GET INSPIRED with these 13 Stories about Wearing Cowboy Boots for the First Time

If you want to wear cowboy boots more often, listen to these stories of people wearing boots for the first time for inspiration!
Contents and timecodes
00:00 - Intro
01:02 - Twisted X spot
01:49 - Dennis from California
04:03 - Rob from New Jersey
05:54 - Michael from Arkansas
09:32 - Julian from California
12:10 - Cody from Mississippi
13:19 - Dylan from California
15:14 - Gayle from Canada
18:55 - Neil from Scotland
21:38 - Michael from Virginia
22:54 - Keith from North Carolina
25:06 - Randall from Tennessee
26:30 - Michael from South Carolina
29:43 - My Story
32:12 - Outro
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#CowboyBoots #Boots #JeremiahCraig

[@sailingneil]

Definitely learnt to just wear what I like and not be overly concerned with what others think. TBH it is positive most of the time.

[@robbie5396]

Good for you. It's not so easy in the UK is it but I really enjoy them, find them super comfortable and like the look so what the heck. I'm too old to care. Keep up the good work in Scotland!

[@JeremiahCraig]

Great attitude Neil! Water off a duck's back!

[@JeffPipkin09]

I'm 44 from Indianapolis, IN and I got my first pair of cowboy boots (Tony Lamas) from a great little boot shop in Medora, ND. I haven't stopped wearing them since. They are so comfortable.

[@paintballjunkie65]

I am 31 and just started wearing boots 2 months ago. I wore them every day (days where i wasnt around friends) for about a month, before i wore them around my friends. Over the past month, only one friend has even noticed, and they commented on how cool they were. They now own their first pair haha.

[@JeremiahCraig]

That's what I'm talking about!! Great work J!

[@tylerdouglas8899]

That’s how I got into cowboy boots one of my good friends started wearing them and tried to convince me to get a pair for probably a year now I have 2 pairs and I want more 😂

[@christopherpastion809]

Love the channel! Chicago boy, grew up in the hood. Family from Kentucky wore cowboy boots growing up. Was always interested in them but never thought in a million years I’d own a pair. Fast forward 30 years… I’m literally in Houston Texas for work and decided to stop in Boot Barn after coming to Texas a few times. Walked out with a pair of Cody James and absolutely love them!!! Growing up I was told Tony Lama was the way to go and I found a pair I have my eye on, but overall still happy. Came across the channel trying to learn more about boots and have deep dive on the channel. Sitting in my hotel room I decided to condition them so I can wear them home tomorrow (awesome video btw). I’m sooo stoked I finally got a pair and already looking at others along with the second hand market. Loving it and will continue on this journey!

[@robertburey4704]

This is your best video yet. I've been in boots for over 40 years and grew up in rural WNY Attica where me, my friends and pretty much EVERYONE in those days wore boots. I got away from them for no real reason, but I had back surgery and was laid up at which time I found your channel which inspired me to pull my 30 year old Nocona and Justin out of the closet... instantly I thought why did I ever stop wearing these... I know have purchased 8 more pairs and still going. This is all because of you Jeremiah, I can't thank you enough for bringing back to boots... oh, one of those new 8 pairs is the one of one Jeremiah Craig roper BNV

[@PUNISHERMHS_2021]

I started during the pandemic, dad let me choose my first pair as a bday gift. No one but my family noticed at first, now I'll occasionally get compliments here and there. My friends will tease me with yeehaw comments occasionally and I'll do the worst western movie accent in response 🤠 I don't even remember why or who got me interested in anything cowboy related. One day I absolutely despise country music and I go "Hey! I've never even heard country music, I'll start today" from then out I got deep into country music, then Red Dead Redemption II came out, and suddenly I was wearing boots, hats and buckles! I feel great in them, huge boost in confidence. As for how long... Well I'm turning 19 so a year, have about 5 pairs I think soon pair number 6 (if I counted right) will be Luccheses! Can't wait

[@JoseGonzalez-kt8ti]

I’m 50 years old and just started wearing boots in the last year and a half. It’s been an awesome experience and game changer for my feet. I should have started wearing boots a very long time ago. I now wear steel toe boots for work and I also wear them in my daily life.

