STACKED vs CUFFED: How to Wear JEANS with BOOTS

[@cmiller7299]

Cuffed always says "I'm trying to look cool." A well-fitting pair of pants simply worn as-is always looks better IMO.

[@LeadMunitions]

yep

[@cmiller7299]

@@exithero Well I'm 6'5" and still think cuffs look a bit silly ha.

[@mikerodriguez3132]

Totally agree

[@thealteredstate4203]

but if you wear selvage jeans you gotta cuff em to show the id lol

[@lowdown5150]

Yep!

[@joeink37]

52 and wearing skinny selvedge jeans with either Thursday Vanguards or Chelsea's. Cuffed and looking quite styley , thank you very much. Plan on doing so through my 80's and giving less of a damn with each passing day.

[@-IE_it_yourself]

never change. what ever looked good when you finished high school or college, just keep rocking it. dont let the history die.

[@JM-rp9qf]

52 and wearing skinny jeans 😆gheeeeeeyyy

[@peterhess2610]

I’m 74 and I wear slim cut jeans, no cuffs, and lotsa Thursdays. I was blessed with good genes. Those are the ones that really matter.

[@joeink37]

@@JM-rp9qf You're adorable.

[@hantswalker]

Great video William, one of the best. I am a loyal UK viewer aged the wrong side of 60. I've just returned to wearing jeans after many years - make that decades. I got myself slim fit pairs of Levi's, Wranglers and some selvedge jeans. I'm wearing Thursday Captains. I am a big guy, over six feet tall and as we say in England, "big boned". Can a big guy over 60 get away with cuffed jeans? Stacked - I wouldn't go there!

[@BootSpy]

Glad it was helpful! And yeah, I think you can definitely pull it off. Thank you for watching!

[@larryc5361]

Don't cuff your jeans. You'll look like a man-child

[@excessemail2344]

I guess I'm too old. The clean break looks the best to me.

[@samus4040]

“Clean break”. Wearing your pants 😆

[@Silver_Falcon_79]

Wow! I'm glad I'm not the only one who likes the Selvage cuff. I have seen many videos with guys doing the Cuff and Roll.

[@chipdouglas4502]

I really don't like the way they looked cuffed.

[@matt.huskey]

Thanks for mentioning OuterKnown. The best clothing brand I've ever owned. Love their Denim especially the selvedge. I own almost every jean they make. Great information on Cuffing but, I'm more in to stacking or letting them hang. Thanks for doing what you do.

[@TJBennefield]

Never been a fan of the cuffed look.

[@Brian-ee1gx]

Looks dumb, and if you actually do things that require boots crud can collect in there.

[@TJBennefield]

@@Brian-ee1gx Yeah. If I wore a black leather jacket and slicked my hair back, maybe. But my name isn't Pony Boy and this ain't the Outsiders.

[@cheeeeezewizzz]

@@Brian-ee1gx These are fashion boots.....

[@anw9485]

100% agree. I'm 5'7 and don't roll or cuff my jeans. It looks good but make my legs look shorter. I like 512's with Captains.

[@ralphh.2200]

In the fifties we wore Levis-they were 501s-with the 1/2 in. hem turned over close & tight...then (1) more tight same way....with a half break...a skinny belt with the buckle at the Port Bow, but mostly no belt...some guys pegged em tightly & wore blue suede roach killers.

[@tootsownhorn5874]

Roach killers and mosquito kickers

[@Adam-ow9xk]

Thanks for being the only American on YT that doesn't scream at us

[@apawstate]

I'm with you on the raw denim thing. I had a pair of raw that I broke in for like 6 months before first wash and they felt like a canvas potato sack. Simply not comfortable at all.

