly but if you have slim legs then skinny jeans would look great.

@remington_acr1651

6 ай бұрын

@@bigboycreams4769absolutely. Especially if they compliment your body type. Nothing wrong with a good pair of quality skinny jeans.

Ha ha, stick to what you said as is your preference or choice. Your preference or choice doesn't mean to say it will look bad just because you say so. Your far from the guru of chelsea boots, especially for European fashion!

Just wear shorts, problem solved!

Number 1 most common mistake when wearing Chelsea boots is wearing Chelsea boots

@pacopaco897

6 ай бұрын

Why

The first mistake is wearing Chelsea boots.

Clickbait thumbnail

Rule that they brake; No1 ) wear them...

@OC-CPA

8 ай бұрын

Moronic take.

@markoi.83

8 ай бұрын

@@OC-CPA It's a joke not a dick. Don't take it that hard...

@OC-CPA

8 ай бұрын

@@markoi.83 You're killing it with one moronic comment after another.

No cuffing your pants. It’s a terrible look. My girl friends literally always make fun of them.

the only chelsea boot mistake is buying chelsea boots..

@OC-CPA

8 ай бұрын

Moronic take. Chelsea boots are objectively great.

Number 1 on this list should have been: buying a Chelsea boot.

@OC-CPA

8 ай бұрын

Moronic take. Chelsea boots are objectively great.

@No_Lucks_Given

8 ай бұрын

@@OC-CPA You're objectively wrong. You may as well just wear your sister's Uggs.

@OC-CPA

8 ай бұрын

@@No_Lucks_Given Your comment is so mindbogglingly stupid that I'm not even going to bother asking you to explain it.

@colinschmidt3475

7 ай бұрын

@@No_Lucks_GivenThis is the kind of take I’m here for. Entirely devoid of content. Just mindless, empty, uninteresting pseudo ideas.

The biggest mistake is buying them.

chelsea boots are very feminine, & your styling tips are too

Men don't wear these.

this may be the gayest video ever.

Chelsea boots are a poormans boot design

@OC-CPA

8 ай бұрын

Moronic take. Chelsea boots are objectively great.

In my opinion, the Chelsea boot itself is a mistake.

@OC-CPA

8 ай бұрын

Chelsea boots are objectively great.

@needfoolthings

8 ай бұрын

​​@@OC-CPAEven if it were so, men don't go for objectivity.

@OC-CPA

8 ай бұрын

@@needfoolthings Speak for yourself. I'm not perfectly objective, but I certainly strive to be.

Buy, this style of boot is a mistake. They are so ugly!!!

Is it just me, or Chelsea boots just kinda feminine looking.