[@delaneysauer2068]

Hey everyone! I just wanted to add that I sell cowboy boots and the best time is when first time buyers come in and they absolutely fall in love with a pair. It’s such a fulfilling experience for everyone. Great video!

[@JeremiahCraig]

I call that the spiritual experience!

[@adamreyling6505]

I remember wearing my first cowboy boots. I was nervous how it would be received. I got many compliments, and comments like i didn't know you wore cowboy boots. That would have been 20 years ago now. Boots are the only footwear i have, wouldn't have it any other way!

[@JeremiahCraig]

Love it!

[@kr115]

First time I wore boots was in high school. Didn't wear boots in college because I never saw anyone else wearing them. After college a buddy of mine wore them so I started again, but only on rare occasions. Then in 2015 or 2016, I started wearing boots again and now, aside from when I'm working out or wearing shorts, boots are the only footwear I wear. If you compliment a guy wearing boots and say "nice boots", make sure your tone doesn't sound condescending. Might be better to say, "Hey, those are really nice or cool boots." Just a suggestion. What I've found is the more you wear boots, the less of an issue it becomes that you are wearing them. It just becomes the norm. Keep doing what you're doing, Jeremiah.

[@joevarga5982]

I think my grandparents must have bought me my first pair of cowboy boots when I was maybe 5 or 6. I remember that they were black. Then I spent my entire adult life wearing tennis shoes. I'm 58 now and bought my first pair of cowboy boots as an adult maybe a year and a half ago and just started wearing them in public earlier this year. I started watching Dog the Bounty Hunter's show a couple of years ago and Duane explained how cowboy boots give you a little elevation. That sounded really good to me, so I began thinking about getting a pair and visited a couple of local Western stores but couldn't find a single pair that I liked. So, I started searching on eBay and that really opened up the selection. I started with a pair of used like-new Ariat boots and kept finding more and more that I liked ranging from $25 to about $90, all used. I'm up to 9 pair now. The deals on nearly-new boots are incredible, and they're all beautiful. I was a bit self-conscious about wearing them in public for the "first" time, so I started out wearing them at home for a few weeks and getting used to them. Then I went to a grocery store and back. Then I visited some friends. Some noticed the clomping noise right away and others seemed oblivious. I can't imagine getting any flak as an adult, although this is in WA State. I'm planning to move to AZ soon, and I don't think wearing cowboy boots there will be considered particularly unusual. I must say, they took a bit of getting used to and weren't very comfortable at first since more of your weight is on the balls of your feet rather than the heel. I'm hardly noticing now.

[@JeremiahCraig]

Having lived in both WA and AZ I can confirm that it is much more accepted in AZ haha. Great strategy going second hand with slightly used boots on eBay. It's such a smart way to get into boots!

[@Yorker1998]

I got into cowboy boots and the whole western genre when I traveled out west for the first time to Wyoming. I was 12 years old. Then I got really into the game Red Dead Redemption (the original) which got me even more interested and had always wanted a pair of boots. I was thinking a nice, minimialistic black pair with a rounded toe. Well last summer, I finally got a pair. They are my personal favorite footwear.

[@JeremiahCraig]

Great way to get into boots! That's a great game. I hope to be able to play the second one someday too

[@WesternWearEnthusiast]

This was an awesome segment!! I have worn boots for so many years and I usually received compliments on my boots. Some of those compliments actually came from people I was surprised that they even noticed the boots. When I began suffering from chronic pain due to severe motor vehicle accidents I was surprised to find how helpful they are if you suffer from back, neck or leg joint pain. Cowboy boots are fantastic footwear to wear to help control pain.

[@JeremiahCraig]

I agree! My feet hurt much faster much sooner when I'm in sneakers all day instead of boots. Plus boots are great for my posture

[@martyc218]

Be who you are. Wear what makes you feel good. Cowboy boots are amazing. Get pair you wont regret it.