[@guynamedjohn69]

my momotaro's were like that but I can wear them as pajama pants now because they are so soft

[@guynamedjohn69]

15.7oz

[@dominionn09]

Dude, I did the “pin roll” in the 80’s as a kid cause all the jeans had big cuffs. Check out Zack Morris from Saved By The Bell. That was the preppy style boi! 😂

[@kmw5100]

I must confess I think cuffed jeans look good on people with slimmer to average builds, and that are maybe a little taller than I. For me i'm 5' 10" and well on the bigger side, cuffing just makes me look a little dumpy and my legs shorter. Especially so because being 250 lbs and trying to wear slim jeans is obviously not the move. I wear Levi 502 regular tapers because they still taper in and give a nice tailored look, but I usually still have to get my 40x30s hemmed a bit for that no break look.

[@meinolf153]

That's why boot-cut jeans exist. They fit over the boots. I wear them all the time, even with normal shoes.

[@ewxlt]

Dad vibes

[@Adam666...]

Your first problem is your wear shoes with jeans

[@jonathansandberg5219]

They fit over cowboy boots specifically because of the tall and wide shaft required to pull them on. You don't need that at all for 6 inch lace up boots, chelseas, etc. I understand liking the look of them for sure but saying all boots need or excel with bootcut jeans is just not true.

[@Forester17]

I always thought cuffed jeans were when people had bought jeans that were too long and coulsnt afford to have them taken up to fit properly

[@johnsports32]

Maybe it’s just an age thing but I’ve tried cuff or roll my jeans and never like the look on myself. For reference I’m 40.

[@BootSpy]

Yeah it's not for everyone. Thank you so much for watching!

[@StolenAlias]

You’re probably wearing the wrong fit and color. Get some slightly tapered dark indigo jeans.

[@Zelinc]

I'm 35 and feel I look better with a cuff. I am also 6'3" and have a more casual style.

[@eeeeeeeeejks]

I agree with you and I'm 41 lol. I honestly thought there might be some kind of functional reason for this, like it started because someone wanted to keep their dark wash jeans from leaving marks on their leather or white sneakers. To each their own though!

[@thatoneguy6290]

I've started cuffing inside out, to keep the hemmed look without the break between jeans and boots

[@boomerang379]

I ain’t rolling my britches legs up

[@torqueofthedevil8145]

So under 5'6" Don't stack your jeans but over 6'3" stack your jeans, what about all the heights in between which is the vast majority of people?

[@-IE_it_yourself]

cargo shorts

[@Febeleh]

​@@-IE_it_yourself😂rekt

[@Infinitebreak97]

I wish I could do clean break. But my pant size is 28x28. And the smallest I find everywhere is 28x30 when it comes to edc jeans. So I need to stuff those extra 2" somewhere

[@HotelBravo556]

Stack all the way. Don’t be a try hard.

[@DrMetalpin]

Hate cuffed pants. Doesn’t matter what kind of shoes or boots someone is wearing. Just not a good look to me, unless you are Tom Sawyer or Huckleberry Finn. ;)

[@brad6440]

Lmao that “pin roll” is how a lot of service members blouse their pants (but in rather than out). I used to do this with a blousing strap in my ABUs. Now I’m in flight suits so no more blousing for me.

[@aaronsants8300]

Is it ok to cuff jeans that are not selvedge? With my moc toes.

[@boy_what_the_hell_boy]

dude can you tell me what kind of shirt that is it seems to be denim but i can never find anything (online) that looks like yours i just went through 20 pages of shirts on amazon and nothing comes close except a levis classic western shirt but i dont like their red tags lol

[@thepugsta]

What Levi’s do you recommend for the Iron Rangers? Thank you

[@0ddman1]

How can I style a relaxed or regular fit with boots?

[@mickosullivan2962]

Enjoyed this immensely , at 67 years young i just got some great info on style . I am 100% and Allen Edmonds kinda guy who embraces the entire boot lineup of Daltons , Landon’s , Hamiltons , and of course Higgins Mill ! Again I really appreciate your insight !

[@pressp69]

Hey William, Just got a pair of the Grant Stone Brass boots based on your recommendation. LOVE THEM! These boots are SOLID! BTW Is there any particular Levis you'd recommend to someone who is 40ish, pretty athletic and about 6feet?

