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You Can Pull Off Wearing A Cowboy Hat

A viewer asked us about wearing a cowboy hat and whether he could pull it off. Everyone can pull it off. We all look good in a nice hat. So don't be self conscious or doubt yourself. Put on that cowboy at and own it. I guarantee that you can pull it off!
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Пікірлер: 133

  • @basedviet
    @basedviet2 жыл бұрын

    It’s all about confidence. Im an Asian dude from socal and I get so many compliments when I wear a cowboy hat. Just own it.

  • @nigga_nigga

    @nigga_nigga

    8 ай бұрын

    badass

  • @andcasaga

    @andcasaga

    7 ай бұрын

    Bro I'm Asian too (Filipino) I wear mine all the time lol but living in Bakersfield, it's fairly common for people out here to wear em

  • @Kballs

    @Kballs

    6 ай бұрын

    Oh thank god I found my Asian brothers I just bought my first one. I’m wearing mine this week.

  • @kevinong1735

    @kevinong1735

    3 ай бұрын

    This thread looks like the beginning of a bad joke! So three Asian guys wearing cowboy hats walk into a bar: a Vietnamese guy, a Filipino guy, and a Korean guy….. 😂

  • @brooksstonestreet4946
    @brooksstonestreet49463 жыл бұрын

    I started wearing a cowboy hat about a month ago and love them. A guy in a store made a comment about how dumb it was. I turned to him and said, “I’m 50 and too old to give a shit about what you think. And besides, how is this effecting your life in anyway? Has it shaved off your life expectancy? I didn’t think so.” He simply stared at me and then looked away. LOL!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    That's awesome! I agree who gives a shit? Thanks for watching my friend

  • @rasperryguy1197

    @rasperryguy1197

    2 жыл бұрын

    Haha

  • @BigThickMarty

    @BigThickMarty

    2 жыл бұрын

    Fake and gay story

  • @connorchops710

    @connorchops710

    2 жыл бұрын

    Fuck that clown 🤡 he’s only jealous

  • @thedogs3467

    @thedogs3467

    2 жыл бұрын

    Keep rocking it bro! Fuck haters.

  • @chukham
    @chukham2 жыл бұрын

    I was told by an older lady that I am supposed to earn the right to wear a cowboy hat (by working on a ranch or farm, riding horses and bulls). I told her that I believe the hat manufacturer would disagree because they want to sell lots of hats.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    2 жыл бұрын

    Right on man. You do you!

  • @DebbieOkinawa

    @DebbieOkinawa

    Жыл бұрын

    In my family we've been wearing cowboy hats for generations and I do own horses and work in farming. I'm gonna tell you that a hat serves a few purposes, block sun, cover you from the elements and is stylish. Wear what you want, no need to "earn" anything. 👌

  • @House_JAP

    @House_JAP

    Жыл бұрын

    If only ranching and farming earned you a hat, the industry and culture would die

  • @kenweber2377

    @kenweber2377

    Жыл бұрын

    Thank You to All you Positive Men and Women out there! Your a big help in changing the way, we see ourselves and not caring about what others think.

  • @LIVE_THIS-LIFE

    @LIVE_THIS-LIFE

    Жыл бұрын

    Yeah man good for you, who gives a damn what people say ha ha ha. In Mexico not everyone wears one, but because there is a son that is hitting left and right every second it is literally casual wear down there. You don’t have to own a cow to wear one. Blessings.

  • @Mandolindo
    @Mandolindo2 жыл бұрын

    I just started wearing one. I was 10 times as confident the second I put it on. Just driving around and walking around in public places made me feel like an absolute BOSS.

  • @907alphaprime7
    @907alphaprime7 Жыл бұрын

    I had women and men open doors for me when i wear my cowboy hat and boots!!!! I love it!! Im already confident and these just reflect who i am!!