[@Infernalcx]

grew up as a kid with cowboy boots… stopped my middle school/high school years… and after leaving the military i slapped some on again… love cowboy boots especially living in the country

[@Johnny_Boy503]

I started wearing boots in February this year, and started wearing a matching western/ranch wear(cowboy hat included) living in the city, going to school. I’ve gotten a TON more compliments such as “nice hat” or “nice outfit” along those lines, as well as questions, and people coming up to me to talk simply because of what I wear. Safe to say I’m quite recognizable in the area and made a bit of a reputation at my high school. I guess the take away is “Don’t be afraid to be you”

[@Talon6551]

I am 61 now. I started wearing cowboy boots two years ago, mainly because of this KZbin channel. My first pair were the Ariat Heritage roper. Very comfortable. Since then, my wife bought me a pair of Tecovas in ostrich. Wow, those are so comfortable. I have received many comments on them, mostly positive, especially wearing them to work (back to the office). Like many commenters have said, most people don't get how comfortable these boots are. I have recently picked up another pair of Tecovas in the Lizard skin, which are now my dress go to boots. Once you're hooked on wearing cowboy boots, you will be adding to your collection. A big thank you Jeremiah for starting me on this journey.

[@AvengerM1]

I used to wear cowboy boots when I was a young man in my 20's in Indianapolis IN...stopped wearing them as I got older, fatter, more professional (aka uptight), married, etc. Fast forward over 20 years later, divorced, lost weight, etc. and taking a remote position at a law firm in Nashville TN about a year and a half ago. I visit Nashville TN for a week every month. My coworkers told me about Ariat boots, and I went to the Ariat brand store in Nashville TN for the first time a year ago. I bought a pair of Ariat Lasco Ultra in bar top brown. Love them! They are my favorite pair. Now I own a half dozen Ariat pairs ranging from Sport Herdsman black, Booker Ultra black round toe, Midtown Rambler in stone...and even a pair of Ariat Chukka boots. I actually even started wearing more western clothes. I used to wear only solid dress shirts, dress pants, dress shoes. Now I wear jeans, boots, flannel, plaid, and even a felt outback cowboy hat. I get compliments on the boots and the cowboy hat frequently, in both Indy and Nashville. What changed? I found that western wear is comfortable, functional, durable, and exudes confidence. i shop the Ariat brand store just about every time I go to Nashville. My coworkers call me an honorary Tennessean and gave me a western belt buckle with my initial on it. They said I am one of them now. I brought a little bit of Tennessee back up north to Indy with me.... but I may end up moving to Nashville eventually because it has changed me for the better. How's that for a spiritual experience!

[@got_chorro]

Awesome! So glad that I was a part of so many other amazing stories from fellow boot-enthusiasts. I'm even more happy knowing you liked my story, Jeremiah. All the best, man.

[@JeremiahCraig]

Loved your story! Thanks so much for sharing buddy!

[@HarrisPilton789]

Michael from South Carolina was my favorite caller! ❤

[@meachie78]

I saw my first pair when I was in elementary school, one of my teacher had an pair of multicolor snakeskin boots I was in love!! I didn't get my first pair until I graduated from high school, I'm African American so you know I had to keep my love boots suppressed. Now I get so many complements from everyone when ever I wear them! I wish I had the confidence to wear the earlier in my life. I enjoy wearing them and post on Instagram for fun. I enjoy your videos, keep up your hard work man!!!

[@JeremiahCraig]

That's awesome to hear Tony! I had a teacher in school who always wore boots too which interested me a bit but it wasn't until after high school that I went all in. He never wore snakeskin boots though... might have started earlier if he had!

[@HarrisPilton789]

I love wearing mine, too! What is your Instagram?

[@meachie78]

@@HarrisPilton789 Hi, are you talking about me or Mr. Craig?

[@bartunertl302]

I love your videos!! I've been wearing boots occasionally for 5 years now. I just bought my first square toes and l absolutely love them. The confidence they provide really is spiritual like you said. When l wear them I spend more time looking down and admiring them than l do watching where l'm going, lol! The new square toes have made me fall in love with boots all over again and l now wear them every day...and my wife loves them on me!

[@shawnzorick6722]

I had a neighbor who only wore boots, and he was just a cool guy and it made me think I might want to try them, but I just never found a good reason to buy them. Then last year for Halloween, we dressed up as musicians, and I was Kid Rock. So I thought, here's my chance. I bought a pair of cowboy boots "for my costume", knowing I could use that excuse to finally try wearing them on other occasions. I still get a little self concious about them, but love the way they look and feel, and I am finally taller than my wife when they are on - so I've been trying to wear them more and more. Thanks Kid Rock!