[@cmr1981cr]

Do what you want. Not what somebody tells you to do.

[@justalayman77]

yep

[@Blobby_Hill]

i will never cuff my jeans idgaf what anyone thinks

[@benjaminrice7612]

cuffed and rolled is perfect for a winter flannel lined relaxed fit jeans with boots. Fashionable and functional by keeping that slush from soaking the bottoms.

[@jeffredman6653]

I enjoy a good bit of your boot content, but as a guy who grew up on horses, worked for years from horseback, and worked for years on the ground in agriculture wearing packers or pull on riding boots or redwi g work boots, I think this video is funny as hell. We could afford only one set of jeans, and we wore them long, stacked. If you got them shorter, when you get in the saddle, they run up your legs and you look like a kid with last year's pants.

[@NDB469]

I’ve tried all different way but typically go with the standard stacked. Screw it! Lol

[@fivedogsranch9288]

At 55, 6’4” and 265lbs my wife says I’m too old to cuff when I’m wearing 6” side zip, laced Connelly’s black capped toe and brown wingtip. Is 55 too old?

[@Eunegin23]

No. All depends on the individual. Look at some guys in their 20s and you are happy with your age.

[@MattyHogue_73]

Very helpful vid. Thanks

[@zerne1000]

No break is best

[@yeti2237]

Thanks for height guide usually people don't include that

[@robgriz72]

Wrangler 13MWZ’s or Branded Denim 102’s bought to stack when cuffed so you don’t look like your wearing high waters when your on your horse…but that’s just me.

[@vermaklepis]

Faux cuff looks best on me, any thoughts?

[@StolenAlias]

What are those?

[@artstech]

I was doing this over 25 years ago in high school

[@justalayman77]

I'm 45, not skinny and i wear my jeans, taper the way i want to wear em.

[@peterkowalsky2534]

When you actually wear Work boots for work you don't worry about this. Having your cowboy heels stuck in the cuffs is really cool?!

[@Jesman71]

So no cuff roll for guys 5”6 and under?

[@shamanllama]

It depends on who you are. I like a LIGHT cuffing that is barely obvious because its a slender cut, and I do it more to accentuate my boots but also not get them caught up on my pants. I do think it looks cooler. But I do think it's annoying if you use TOO MUCH cuff. I don't like the way pants falling over boots looks, but just my opinion. I also don't give a fuck how another man wears his pants.

[@darrellhendrix5502]

You missed cowboy style where you buy your jeans 4" too long to where the cuff drags the ground until they just wear away. I buy jeans that fit so I look like an adult.

[@TrueSwag10]

Clean Break is where its at

[@O_MontY]

Does any of the cuffs work for short dudes?

[@marlonbravo9466]

Great video! This will apply to my boots I ordered from Thursdays! I ordered the Stompers and I will definitely try cuffing my jeans with them! -M,B. (Canada)

[@markgraham72]

Well I'm 50 and I cuff my jeans I was pinrolling them back in the '80s. It's about having style.

[@njfuentesrespecter81]

I’ve never understood this. If your jeans don’t have 2+ inches of stacking, what’s the big deal? All the fashion people say the same thing, but my simple brain thinks it looks normal to just have slim cut jeans that end just below the top of the boot

[@stefanjovanovic5651]

One question what about chinos, maybe a new video idea? Nice channel by the way, you got a subscriber.

[@samus4040]

No man should be rolling his pants in any way.

[@Jebro439]

Great advice William

[@BootSpy]

Glad it was helpful! Thank you so much for watching!

[@Authan65]

What watch are you wearing?

