Is classic style compatible with the Wild West? Well, saddle up because we’re about to find out.
Wild West Introduction & History
The Historical Origins of Western Wear
Let’s begin here with a brief history of Western wear, which effectively began as an offshoot of Victorian fashion during the 1800s. As citizens of the US advanced westward during the Manifest Destiny Era, they had to adapt to the less hospitable conditions of the Wild West. This meant that their clothing had to focus on utility and durability rather than the conventions of polite society.
Brands like Levi’s, Stetson, and Justin Boots rose to the occasion and provided wearers with clothing that was meant to take a beating and stand up to the harsh conditions out on the plains. They also created style hallmarks that are now synonymous with the cowboy like boot-cut jeans or the cowboy hat.



As urbanization began to increase toward the tail end of the 19th century, this era became mythologized in American culture as the last true era of freedom, independence, and adventure. It should be said, of course, that some of these ideas are really more legend and tall tales than reality.
Western Wear in the 20th Century
The 1925 classic of literature and menswear, The Great Gatsby contends with the loss of the Old West and the supposed death of the American dream as a result. Perhaps as an echo of this, a subculture of Western-styled shirts, sport coats, and suits became fadish during the Golden Age of Menswear in Hollywood.

Western Styles were worn by
Hollywood Legends and Music Icons
Western styles were seen worn by movie stars like Gary Cooper, Randolph Scott, John Wayne, and Ben Johnson; and musicians like Roy Rogers, Gene Autry, Hank Williams, Sr., and Marty Robbins; followed closely by Elvis Presley and Johnny Cash.
As with menswear and clothing more broadly, Western Wear also changed dramatically during the 1960s and 70s. It moved from the more showy and costume-y styles with things like rhinestones into a more somber and grounded direction; and “no-nonsense” figures like Clint Eastwood would challenge and recontextualize the heroic image of the cowboy. In musical terms, you can think less “Jingle-Jangle-Jingle” and more “Folsom Prison Blues.”
These famous names illustrate a dichotomy that will become a running theme today. On the one hand, we have the big and bold Western look exemplified by rhinestones and bright colors by figures like the designer known professionally as Nudie Cohn. These typified an exaggerated, over-the-top, and somewhat performative take on Western wear.

Meanwhile, on the other hand, you have a more practical, down-to-earth interpretation that lacks the flash of the rhinestone cowboys. Fittingly, this second interpretation of menswear became more popular as dress in general became more casual, eventually leading to the cowboy hat and graphic tee aesthetic as being the most popular, modern take on Western wear.
Western Wear Today
These days Western wear is a clothing subculture that’s often ignored by mass media, even though it’s still popular in many areas of the US, including the South, Southwest, and Mountain West, as well as some influence in parts of the Great Plains and Midwest, as well as Mexico and some parts of Canada and Central and South America; each adding their own flavor to the mix. Our scriptwriter, Jack, reports that it’s even making inroads into some sectors of style in the UK.


Contemporary Western wear dovetails quite a bit with rodeo wear and casual clothing, with retailers like Boot Barn dominating the marketplace here, and while the specific field of Old West reenactment and cosplay is also technically part of this subculture, we’re not going to be discussing it at length today.
With that said then, we’ve identified three specific subclassifications of Western wear that we’ll refer to as “traditional,” “contemporary,” and “sartorial.”
The Western Tuxedo: All Gussied Up
Traditional Western Wear
Traditional Western wear remains true to its historical roots and Victorian influences and is typically more cultural or even a bit performative. Chances are, if you’re wearing this version of Western wear, it’s because it’s a deeply rooted part of your local culture or you’re involved in events like rodeos, trade or agricultural shows, or even the Grand Ole Opry.

Local Rodeo

Trade or Agricultural Shows

Grand Ole Opry
This style of dress is therefore centered around time and place, but when the time and place are right, it’s a fun and creative way to dress.
Contemporary Western Wear
Next, contemporary Western wear intersects a bit more with streetwear. Jeans, flannels with snap buttons, graphic tees, and suede jackets are a more modern interpretation of these historical styles and are designed to fit in with the modern norms of comfort.