[@gaylecheung3087]

Since 1986 - over all these years 15+ through away 3 pairs, really only miss one pair! ♥️🇨🇦🌏

[@JeremiahCraig]

Ahhh! The pair that got away! What were they?

[@DanBCooper]

Being from the Central Valley of California, and wearing cowboy boots my whole life ( believe it or not we're the highest producing Ag region in the US, you'd think you're in Texas, hell we have Merle Haggard Drive and Buck Owens Boulevard ), if you're NOT wearing boots you're gonna get some odd looks lol It's awesome to hear these stories of people from urban areas etc, and people in the comments talking about wearing cowboy boots where it's not the norm. Very cool and unique video idea Jeremiah, enjoyed it. Cheers all ! 🍻

[@solomonkain]

I transitioned from Chelsea boots to cowboy boots. My girlfriend at the time, convinced me to make the switch. At first I poopooed it, but bit the bullet and went for it! First pair was a second hand (but new) pair of luccheses. Been wearing them for 11 years. All the best, Jeremiah!

[@MWM92688]

I don’t remember when I got my first cowboy boots but I know I wore them as a kid, but when I go a little older and through my teenage years I don’t think I ever wore them cause I was into sports and all that all the time and I didn’t get back into them till my early twenties and the funny thing is the reason I got back into wearing cowboy boots is I absolutely despise having to tie boots or shoes lol and ever since I rarely ever wear anything else, as a truck driver I travel all around the US and I’ve never been heckled about my boots I’ve had people call me a cowboy or ask if I was a cowboy but never in a mean spirited way, most times people ask where I got them or compliment them, I do have one good friend from upstate NY that gives me crap, he calls them roach killers lol but it all in good fun he knows I don’t care, and I just give him crap right back about something else, I’d say it’s probably close to 50/50 within my friends that do and don’t wear boots but in Virginia where I was born, raised and still live that’s kind how it is at least in the country, some people do some don’t so either way nobody really thinks twice about it.

[@adamreyling6505]

I dont like laces either! I remember back to kindergarten i was the last one to learn to tie shoe laces. I didnt want to, cowboy boots don't have laces.... the teacher didn't see it my way, lol

[@JeremiahCraig]

ugh I hear ya. Laces are the worst! Thanks for sharing Moses!

[@chrisjames_official]

I'm originally from Boston Massachusetts and moved around a lot in my life doing music. Long story short.....been in Texas about 15 years, been playing in bands about 30 and finally this past year I bought my first pair of cowboy boots. I found some Lucchese Classics at Goodwill and now I'm hooked. Bought like 5 pairs that are all different. I drive my wife nuts with it! I wear them out casual, business, hell....she'll see me taking out the trash in swimtrunks and my boots 😆. I don't care one bit either, I wear them with anything any time I can. I really enjoy your channel, keep up the good work!

[@JeremiahCraig]

haha swimtrunks and boots! The summer special haha. Especially in the Texas summers! Thanks for sharing Chris. It's so cool you got your first pair from Goodwill. Second hand boots are so underrated and you got yourself a great first pair!

[@robbie5396]

Cowboy boots were really popular when I was growing up in the late 60s and 70s and I was really drawn to them but didn't have the confidence to give them a go. I did get one pair but seldom wore them. Years later in my 50's I tried a pair of ankle boots and got a few negative comments but I enjoyed them too much so decided to try some more traditional long shaft ones with cowboy heels. I was hooked! I've now gots lots and wear them confidently all the time around all my friends. Even though I still get the odd tongue in cheek 'Brokeback' comments and one good friend who said she'd chop off her husband's legs if he wore them! I just laugh and carry on cos they just give me too much pleasure. Life's for living! Enjoy them! Thanks for your encouragement and cowboy boot education Jeremiah. Great stuff!