[@davidthornhill7375]

The pin roll seems 🤔 more like the UK skinhead look much love from UK 🇬🇧

[@LouisWinthorpe622]

I'm older. I'm just watching out of interest. Wait til I tell you what I did for a couple of months in my life, for a laugh. I had pretty skinny jeans, although they weren't so tight from about 4"and or 5" from the ankle. They started life, originally, as too long. I cut them across with scissors, to a 'slightly, too long' length, so as just to let them fray. Then I cut up the inside seam by about 2" and wore them with black suede Cuban heeled Chelseas. Oh, I almost forgot to mention. The jeans were black, so I layed them flat in my mother's bathtub and just poured a bottle of bleach all over them, in various sized blobs and stuff, front and back and once they were all white, grey and black bits that I was happy with, I rinsed all the bleach off with a showerhead. The bleach idea came from what skinheads used to do with skintight blue jeans, which they then wore with braces and oxblood or cherry red Docs. Except I was into Crazyhead and The Cult and had long hair way down my back. I made cuffs sometimes before they were called cuffs, too. We just called them turn-ups. Point being: Enjoy yourself, try new things, do whatever makes you feel good and feel happy and don't give a shit what nay sayers or boring squares say. Having said that, I'm not sure about cuffing, now, at age 52, ha. Fine if you do, it's just me being self-conscious. But you should definitely do it if you like the look and want to. It looks good to me. And don't listen to these guys who infer that it look like 'this' or it means you 'that' (like it's try-hard, etc). It doesn't mean shit except it's your clothes, your sartorial choices and your own personal style. And it's nothing compared to what I used to do, or the shit I used to get off the local hicks back in about 1986, 7 or 8.

[@filipesilva171]

Whats the colour of the president he is wearing in this video?

[@jmac321]

Stack only

[@tplambert]

I was just watching this video then a couple of hours later for some reason ‘love shack’ by the b52’s popped in my head and I watched that video, and I just realised you look uncannily like the lead dude from that band. ‘I got me a Chrysler that’s as big as a whale’. You may have to review some 80’s boots ;-)

[@BootSpy]

Hahaha that's amazing

[@Willghanistan]

Cuffed makes me feel like I'm in grade school again with the wrong sized jeans. I wear cowboy boots so the stacked works for me.

[@floppa4934]

I just tuck my jeans in my boots because I have tall boots and the jeans won't fit over them plus it's keeps them clean and dry from snow and mud

[@B00merBob]

I'm old enough to remember how Levi's jeans only came in raw denim. No prewashed holey jeans!

[@aposteriori421]

Tucked of course!

[@SoFloCichlids]

Cuffed Jeans have been a thing since jeans became a thing idk why people hate it so much. I do think however it can get pretty overboard real fast. I usually hem my denim to the point where I can cuff to the point where there is no break. Too high and it looks pretty silly for someone like me with a stocky build.

[@kristijan8518]

I've been hitting the gym a lot and my legs are quite thick so I have to wear straight cut jeans. So the hem is really wide and it looks weird and bulky if I cuff it. Any suggestions how to make this work?

[@guy_5229]

Have you ever tried a fit with more room in the thigh but more of a taper when you get towards the ankle? I think “athletic fit” is a term a lot of brands use for this type of fit.

[@kristijan8518]

@@guy_5229 i don't live in a rich country so the options are quite small here. Generally it's between slim and straight fit. Maybe I just need to search in more stores. I used to wear slim fit and it was great, but since i lost 15 kg the slim fit is too tight in the thighs.

[@James-id5xq]

Try athletic/relaxed taper fit. Room for thighs and slimmer at the ankle. Nice modern silhouette

[@MikiBlue]

My favourite subject

[@Eralen00]

All i have to say is, wearing skinny jeans won't make you look skinny unless you already are. I see a lot of heavier guys wearing them and that can't be good for your cardiovascular system. Even if you're average build and you wear skinny jeans, you're pushing it

[@larryc5361]

Lol big guys in skinny jeans is a ridiculous look. Yet I see it all the time. Circus look 🤡

[@rosenthalsmith2599]

I'm such a man that I judge other men on how they roll or don't roll their pants. 🤣

[@yikes6969]

*unzips pants and pees in your mouth* You say "thank you, I enjoyed that"

[@j-sammys5549]

Pinroll forsure

[@RR-nc4cs]

This is great for those who don't know how to dress themselves without advice

[@bushisahomo]

There is no right or wrong way. whatever you like.