  • @Shadowbat69
    @Shadowbat693 жыл бұрын

    I've worn boots since college. Hardy ever wear shoes. I've just recently started wearing cowboy hats, which I have always loved. I'm 48, figured to hell with it. I'm gettin too old to worry about what people are going to think. I've received more compliments than I ever thought I would. Even been asked where I've bought it. Just wear it!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Right on man. That's awesome

  • @1987foxl90

    @1987foxl90

    Жыл бұрын

    Same here. Never had a negative comment. Lots of compliments though!

  • @WesternWearEnthusiast
    @WesternWearEnthusiast3 жыл бұрын

    Definitely. Don’t worry about what others think. I have been wearing hats, jeans, boots, belts and buckles for years when no one around me were wearing any type of western wear.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    For sure!!

  • @WesternWearEnthusiast

    @WesternWearEnthusiast

    Жыл бұрын

    @Chris Penfield Exactly!! More people just need to go for it and don’t over think it. They may not feel as uncomfortable as they think. Once you own it and get passed thinking you can’t wear a hat you may find out you get compliments.

  • @theneoenigma2094
    @theneoenigma20943 жыл бұрын

    If you just start wearing it out of the blue, you’ll definitely get some questions and weird looks from people. But if you wear it consistently, people will get used to seeing you in it. Also, if wearing a hat makes you feel good, that will raise your confidence level, making you more attractive.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Well said

  • @jackwagonsusa
    @jackwagonsusa2 жыл бұрын

    Screw it yall convinced me I'm a texan welder I've always wanted one im gonna go out and get me one

  • @kylebaker3616
    @kylebaker36162 жыл бұрын

    I'm a Southern boy that's been living in the UK for almost 2 years now. I never stopped wearing my boots, blue jeans, belt buckle, and outback trading company hat.... People actually love it. They always ask me where I'm from and go on about how much they love America. Don't believe the Internet. Wear what you want to wear and do it with confidence. I've managed to dress like this whilst surrounded by people with blue and pink hair and it's worked out just fine.

  • @handymanhoney-do6881

    @handymanhoney-do6881

    2 жыл бұрын

    You lost Southern credibility with that “whilst”. Lol

  • @kylebaker3616

    @kylebaker3616

    2 жыл бұрын

    @@handymanhoney-do6881 don't hate on our well spoken southern gentlemen sir. I'll make it up with a raise hell, praise Dale.

  • @handymanhoney-do6881

    @handymanhoney-do6881

    2 жыл бұрын

    @@kylebaker3616 copy that brother. I’ll raise you a War Eagle 🏈🥃!

  • @jonathanlane5432
    @jonathanlane54322 жыл бұрын

    Life is short. Wear what makes you happy. I always admire people I see that look “non traditional.” Their confidence makes them look great.

  • @bobvires9650
    @bobvires96503 жыл бұрын

    Wait until you guys are my age in your 50’s... you won’t care what anyone thinks! You will have a cowboy hat, cowboy boots and smoking a cigar!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Right on brother!

  • @deathlikereviews6648
    @deathlikereviews66483 жыл бұрын

    I agree 100%, just do it there’s nothing more rewarding who gives a damn what other people say. you enjoy what you’re doing

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Exactly

  • @choosen2preach320
    @choosen2preach320 Жыл бұрын

    I was introduced wearing cowgirl hats and boots and I'm not a cowgirl I'm just a random chick lol. I just ordered a cowgirl hat. If someone looks at me I'll just say hi. I can't wait to get my hat in the mail. Yes I may look different but I'm happy with what I got hey you never know I may get asked to go to a western dance or a rodeo. You don't see to many black cowgirls but I'm proud of my race. I'm not trying to be like other people that rode horses all their life I just trying to be me.😁 never say you cant do nothing have confidence there are many haters. Hey maybe I might meet cowgirl and cowboys to hang out with.

  • @donquixote2072

    @donquixote2072

    11 ай бұрын

    Still wearing your hat, or has the magic worn off?

  • @lindapompa4835
    @lindapompa4835 Жыл бұрын

    I'm a guy,in New York, I wear a 5in brim, wide and low cowboy hat (also Native American)who cares what others think, wearing a cowboy hat is a symbol of America....besides a lot of girls always give me looks,wear your hat and walk tall

  • @simonturner10
    @simonturner103 жыл бұрын

    Here in the UK, country music is my life, just recently started wearing hat and boots, Im always a little nervous when I first leave the house with my hat on but as yet not had many comments. Getting married next year and will be in suit hat and boots

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    That's awesome man!