In other words, think less “Tombstone” and more “Yellowstone.”
In most cases, this style of Western wear is less centered around time or occasion and is more geographic, being favored in many of the broad regions that we mentioned earlier.
Sartorial Western Wear
That brings us, then, to sartorial Western wear, where Western elements are being integrated more into the realm of classic style as a unique styling flare. It tends to feature higher quality materials and construction, and you’ll see it from popular brands like Spier & MacKay, Suit Supply, and Berg & Berg.
This movement has generated a newfound fascination with Western styles by people who might not have considered wearing them otherwise. We’re even seeing many tailors and major players in the menswear space on Instagram embrace this fusion of classic style and Western wear elements.


This isn’t necessarily a new idea either, as Ralph Lauren has always had a soft spot for the style and features it frequently in his RRL line in particular. Perhaps the Western shirt could even replace the OCBD in the coming years?
The Oxford Cloth Button Down Shirt
Outfit Rundown

Whatever the case may be, a Western shirt is, of course, the main element of my ensemble for today. This particular Western shirt features tones of blue, off-white, and gray in a large check pattern with detailed gray embroidery. Its other Western-inspired details include its pearlescent snap buttons, its double chest pockets, and its detailed yolk stitching.
Along with the shirt I’m wearing, another Western wear staple—dark wash denim blue jeans, which I’ve cuffed slightly. And while I regret that I don’t have a pair of genuine cowboy boots in my collection, I’ve gone for the most rugged pair of work boots that I own. These are in ox-blood leather, and I’m also wearing a belt to match.
My socks aren’t really meant to be seen today, but they’re a hearty pair of navy blue socks to go along with my jeans. I don’t have a cowboy hat on hand today, although you’ve certainly seen me sport one in our other content; and for a fragrance today, I’ve gone for something classically masculine and with a historical pedigree, Dunhill for Men.

Speaking of fragrance, you can, of course, find the Roberto Ugolini collection that we offer in the Fort Belvedere shop, as well as a wide array of other menswear accessories, but more on that later.
What Separates Western Wear & Classic Style?
First, let’s get back to the topic at hand, next covering what separates Western wear from classic menswear.
In some respects, classic style and Western wear did develop along parallel timelines. They would change and grow in tandem over the decades but never fully intersected to become one.

Western Wear is Functional
One of the biggest reasons for this is that Western wear was intentionally functional and often designed with specific practical tasks in mind. Therefore, it really only had a niche or situational use for the vast majority of the population.

Classic Style is Mostly Style
Meanwhile, classic style was mostly about style. It was worn by men from many different walks of life and, historically, even those who wore Western wear during their working hours could change into classic menswear for other occasions. Even in the Old West, frock coats and other elements of Victorian formal style were still seen alongside their rugged workwear counterparts.
But, as menswear became more casual, Western wear became more acceptable to wear as a standalone style. Here, denim jeans are a great example of a Western wear staple that fully transitioned into classic style and, furthermore, into contemporary dress.
Today, classic style emphasizes versatility and timeless appeal, while many Western wear garments are fixed more to specific times and places as the overall style is so thoroughly tied to its heritage. Phrased another way, it might not be quite so easy to integrate things like ponchos or bandoliers into classic style; though, you can certainly try if you wish.
“Old Money” is NOT the Same as “Classic Style”
In casual settings though, individual Western wear elements can be incorporated more easily into casual classic style as I’ve done with today’s outfit. And remember also that in certain key geographic locations—like the ones we mentioned earlier—Western wear will function as the local classic style that some would refer to even if it isn’t the classic style we typically discuss here at the Gentleman’s Gazette.
How to Incorporate Western Wear
With that in mind, then, if you would like to incorporate more Western wear into your ensembles, let’s discuss how to do so.
1. Consider Materials
First here, it’s important to be mindful of how the more rugged materials you’ll often see in Western wear will actually behave when you’re moving around. Materials like denim or hard-wearing wool are probably going to be a fair bit stiffer or perhaps even scratchier than fine cottons or silks would be, for instance.
2. Get Into Western Hats & Footwear
The primary way to bring a Western influence into your wardrobe would be to consider getting into Western hats or boots.

What’s a cowboy without these two things, after all?
Cowboy Hats
Stetson Hats and Justin Boots, respectively, are two of the most storied and long-standing brands here, but there are also plenty of other options.