[@johnmoore1949]

Cuffing reminds me how I wore my pants in the early 80’s! It was cool then. But now??…. Cuffing has always been a trend. 1950’s, 80’s and now. I don’t follow trends after the 80’s. Traditional is always best.

[@peterparahuz7094]

2:26 this looks like you are getting ready to build the empire state building, or fix a studabaker. 3:02 or 5:57 this is the only one that looks reasonable.

[@zainudinsulai7509]

How to wear boots in hot weather

[@Burden-Boy]

What kind of jeans are good to do the pinroll with Thursday boots?

[@jdnly9716]

You can wear skinny jeans even if you are over 50 if ur skinny/thin because often they look like normal fit on that bodytype. Also it depends on your looks. There is no set rule for eveeyone.

[@-IE_it_yourself]

true, but it good to be aware.

[@davidcoleman2796]

I cuff my jeans now with my boots . Its just a better look .

[@user-dy4rp6bq8e]

I wear steel toe boots so dosen't matter

[@erk-1]

Skinny jeans LMBO

[@V0ltron]

If you wear skinny jeans, you shouldn't be wearing boots. You should be wearing heels.

[@cheeeeezewizzz]

What if the guy is skinny?

[@gjones963]

Lmao

[@drivecasual3250]

I love the content. Bought a pair of captains based largely on your reviews but when it comes to how i wear my jeans… you lost me. I thought cuffing or stacking jeans was what you did when you got hand me down clothes you did not fit into or when your parents tried to save money by buying something you could grow into. lol all that is well and good but i’m 36 and i’m not growing.

[@BootSpy]

To each their own! I appreciate you watching and commenting, always great to hear other perspectives!

[@bordoncolombia9497]

Hi William!!!, we wrote you an email weeks ago!!!! Please take a look!!!🙃🙃

[@tempestandacomputer6951]

Great video, but thats a pass on cuffing for me. No break is just more formal and effortless looking to me.

[@tommartin1223]

I'm disabled. Folding my bottom of the jeans is hard for me. So...I just wear my boots with jeans over them.....as ugly as I am. It won't matter much anyways

[@Werewolf0216]

Honestly, I think that is the best look -- cuffs don't look good to everyone.

[@Brutalious]

Lmao so much fragile masculinity in these comments.

[@rajaparfume3198]

when you don't cuff your jeans, you look like jeans cloude van damme

[@wadejensen3301]

Cuffed just looks silly....especially on anyone older than a teenager

[@dorcasowens1210]

Cuffing or rolling jeans is very juvenile....only for kids under 20? If jeans are too long with boots get them tailored to fit properly. Cuffing or rolling jeans not for adult men,

[@Werewolf0216]

Cuffs of any type -- not a good look

[@AMPProf]

#23

[@user-ny6fj8bv1l]

Please remember for all those "Bad Boys" wannabes almost everything shown is a pun and wimpy boy thing. When you wear your boots and want to look like a bad boy; remember the Hells Engels or the Mongols. Those guys are real bay boys and they don't role the jeans to look stupid. Just think about !!!

[@goofyrambo2173]

Nah, roll up is illiterate in 2024, it was stylish back in 2008.

[@Kingfisher1215]

If you are going I cuff your jeans, at least finish the look with a white t shirt, black leather jacket and slicked back greasy hair. Otherwise let this hipster trend die, along with beards and wearing “never seen dirt” carhartt jackets.

[@ben2808]

Jesus loves you

[@houla]

I came here looking looking for boot knowledge, but there just seems to be a bunch of ladies talking about fashion here. I'm out.

[@nimmichagger165]

Cuffed jeans scream ‘I’m trying really hard to look cool and trendy’ - better just to look natural and casual.

[@jbeezostl]

Cuffed jeans look cool however you will be considered a hipster. Nothing wrong with that, just something to keep in mind if thats not your current style

[@julesred74]

Never ever cuff jeans… ever.