  • @staceytakenaka9279
    @staceytakenaka92792 жыл бұрын

    Friends, life is too short to let people you hardly know be your master

  • @user79592

    @user79592

    Жыл бұрын

    I heard women like cowboy hats on men. Is that true, do you think I would look good in one?

  • @donquixote2072

    @donquixote2072

    11 ай бұрын

    @@user79592 Anyone can rock a western hat. You just need a style that compliments you and some fitting clothes to go along with it.

  • @js3200
    @js3200 Жыл бұрын

    I've been wearing cowboy boots for roughly 15 years. I never considered what people would think mainly because I figured, who cares to look at someone else's feet. Turns out lots of people do, lol. I've gotten plenty of compliments or questions, but never anything negative. I've been wearing cowboy hats for roughly 10 years, but not in public. It isn't due to my concern for what others think, but I know it would draw a lot of attention in the greater Cleveland area, and I do not like attention. I wear my hat working in the yard and on the porch.

  • @jameshedges1662
    @jameshedges16622 жыл бұрын

    Oklahoma here, it’s the norm here.

  • @saladoculichi
    @saladoculichi Жыл бұрын

    I'm always looking for a reason to wear boots, I got 10 pairs and my biggest prob is witch ones to wear, and cowboy hat same thing, folks will always look, be confident we all look good in em

  • @charleswhitlock5238
    @charleswhitlock52383 жыл бұрын

    Man you guys are such a BIG HELP!!👍🏾👍🏾because I love cowboy hats and people here in Lexington ky I never see wear but some white folks and some Mexicans but never do I see Black men wear them here 🤷🏾‍♂️But my wife brought me a really nice straw cowboy hat and I'm going to wear it!!🤠 So THANKYOU GUYS👏🏽👏🏽👏🏽👏🏽

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Right on man! I guarantee you thst it looks good. You do you and thank for watching!!

  • @charleswhitlock5238

    @charleswhitlock5238

    Жыл бұрын

    @Chris Penfield Thankyou and I have been wearing it and it feels great my wife wears one as well 🤠👊🏽

  • @corbind.9395
    @corbind.9395 Жыл бұрын

    EXACTLY!! I bought my first cowboy hat in Gatlinburg recently for a wedding. My buddies ALL gave me shit for it. I talked them into trying one on and they all immediately fell in love and found the style they like. Wouldn't ya know it we ended up wearing them to his wedding.

  • @connorchops710
    @connorchops7102 жыл бұрын

    I felt like loyd Christmas in my hat about 3 hours ago but honestly I love it I think it’s definitely unique especially the looks I get

  • @Sportsfan4life
    @Sportsfan4life4 ай бұрын

    I live in a midwest city but I like to rock a cowboy hat periodically and I wear it with sportswear and jordans and so many people love it. They are very practical to wear on those humid summer days when the sun is beating down. The first time I wore a cowboy hat was during a walk around my neighborhood on a 96 degree day

  • @Djallen-gd8bu
    @Djallen-gd8bu2 жыл бұрын

    The way I look at it, no, I’m not a cowboy, but I’m also not a baseball player, and no one cares if you wear a ball cap! So wear what you want!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    2 жыл бұрын

    Right on!

  • @IsaacSalgado
    @IsaacSalgado3 жыл бұрын

    True, you just need to do it. I wished I had started wearing one earlier. I have started wearing all kinds of hats, but my favorite are my open road hats.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    I love the open road! Good decision man!

  • @IsaacSalgado

    @IsaacSalgado

    3 жыл бұрын

    @@LoneStarBootReviews thanks!

  • @nathanlunday3692
    @nathanlunday36923 жыл бұрын

    Everyone needs a hat!!!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    They sure do!

  • @donquixote2072
    @donquixote207211 ай бұрын

    Started wearing western boots and hats this year. Don't know why I waited so long, I love rockin' them!