[@JeremiahCraig]

Great attitude! Just laugh and carry on haha. I'm so glad you're enjoying your experience in boots regardless of what others think

[@ScotianBlooded]

I was the same way when i switched over to flat caps from baseball hats but i get a lot of compliments in them

[@Hyyyshdhs]

they really just look amazing

[@JeremiahCraig]

You know it!

[@vance3973]

I'm 17 and started wearing cowboy boots when I was 15. Before I just wore regular work boots which were fine for working in most conditions but here in the northeastern winters i'd always get snow and stuff in my boots so I started looking into cowboy boots as my solution because they fit the practicality part and they look good too. So I started with a $150 pair of steel toe Justins, then I realized I wanted more of a traditional style with a cowboy heel so I bought myself a pair of Abilene's at circle B western. Both pairs of cowboy boots have held up well and I also like that I can wear cowboy boots for basically anything I do and I'll be comfortable and they can handle anything, whether that be work, riding quads or dirtbikes, more formal things, or just as a shitkicker I throw on for anything.

[@JeremiahCraig]

Great story! Circle B is such a great store. Glad you picked up some nice American made boots there. Thanks for sharing buddy!

[@markpeper8419]

Awesome stories!

[@JeremiahCraig]

100%! Cheers buddy!

[@Sherrieps]

Growing up in NY, I have always loved cowgirl boots, but never indulged in buying any. I bought my first pair a few weeks ago and am looking to buy more. At 73 years old, I don't care what anyone thinks. I have been living in Carson City, NV for the past 33 years and it seems like a good place to wear cowgirl boots.

[@Yorker1998]

Bruce Springsteen, the Jersey icon himself, wore western boots all the time. Also little fun fact, John B Stetson, founder of the cowboy hat company, "Stetson", is from NJ himself.

[@JeremiahCraig]

NJ's got the most western wear connections of all the states up here in the northeast! It's a shame more folks from NJ don't wear boots... hope that chances soon

[@recoveringknowitall1534]

I still got just my Tony lamas and a pair of lace up ariats. Love my boots. Wear them less in the summer here in Phoenix, but it's starting to get cooler so I'll be pulling them on again soon

[@emmanuelawosusi2365]

I'm getting a laced boots

[@Piolin768]

When are you doing these stories videos again? Thank you for your channel.

[@alexsantiago3181]

Freakin fantastic video. Ur videos are great. Just got a pair of Cowboy boots. I live in Ohio i grew up here and attend college here, i have no idea why i just kinda got that desire to level up my outfit game and i ended up buying all sorts of stuff including a pair of R. Watson Cowboy Boots at a local Boot shop. Amazing experience and i LOVE my boots. I always loved Cowboys so im excited to rock the boots now.

[@teofiloljubisavljevic7943]

So i got my first ever pair of cowboy boots very recently. 2 weeks ago maybe less. They are tony lamas desert outpost. Goat skin. The thing is, i do not live in US. I live in small country in Europe located on balkan peninsula called Serbia. And here it is very possible that i am the only person out of 7 million population wearing cowboy boots. To add to that, people here unfortunately do not really like west, especially US. I love it tho, would like to move one day. I wore my boots every day since i got them and almost everyone looks at them as they pass by. People mostly dont say anything but i see judgemental looks and coult not care less. I hand arround with musitians in my city often, and am known as the only serbian guy who listens and plays country music. They all know it and have complimented my boots so many times. So as you said, life goes on and what other people thing doesnt matter, but it shows just how much it matters to be surrounded with people who respect you and are your kind of crew. Just wear em with confidence and you cannot be put down! The sound heel makes when walking is enchanting to me as well!

[@robbie5396]

Good for you Teofilo!

[@JeremiahCraig]

Great story! Thanks for sharing Teofilo. I love your confidence and attitude towards wearing boots. Keep it up and step in the strongest way!

[@taylormadefungi9004]

I just started wearing cowboy Boots and I love them I feel like a bad ass in them picking up the Hondo 2026

[@JeremiahCraig]

Great choice!! The 2026 is so cool!

[@holdthatblaow]

Dude, love your viewpoint on asian cowboys. If you look at the history of the term cowboy, it was a slur used for Mexican, African, and Chinese ranch workers. The white ranch workers were known as cowhands/ranchhands/farmhands. It wasn't until Hollywood put a spin on the cowboy and made him white that it became a source of pride.

