Unless you’re a rodeo regular or visiting Texas from overseas, odds are you probably don’t want to look like a ranch hand each time you slip into your cowboy boots. Cowboy boots are a great alternative to completely unoriginal Fry boots, but unfortunately are overlooked because they carry such heavy western connotations. Before I explain the non-caricature way to wear cowboy boots, here are the things not to wear with them (at least in the beginning). By all means, once your cowboy boots become a staple, please break these rules – except for #4 that one is a non-negotiable.
1. Blue jeans. I don’t care if they are dark wash, light wash, skinny or bootcut, if you’re self conscious about looking like a rodeo queen in your cowboy boots, the first thing to do is avoid pairing them with blue jeans. After all, blue jeans have a higher attendance at the rodeo than cowboy boots. Unfortunately, this also goes for blue jean jackets.
2. Chambray or suede. With chambray or suede pieces, you’re getting into the same territory as above. There’s nothing a legitimate cowgirl loves more than pairing together thick blue jeans, a chambray shirt with pearlescent snap buttons, and a nice suede topper. Resilient fabrics are a must for cowgirls – so your job is to avoid them at all costs when the cowboy boots are on.
3. Graphic tees. Do not wear a graphic tee with cowboy boots, I’m just telling you now, you will look like a country bumpkin (regardless of how cool that concert was you went to and bought a t-shirt at).
4. Mini skirt, jean shorts, or skater dress. Please don’t pair cowboy boots with a denim mini skirt, cut off jean shorts, or with a cutesy skater dress. So 2004. So embarrassing to be seen in.
5. Big belt buckle. Even if it isn’t a particularly western belt buckle, and doesn’t show a longhorn or any sign of bedazzlement, if you wear a thick belt with a noticeable belt buckle in an outfit with cowboy boots, people will assume you ride your horse to school.
Now that the ground rules have been explained, I’ll give some suggestions for how you should wear cowboy boots with items that are already in your closet. When you’re planning an outfit with cowboy boots, try to dress like a New Yorker or a Parisian – think neutral colors, streamlined shapes, and practical pieces. When your outfit is too overworked, too thought-out, it’s painfully obvious. Try to get dressed as you normally would when you wear calf or knee-high boots, but replace those tired Fry’s with some sharp cowboy boots.
BOTTOMS:
1. Jeans. I know I’ve nixed thick blue jeans, but at this day in age, there are a plethora of colors and textures to choose from. Instead of blue, go for black, gray, or even white jeans. Instead of thick, or loose jeans, go for jeans that are ultra-thin, maybe a little ripped at the knees, and formfitting. Tuck the jeans into your boots so they get as much attention as possible. As much as I adore my boyfriend jeans, pairing them with cowboy boots is not for the faint of heart. If you need a belt to hold up your jeans, make sure it is clean, discrete, and has a classic belt buckle. Also, if you’re pants-intolerant as I am, leggings are allowed. However not just any kind of leggings, they should be of the thicker variety, absolutely no neon colors, and not made of a material that is so obviously intended for working out.
2. Skirts + Dresses. If you fancy yourself a bohemian, try wearing a long skirt or dress with your cowboy boots. Nothing too cumbersome or thick, but think lots of thin transparent layers. This is obviously a little more difficult to do than sticking with jeans, but if you’re a Free People obsessive, you’ve probably got it under control.
TOPS:
3. Button-down shirt. The most professional, dressed up choice would be a crisp white, gray or black button-down – cotton, linen, doesn’t matter, but should have some structure to it. If you’re wearing leggings, this button-down can be a little larger so it covers your butt. With oversized button downs, leave an extra button undone at the top (with a tank underneath) and the cuffs rolled well (this is imperative, see tutorial). If your button-down is fitted, tuck in the tails, at least in the front.
4. Knit shirt. If you’re not a button-down enthusiast, this is your option. I personally like wearing my three-quarter length boatneck t-shirt, or thin, draped neck long sleeve tee. If your pants are tight, you can get away with a knit shirt that is a little looser, but if in doubt, go with something fitted. To keep the focus on the cowboy boots, make sure that your knit shirt is again, in one of the neutral colors (black, gray, white, oatmeal) and doesn’t have a lame graphic on it. Little embellishments, i.e. beads on the sleeve, are okay as long as they are relatively discrete, but a distracting print or huge graphic is going to take your outfit down a notch and make it look less expensive.
5. Jacket. Regardless of whether you’re wearing a button-down or a knit shirt, you’ll probably need a jacket to complete the look. Avoid any kind of jean or suede jacket, and instead opt for a luxe blazer or black leather jacket. A blazer in a novelty fabric such as satin or velvet would be particularly dashing. Coattails and awesome buttons are optional.
ACCESSORIES:
6. Jewelry. When you’re playing up your cowboy boots, it is important that you don’t wear glaring statement jewelry. When you wear too many showstoppers at once, you look out of control. Stick with your everyday jewelry, or if that isn’t solidified, simple, dainty gold jewelry will do – a thin gold necklace or two, your clunky watch, understated studs.
7. Other. Adding a scarf to the mix is always a good idea, whether it’s a chunky knit or a square silk one. My only advice is not to tie it like a bandana around your neck. Note bene: For the love of god, please avoid the monogramed accessories your sorority sister gave you, any and all headbands or hair bows (particularly those produced by Lilly Pulitzer), and nail art – you never needed chevron stripes on your nails.
8. Cowboy boots. The best cowboy boots are always the vintage ones – not only are they broken in, but they lend an air of authenticity. In Dallas, my favorite place to find vintage cowboy boots is Dolly Python. If you’re not in Dallas or visiting anytime soon, look online for a new pair. Keep in mind – Nordstrom etc. does NOT sell cowboy boots, they sell fashion cowboy boots and that is in no way the same thing. For authentic, stylish boots, check out Cavender’s, Old Gringo, Ariat, and Lucchese. My favorite cut is the snip toe, which has a sharp toe as opposed to a rounded or square one. Sure, some pairs are pretty pricey, but they will literally last a lifetime if you take good care of them.
Ride on!