  • @davidmcnutt5390
    @davidmcnutt53903 жыл бұрын

    This guys open road looks sharp. I'm on love with the open road hat concept. I want to shape mine for a little more personal look.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Right on buddy

  • @Drifter5.7
    @Drifter5.73 жыл бұрын

    Texas.. the boots, hats all that are right in mostly because you can fry your head out in the Pecos pretty quick in summer.. and that isn't funny. But in Michigan not so much, they get mixed reviews here. My son will wear his cowboy hat and Ariats ..sometimes people will ask why are you wearing a cowboy hat? He response is : "I ride bulls for fun and I just forgot to take it off".. their faces are priceless during that exchange. I love wearing my Resistol, but usually get it caught in my work.. so I have to switch to baseball caps until work is over.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    I wear ball caps a lot as well. Nothing wrong with that

  • @DPRyan-vd5pp

    @DPRyan-vd5pp

    Жыл бұрын

    I wear mine doing yard work and going up to the Rocky Mountains here in Colorado, we live in Denver but I’m a Texas native… grew up with boots-jeans-cowboy hats just like my dad! Keeps the sun off your neck up here 6,000 to 10,000 feet above sea level!

  • @jackcrespo2900
    @jackcrespo290012 күн бұрын

    I've had several compliments when I've worn my cowboy hat.

  • @debramccoy3026
    @debramccoy30262 ай бұрын

    I grew up in Tennessee not many people wear cowboy hats. I’m 64 and finally I don’t care what anyone says. I love my hats

  • @jamesjackson5847
    @jamesjackson58473 жыл бұрын

    I get so many compliments wearing a cowboy hat

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Hell yeah man. Everybody looks good in a hat!

  • @terrywilcox5485
    @terrywilcox5485 Жыл бұрын

    Texas here that’s what we do boot and jeans and a fine hat.

  • @skyking4501
    @skyking4501 Жыл бұрын

    Yep, just dont wear it sittin on the back of your head like Howdy Dooty, and you’ll be okay. Pull it down and forward and own it.

  • @zackgrogan2986
    @zackgrogan29863 жыл бұрын

    I’ve been stared at plenty of Times wearing my hat but fuck then I love it 🤣

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    There ya go

  • @theneoenigma2094

    @theneoenigma2094

    3 жыл бұрын

    And most of the time, no one will say anything to you about it in fear of being fed their teeth 😂

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    🤣🤣🤣

  • @1987foxl90
    @1987foxl90 Жыл бұрын

    Great video! I live in Southern Cal. Not in an area where Cowboy boots and hats are the norm. You don't have to ride rodeo or be a cowboy to wear them because 90 percent of the people that have them wouldn't qualify. I couldn't care less what people think, and I have actually had compliments more than I can count. People actually like the look. I wear Stetson Cowboy hats and the Stetson Open Road. Wrangler jeans and Tecovas or Ariat boots. I had several people ask me where to get the boots and hats as well. You definitely have to wear it with confidence and give zero fks what people think. Western wear is all I wear ad although I used to ride horses when I was younger I don't now but still wear the clothing because it looks great and its comfortable. I once wore a suit to a family wedding with dress boots and hats and I can tell you that even my teenage nephews and nieces loved the look. You would be surprised how many people would love to wear western clothes but don't think they can pull it off, or are too concerned with what people think. Just go for it and own it.

  • @TUCOtheratt
    @TUCOtheratt5 ай бұрын

    I can pull it off.(Cowboy Hat) Now for a challenge...SPURS in public. Now that's a real challenge.😃

  • @randyellison602
    @randyellison6022 жыл бұрын

    I love wearing all my western attire I grew up on my brother's farm as a kid lived in Wyoming and Texas for work and I loved the western look. It's doesent matter what anyone else says about what you wear as long as it makes you happy then it doesent matter.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    2 жыл бұрын