[@JeremiahCraig]

Facts. Thanks for sharing Miguel!

[@emmanuelawosusi2365]

@@JeremiahCraig am black kid in the subers in South jersey should I start with packer laced boots?

[@ralphspoerl1400]

I wore boots many years ago and loved them. Now I'm going back to them what would you recommend for older guys getting boots (Right now I have got in some 9-inch-high (Tecovas) boots. They feel great (by the way i'm over 6 feet and 83 years old).

[@mattgeorge7127]

Bought my first pair of Tecovas and promptly returned them. I felt like Yosemite Sam. I love the look but not sure if I can pull it off. I wear Chelsea boots just fine and will give the Roper style a shot, but I think 12” boots on the vertically challenged will take some liquid courage. I think the heel is what is off putting to me. Anyway, I enjoy your channel!

[@djturnz]

I am 42 years old and I am dipping my toe in the water of Western boots by getting a pair of harness boots to wear when I arrive my motorcycle

[@link0587]

I started to wear mine after college. Family members always wore boots, but I guess I wanted to distance myself from that. When I wanted to wear them, I felt people would make fun of me, especially my family. When I finally went to what was the Western Warehouse at the time, got me some Justin bay apaches. I got the odd comment here and there, but mostly positive. Now, it's all I wear, and have dozens of pairs. Props on this video. Interesting to hear stories from people, especially from another from Fresno.

[@ezekielnolanjr.3797]

I always wore boots ,grew up on a farm with hogs cows and chickens ,I wore.slip ons and lace ups ,, I also done alot of hunting back in the day ,,so boots and cowboy boots in my area are pretty popular,,thanks for the videos ,,like to see u do a video on the ferinis boot company ,

[@ericlewis2552]

Sweet mower!

[@jetmobile]

Been wearing cowboy boots since 1983 Junior year in College. They were popular then. Love the comfort and understand what you mean by "Spiritual feeling." Went off them to conform to office attire. Switched to Roper boots for that purpose. Explored Engineer and Harness boots and I like them too. Now back to traditional cowboy boots as I have back/hip aches when I'm on my feet for long hours and the boots keep the pain at bay. Never had any negative remarks. I wear them when travelling in Asia & Europe. Gotten compliments at airport security. Boots slip on & off easily, no laces to mess with. If you struggle to take your boots off, they are too small. Go 1/2 to 1 size up. I'm Asian and get lots of compliments when I'm in a Hispanic neighborhood. I feel accepted as one of them.

[@1992airman]

I've never had a pair but im looking into getting my first. I used to think you had to be a country boy to wear boots. Ive lived in west Texas for the last 14 years and i actually get shocked responses from coworkers when i say i dont have at least one pair of boots lol. Considering where im at i probably have nothing to worry about.

[@MrMikey1273]

I always wanted a pair of boots since I was a teenager. Finally last year I really was interested in them again. Yellowstone had something to do with that too. We got a boot barn in my town and honestly I was starting to not like the jeans and other clothes at department stores. I started shopping there trying on boots. Got myself a pair of boots for myself just before my 48th birthday at the end of November. Now I have 3 leather sole pair and 2 work boot type. First few times I wore them out I wore jeans and a pearl snap shirt. To work and Thanksgiving dinner. I got a lot of looks no one said anything bad though. Actually I was told I should wear that more often 😅

[@JeremiahCraig]

You should wear them more often! I'm glad you are getting that encouragement

[@MrMikey1273]

@@JeremiahCraig definitely that did encourage me more. I did get some comments like where's your horse? I let that go and wore it out more. I got a few hats too. Not been wearing them as much since it's been hot here. Going to wear it to the Jason Aldean show next week for sure.

[@Yorker1998]

Were they dirty looks or just indifferent?

[@MrMikey1273]

@@Yorker1998 mix of both but at my age approval from people especially people I don't know or don't know well isn't of great importance anymore. Wearing what you like is good

[@mydcunited]

Man i started in college in montana. They are just my thing. No one insults me for them. Its just what i wear and my husband is jealous and wants a pair since mine last 8, 9 years.