…and Boots
Cowboy hats and boots can even be paired with sports jackets or suits in certain circumstances.
With this said, they will almost always be statement pieces, no matter how conservatively they’re cut or colored. But very few things scream signature style quite like them.
3. Incorporate Western-style Shirts
An approachable and potentially even easier place to start would be by incorporating Western-styled flannels or Western shirts into your wardrobe.
As mentioned earlier, the biggest difference between these shirts and their standard counterparts tends to be their pearl or snap buttons and the unique yoke. These shirts can be paired fairly easily with jeans and casual jackets, and they can bridge the gap between dress shirts and casual shirts in our increasingly casualized environment.

As always though, be sure to pay attention to the materials and construction as things like mother-of-pearl snap buttons and conservative, relatively muted colors and patterns will help these shirts to pair more easily with other wardrobe elements.
The more conservative the styling of the Western shirt, the more potential it has to be paired with more elevated garments like flannel trousers as well.
4. Be Inspired By The Big Screen
If you’d like some inspiration from the big screen on how to wear some of these elements of contemporary Western wear, Bradley Cooper in A Star is Born is a good example, and for something with a bit more flare, you can look to the characters featured in the Statesman organization in the second Kingsman film The Golden Circle.
Men’s Style Review of “Kingsman: The Golden Circle”
5. Wear Western Accessories
You can also look at accessories to bring in a splash of Western flare. Think of things like bolo ties, turquoise rings, or larger rodeo-style belt buckles.
6. Start Off With Western-Adjacent Items
If going full Western is a bit too much for you, there are also some retailers specializing in casual wear that feature items that are Western-adjacent. Brands like LL Bean, Tractor Supply Company, or Dickies that specialize in work wear or outdoor wear are good places to start.

