With a little different hat, Bud might not be too bad. The retro look is on the upswing.

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Seeing how summer is officially right around the corner, and rodeo season will soon be in full swing, I thought it might be fitting to give you guys a a brief guide on how to dress like a “real” cowboy (don’t worry, ladies, I won’t leave you out – be looking for a subsequent post).  First of all, if you are not the “cowboy-type” and have no interest in blending in, by all means wear whatever you want.  But, if you want to be virtually indistinguishable from the guys in the arena, there are some important fashion “rules” that need to be adhered to.  I have broken them down into 5 key areas:

Can’t go wrong with the Resistol 20X “Black Gold”

1.) Hat
A cowboy hat is serious business.  If you are “in the know,” you can determine many things about a cowboy, by looking at his hat,  including where he lives, what event he competes in, and most of all, whether or not he’s a “real” cowboy (or at least knows how to dress like one).  The two main considerations here are material and shape.  Felt hats are normally going to be more expensive than straw hats, and it is my recommendation that if you are going to spring for a felt hat, get a pretty good one made by a reputable hat maker.   By pretty good, I mean some sort of a beaver blend rather than a wool felt.  It will last longer and look better in the long run (and in the short, for that matter).  Hat quality is determined by the number of “X’s” a hat has, however there is no industry standard for “X’s” so one company’s 10X could be another company’s 20X.  Go with around a 6X or better from a company like Resistol or Stetson and you should be fine. If you don’t want to spring for a quality felt, get a nice looking straw hat.

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This is a great looking Resistol straw hat.

As far as shape is concerned, classic clean lines are best.  Stay away from the “taco” hat, and the Toby Keith-style hats, keep hat bands simple and black is always a safe color for a felt hat.  If you are going with a straw, stay away from colored hats.   Tim McGraw might be able to pull off the black straw hat, but alas, Tim is a country music singer, not a cowboy and that  is an entirely separate topic. If you don’t want to mess with a cowboy hat at all, baseball caps are acceptable, but my recommendation with ball caps is to either buy one from the rodeo vendor show (from the rodeo itself, or one of the rodeo’s sponsor companies is a safe bet) or wear one from your favorite sports team.

This is a nice brown Justin boot for under $200

2.) Boots Equally important to what you sport on your head is what you choose to put on your feet.  You won’t see too many cowboys wearing lace-up boots these days, and pointy toed boots or “cockroach killers” on a guy aren’t going to cut it either.  A simple roper-style boot with a flat heel and a round or square toe (square toes are very “in” right now) is your safest bet.  Once you get the basic style down, there are hundreds of options in colors, materials and price point.  Expect to pay anywhere from $130 for a standard, basic leather boot, up to more than $500 for exotics like ostrich and caiman.  Oh, and no matter how pretty the tops of your boots are, your jeans should go over them, not the other way around.

This is a pretty basic Ariat belt that comes with a wearable buckle as well

3.) Belt This is a tricky area. A trophy buckle on a cowboy is proof to the rest of the world that he can carry his weight in the arena. A nice custom-designed silver 3-piece buckle says, “I may not have won this, but I am enough of a cowboy to know what looks good holding my pants up.”  Pretty much any other kind of purchased western belt buckle (with a few exceptions) screams, “I am not a real cowboy!” Sporting a genuine trophy buckle that someone else won (while some may disagree with me on this) is perfectly acceptable in my book, because if you’re dressed well otherwise, nobody is going to know the difference. Borrow one from a cowboy friend, or check the pawn shops or ebay. Remember, retro is in, so “1956 Champion Saddle Bronc Rider” works, even if you weren’t yet hatched. . . could have been your dad’s, uncle’s or grand pappy’s. If a trophy buckle isn’t an option, my best advice is to keep it simple, and avoid drawing a lot of attention to the area.  If you still want a silver buckle, I would recommend a tasteful and simple 3-piece style (Vogt makes some really nice ones).  Nothing with writing on it.  As mentioned previously, a “fake” trophy buckle can be spotted a mile away.  Custom-designed silver buckles with initials or a personal brand are totally different, but we won’t get into it here.  In the interest of cost and wearability, your best bet might be to just buy a simple leather belt, like the one shown here made by Ariat, that comes with a tasteful buckle. If your boots are brown, buy a brown belt. It doesn’t necessarily need to be the same shade. Same thing goes for black. Leather belts only, please!  Do not try to bring back the nylon belt trend of the 80′s and 90′s. Also, you will notice the girls wearing a lot of “bling” aka “sparkly things” on their belts. Some companies are making sparkly belts for guys too. Please don’t buy a sparkly belt. I have seen guys wearing them, but I personally feel that this is wrong on so many levels. A little silver is great, just stay away from the crystals. Thank you.

These are Cinch White Label jeans – relaxed with heavy starch =)

4.) Jeans When it comes to jeans, I would recommend sticking with a signature western brand like Wrangler, 20X (a division of Wrangler), or Cinch.  They come in a plethora of different styles these days, and the style isn’t all that important as long as the fit is right.  Just make sure they aren’t too tight (the skin-tight look went out in the 80′s) or too loose (there’s no “sagging” in rodeo) and that they are long enough.  Length may be the most crucial part of selecting a good pair of jeans.  Remember, you are going to be wearing them over your boots, so they need to be longer than what you would normally buy to wear with shoes.  They need to “stack” a little bit so that they still cover the tops of your boots when you are sitting down. If you typically wear a 32″ inseam, you might want to buy a 34″.  If you really want to look the part, take your jeans to the dry cleaners and have them heavy starched.  It will make you look sharp and authentic.

A Cinch shirt in a solid color or basic print to go with your jeans. This guy is looking pretty put together.

5.) Shirt Last but not least, the “cowboy shirt” as my brother referred to them when he was little.  A nice button down, whether long sleeved or short will look the best.  Stay away from western t-shirts.  There are some really bad ones out there.  Also, no wild colors, writing or graphics.  If you’re getting your jeans starched, go ahead and do your shirt too, and add to your clean, pressed look.  At the very least, take an iron to your shirt.  It just looks better. As I mentioned, retro styles are very popular right now. Some are your basic “plaid with pearl snaps” numbers, other have some pretty funky graphics. Again, if you want to blend, the K.I.S.S. method is the way to go. For best results, stick with the five basics above.  Leave the bolo ties, bandanas, spurs, chaps and any other unnecessary accessories at home.  They are either inappropriate for the setting or just wrong in general. Plus, the more items you try to work into your ensemble, the greater chance you have of a direct violation of the cowboy dress code, which is what we are trying to avoid here. Now that you look the part, you just need to come up with a good story for the first person who asks you where you parked your pony.  And remember, chicks dig cowboys, so the more authentic you look, the better chance you have of collecting a phone number or two before the night is over.  Don’t worry, you can thank me later. If you have questions or other suggestions, leave me comments! Click here to subscribe to my mailing list

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