[@HealthyLife4Me]

I bought Old Gringo and is thinking about selling them

[@sthippe1992]

What is your intro song? I've been checking out your music but I haven't found that song yet

[@JeremiahCraig]

It's called "The Connector" it's on my album, In Vacant Dates and Intentions. Thanks!

[@romain5724]

I was 15 when I got my first pair of cowboy boots. It was "cavalery/harness" model. It was a way of affirming my difference. Now I'm 43, and I still wear boots. I've got 10 pairs. All made in Spain, USA or Mexico. (Anderson Bean, Horsepower, Fenoglio, Azulado/Allen's, Tony Lama, Sendra and Tony Mora boots). I always assumed, and I never paid attention to what others thought. They’re even curious, most of the time. PS: I live in France 😉

[@KennyRain]

I’m late to this video…. I get “you a cowboy now? You going to ride a horse today?” My answer is “you have on basketball shoes? You about to start a pick up game today!?” I love my boots and my straight leg stackable jeans!

[@thegoodjohn6258]

I always been somewhat scared to wear western clothing. The day i started, the amount of compliments was phenomenal. Everybody said if fits me, find me sexy or beautiful and look at me differently. Than i said alright its my style and ill own it

[@gabrieleamornim960]

What sort of sock should wear my husband if he is in boots ? Thick or sheers?

[@Mmaulin12]

Thick

[@gaylecheung3087]

There are socks just for Cowboy boots, Bootmaster Toronto Yonge St

[@gabrieleamornim960]

@@Mmaulin12 thanks

[@gabrieleamornim960]

@@gaylecheung3087 thanks

[@JoeK0322]

Ariat makes some awesome thick boot socks. Amazon sells them.

[@shawnglass108]

I had a guy, who thought he was clever, ask me where I parked my horse. I said “I parked him next to yours. That’s a polo shirt isn’t it?”..another guy who asked about my horse I asked him “where’s your tennis racket? Aren’t those tennis shoes?” Lol I can take it and dish it. All in good fun.

[@emmanuelawosusi2365]

Am a black kid in the subers in South jersey should I start with laced packer boots

[@tyrempel9502]

I want to start but. I'm scared of what people will think because they know I don't live in the country

[@johncavada3744]

I just saw this, my first pair of boots were back in 78. I was 13 years old. My mom got the at Tom McCann. And I wear boots everyday to the office and I've been asked .. how can I wear them all day. My answer is always how come you don't. I tell them I buy a pair of boots for 300 to 500 dollars and I will have them for 15 plus years. I have a few pairs. From Dan Post to Ariats. I was a boot kid and now I am a boot man.

[@Divinenubian]

My friend said I look like sheriff woody from toy story. Please don't tuck the pants inside 😅

[@bigbishop9081]

Wear cowboy boots everyday, wouldn’t have it any other way!

[@pdswrld5200]

I'm a Mexican I will love to wear boots but I don't owe a truck yet :( 😥💔

[@NatureHeadSupreme]

"Kind of racist" facts dude, facts.

[@skymuffn]

…glad to hear from my fellow Californians. As an SF Bay Area native, cowboy boots are an oddity. I always had worn boots ranging from the rugged motorcycle to the polished Chelsea but I had my first taste of a real cowboy boot at 16 in Austin, TX. Now 54 the amount I have accumulated is a bit disturbing. Funny is that I am so not the type to don one on. I am Mixed Filipino who is openly gay who grew up in the Atherton/Woodside area with no affinity to horses. So would that make me an impostor for I’m not butch nor drive a truck but I now have acquired and fixing up an old horse ranch in the foothills of San Jose with no horses but got me a few inbred kitties and 2 horny goats.

[@HeritageCast]

OMg that pl;it tiwst, wait 10 years du'what? and the accent absolutely ....

[@kevinbradshaw1420]

Have to be a cowboy to wear cowboy boots if you have to be a tennis player to wear tennis shoes.

[@robertburey4704]

Btw have you ever met a real cowboy? By far the toughest people that walk the planet

[@soulfirez4270]

You ever met a logger ( you know the guys who risk there lives cutting down trees ) you will find real men in many old school work professions , hell just step outside of the city and the level of testosterone jumps in the men you see.