If you’re more interested in traditional Western wear, however, you might find it a bit more difficult to locate these pieces as there are fewer and fewer makers these days who specialize in authentic, traditional Western wear.
Important note:
We would suggest that you avoid most costume shops as the materials are going to be of lower quality, and the construction probably won’t hold up to repeated everyday wear.
Still, some major online retailers like Western Costume Company or Historical Emporium do have decent offerings at reasonable prices, and online platforms like Etsy can be a good option here as they have makers who specialize in authentic historical dress and/or studio-grade cosplay and costumes.
Stylish & Spooky Menswear Outfits
In general though, it will probably be your safest bet here to seek out a specialist in this type of clothing.
Conclusion
In conclusion then, Western wear and classic menswear do have a somewhat intertwined history and, while doing so won’t be for everyone, there are stylish ways to combine the two.
We’re curious, do you have any Western-inspired influences in your own wardrobe or have we perhaps spurred you on to get some? Let us know in the comments below.
As I mentioned before, for a wide variety of classic menswear accessories, corduroy trousers, and fragrances from the Roberto Ugolini collection, you can take a look at the Fort Belvedere shop.
Frequently Asked Questions
What is considered Western wear?
Western wear typically refers to a style of clothing that originated from the gear worn in the American Wild West. It includes items such as cowboy boots, hats, jeans, button-up shirts (often with Western-style yokes), leather belts with ornate buckles, and sometimes accessories like bolo ties or bandanas.
Can Western wear be incorporated into everyday attire?
Absolutely! While some elements of Western wear are bold, you can incorporate pieces like denim jeans, leather belts, or even a pair of cowboy boots into your daily wardrobe for a subtle nod to the Western style.
Can you wear Western wear with classic style?
While it’s a little unorthodox, it is possible to incorporate western wear with classic style. It’s easier with casual clothing, where you can mesh in individual elements.
Can you wear a cowboy hat with a suit?
It’s easier to wear a cowboy hat with more casual suiting styles, but can work with the right personality.
How do I choose the right cowboy hat?
The right cowboy hat should fit your head comfortably without being too tight or too loose. Consider the shape of your face when selecting the brim and crown style. Oval-faced individuals can wear most hat styles, while those with round faces may prefer a hat with a high crown and medium brim to elongate their features.
Are cowboy boots comfortable for all-day wear?
Yes, cowboy boots can be comfortable for all-day wear if they are properly fitted. Look for boots made from quality materials with good arch support. It might take some time to break them in, but once you do, they can be very comfortable.
What’s the difference between a Western shirt and a regular button-up?
A Western shirt often has distinctive styling such as pearl snap buttons, flap pockets on the chest, and a pointed yoke on the front and back. Regular button-up shirts are more simplistic in design and don’t feature these unique Western elements.
Is it okay to wear a bolo tie for formal occasions?
In regions where Western style is prevalent, a bolo tie can be considered appropriate for formal occasions. Elsewhere, it might be seen as a more casual or thematic choice. If you’re unsure, consider the dress code and cultural context of the event.
Can I wear Western wear if I’m not from the American West or a cowboy?
Yes, Western wear is a style that anyone can adopt regardless of their background. It’s about expressing personal style and appreciation for the rugged elegance of Western fashion.
I bought a pair of Lucchese boots 20 years ago when I was in Galveston, TX.
Prior to that, I had a pair of Justin boots made with snakeskin. I love shoes and happy that I have Lucchese boots in my collection.
Aside from jeans, not crazy about the clothing or the hats.
Looking for the Hat worn By Kurt Russel in the Movie Tombstone when he acted as Wyatt Earp!!
As long as you don’t overdue it as in the old saying “Drug store cowboy,” or look out of place then you should be fine. Wearing less is better than adding more “bling” to look “western is way better as in “yellowstone” wardrobes. If you want to see how “real cowboys” dress every day, head to a “rodeo event,” or watch one on “YouTube” or on any other site that will show “rodeo shows”.
Greetings,
As a native Westerner, I would like to weigh in with the sentiment that guys must be in good shape to convincingly pull off the look.
Beer gut stressing out button snaps as it hangs over the waist-high boot-cut pair of jeans is poor optics.
One of my grandpas was from Montana, and the other was born in Wyoming. They were tall fellas, both served in the U.S. Marine Corps during the First World War, and pursued active worklives. They both looked natural in Wrangler jeans, Stetson hats (but not always “cowboy hats,” and Boulet boots.
Growing up, it was customary to see these older men exclusively in Western wear.
When I attended law school in a Western state, a classmate from New Jersey was eager to acquire a “Western” wardrobe. Because of his sincerity, nobody, as my dad used to say, “Batted an eye,” until he spoke.
Some guys can affect a particular style by dint of being born into a particular culture, and others can acquire the taste.
Although I own and can wear some Levi 501’s, I always wanted to dress like Robert Redford in the 1974 version of “The Great Gatsby.”
I guess my friend of long-standing were born on the wrong coasts.
Best regards,
Andrew Gregg.
Preston looks amazing in the hat and outfit in general. Just the right wiry toughness needed totally changes his image. Go, Preston!
Shaeffer Outfitter, Houston
thank you addressing western wear.
very Americana.
I frequently wear western clothes.
Mostly vintage Pendleton shirts and vests along with ostrich boots.
I always get compliments.
I live in Michigan
I have 6 pairs of western style boots, and several shirts.
I probably wear my black Justin Ropers, more than any of the others, though, because they will actually go with just about anything, and look fine, even with suits, as the take a high polish, and they are conservatively cut, and sporting a “normal” heel.
I’d love a Western style hat. However, I’d don’t think that I could manage it, where I live.
I’ve always wanted a Stetson Open Road Silverbelly!…..Ahh, One Day!
I have a couple of 1940s western fedoras that I wear frequently. One is a Stetson, the other a Wormser.
Here in Texas, it is of course easy to incorporate Western wear into one’s wardrobe. Actually, it’s how I manage to always be dressed well without looking like I’m trying to be flashy. A tweed vest and OCBD with jeans and western boots is a regular outfit for me. Boots in particular are comfortable, practical, durable, and good-looking. I even wear a pair of black alligator boots with my tuxedo.
I highly recommend Anderson Bean boots . they’re made in Texas and are high quality.
For some years, I went on a Western wear “binge”: neckerchiefs; boots; a few snap button shirts…that sort of thing. Eventually, I concluded that it was just sort of silly for a city man like me and that Western wear is best reserved for real Westerners (You know who you are!) in the West. I rather like the look of Western/cowboy boots, and they can be great, practical footwear…if you ride horses much of the time! Otherwise, no. Experto crede! On one occasion I had an automotive breakdown a few miles from my apartment and had to walk home. I was wearing good-quality boots (Justin as I recall), and this modest walk left the soles of my feet badly blistered. I was also experiencing quite a lot of foot pain. Ditched all the cowboy boots, and the pain went with them. Need I say more?
I would love to hear more about the Nudie Suits. As for my wardrobe, I own three “cowboy” hats and two pair of western boots. I sometimes pair my boots with a tan Brooks Bros. suit I bought a few years ago. I accessorize it with a jade bolo tie that I bought in Santa Fe, NM years ago.
I enjoy your videos. Keep up the good work.