    I couldn’t agree more

  • @jackdillon4467
    @jackdillon4467 Жыл бұрын

    Great vid! Way to go guys!!! I’ve worn cowboy hats and boots most of my life and I live in Long Island NY! Wear whatever you want with confidence and after a while it will be part of you! I’m 72 now and I get many, many compliments on my hats almost everyday!! Adios

  • @christopherkillmer8207
    @christopherkillmer820711 ай бұрын

    Thanks guys everyone in the comments, wear Jordans and Levi's, not sure it'll go good together but just bought a gambler and pork pie, both black felt to see which fits me better, wear fitted new era baseball hats the last 35 years from Chicago moved to the country 7 years ago and damn these hats are nice, not sure what the neighbors and kids teachers will think but I'll try to just do it and own it, will report back if i can

  • @Mazaco_The_Snake
    @Mazaco_The_Snake4 ай бұрын

    and the end of the day, the hat was made as a tool. It's a accessory first and foremost, and no one should ever tell you you can't wear one.

  • @miguelcpascoa
    @miguelcpascoa7 ай бұрын

    I agree with every word on this video, my best adivce for anyone self concious or doubting wearing a cowboy hat is just go for it! i'm from south america (we do wear straw hats in summer) living in Germany a place where cowboy hats are very uncommon, I was surprised how little people care or stare, also in other european countries ive been to, and if they do who cares, in the end the people who stare have such boring sense of clothing style they should worry about themselves first...the single time someone has said something about my hat was a little kid who could not stop staring at it and said to his mom while pointing at me "cowboy" 😂😂😂

  • @Willghanistan
    @Willghanistan Жыл бұрын

    I love in Guam, no boot shop, no cowboy hats. There's a lot of those straw lifeguard hats but I feel like I'm the only one wearing a cowboy hat and cowboy boots. One our of hundred thousand.

  • @skyking4501
    @skyking4501 Жыл бұрын

    Whatever i pay $300 plus dollars for, i will be wearing it. Screw everyone’s opinion but mine. Jus sayin

  • @chrispelky8800
    @chrispelky88002 жыл бұрын

    If you think i shouldn't wear this hat,come take it off my head.

  • @RMorton1
    @RMorton1 Жыл бұрын

    I wear my boots almost everywhere I go but I’ve always just been self conscious about my hat. I was born in Oklahoma but live on the east coast and it’s just not really a common sight here

  • @handymanhoney-do6881
    @handymanhoney-do68812 жыл бұрын

    I manage a lumberyard-lots of sun, heat, dust and a rough crew of guys-I got a cowboy hat for the utility aspect. Immediately I noticed less bitching and bull💩from the guys. The hat gives you a larger, more authoritative silhouette.

  • @ed4wg380
    @ed4wg3802 ай бұрын

    What shirt is the bottom dude wearing? Anyone know?

  • @aylamiller5752
    @aylamiller57522 жыл бұрын

    I live in WA state and have a waxed cowboy hat (Google what waxing a cowboy hat is. But it makes it hard as a rock!) And walk around with it on in the rain. Was at a store and had someone call me "cowboy" as an insult. Haven't worn the hat since. People around here make comments left and right.

  • @revengeoftheseth

    @revengeoftheseth

    2 жыл бұрын

    Those people are idiots. Around here (Central CA) cowboy hats are everywhere and you can get in big trouble pokin fun at someone's hat...

  • @donquixote2072

    @donquixote2072

    11 ай бұрын

    Should have told them; I ain't no cowboy, I'm a gunslinger... lol

  • @WannabeTaco
    @WannabeTaco4 ай бұрын

    My problem with wearing a hat is I haven’t done so for so long now I feel like it’ll seem like an attention draw.

  • @belh4wk
    @belh4wk Жыл бұрын

    I'm belgian and have worked in IT and now the gaming industry for years, i'm the furthest from "needing" a cowboy hat one could be, but went to visit my in laws in Oklahoma and I've always loved hats (caps, fedoras, trillby's) and wanted a proper cowboy hat for years, so I got one (a black MHT Colorado). I live in Ireland now, and cowboy hats are not really a thing here, i was really conscious about wearing it here, but figured, f*ck it, i'm gonna do it anyway, and i've gotten the odd "yee-haw" being yelled at me from cars by pubescent guys and one little girl in a store asked me if i worked on a farm or rode horses (i also wear Ariat Rambler western boots), but most of the looks i've gotten seemed to be positive ones. going out one night, a doorman asked me to try it on telling me they wish they could wear one too, so we kinda went; just do it if you like it, telling him he looked good in one, sure enough, some time after, he was stood outside the pub, sporting the cowboy hat :)

  • @CrowDawg11
    @CrowDawg11 Жыл бұрын

    Out west I don't feel odd at all about wearing a western hat because it's common enough that nobody bats an eye, but back east and in big cities you definitely get a lot of strange looks and snide comments wearing one which is why I think a lot of people don't feel comfortable doing it.

  • @fitnesswithbill5595
    @fitnesswithbill55953 жыл бұрын

    Damn man your wife is awesome! Mine has finally come around to the idea

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    That's wasn't me thst was Wes but I agree. Being that supportive is the best.

  • @kirkeberding304
    @kirkeberding3042 жыл бұрын

    Nothing, an I mean NOTHING, says ‘America’ like a cowboy hat! You just need to ignore what others think and walk around with the hat on like you own the place or don’t give a shit who does!!!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    2 жыл бұрын

    Couldn’t agree more!

  • @ClarkSnowden
    @ClarkSnowden Жыл бұрын

    Hats > no hats I’m from Kentucky and I live in the city and people will look at you funny but it’s not like I live NYC or Miami or LA where it’s uncomfortable but who gives a shit, we have horses here and farms and it’s acceptable! I rock mine all the time! Urban cowboy 🤠

  • @chablebarrett8106
    @chablebarrett81063 жыл бұрын

    Love this!

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Thank you!

  • @noneofyourbiz6885
    @noneofyourbiz6885 Жыл бұрын

    If you wear square toe boots you squat to pee

  • @jonnyp.5809
    @jonnyp.58093 жыл бұрын

    Bro. If you can’t work cattle, or ride a horse, or rope, don’t wear a cowboy hat. IMO, it’s reserved for ACTUAL cowboys.

  • @davidmcnutt5390

    @davidmcnutt5390

    3 жыл бұрын

    Better not catch you with a baseball cap on then because those are reserved for baseball players.

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    And how do you know that i can't?

  • @jonnyp.5809

    @jonnyp.5809

    3 жыл бұрын

    @@LoneStarBootReviews can you?

  • @jonnyp.5809

    @jonnyp.5809

    3 жыл бұрын

    @@davidmcnutt5390 ☺️

  • @LoneStarBootReviews

    @LoneStarBootReviews

    3 жыл бұрын

    Yep. My family growing up owned horses, longhorns, goats and sheep. However I don't own any now, but where I live it's perfectly acceptable for anyone to wear a hat

  • @LeroOfTheKodiak
    @LeroOfTheKodiak Жыл бұрын

    I should have got into cowboy hats a long time ago, considering I'm a born and raised Kansan. Just wore ballcaps all the time, but as of the last 2-3 years been wearing cowboy hats 24/7 and it was a great decision.

  • @james-gq5fw

    @james-gq5fw

    Ай бұрын

    How many cowboy hats do you have? I only have 1 cowboy hat, but I would like to use them for the rest of my life, how many do you recommend I have? (I am using Google translator from Spanish to English, sorry if some things are not understood)

  • @LeroOfTheKodiak

    @LeroOfTheKodiak

    Ай бұрын

    @@james-gq5fw I would recommend two at first, a straw one for spring and summer time, and a felt one for fall and winter time. The color is completely up to you, but neutral tones are usually best, brown and tan. I prefer black but I mostly wear black all the time anyway. After the first two, it's up to you, some people prefer to get a white/silverbelly color for more formal occasions, or they get a black one if they first felt they got was brown. I wouldn't recommend spending a ton of money on the first few hats unless you know you'll like wearing them forever. There are some pretty inexpensive options out there that look great from places like Resistol, Stetson, etc.