How to Style Jeans with a Few Insider Tricks

Whether you have a classic pair of jeans in your closet that is your ultimate go-to or you're on the hunt for this season's trendiest denim, with just a few easy styling tricks, you'll be looking ultra-chic all season long. Keep reading to discover how to style jeans with some new and simple methods.

Jeans are one of the most versatile items in your closet. No, really! What other item works just as well with a blazer and heels as it does with flats and a white T-shirt? But oftentimes, wearing jeans can become monotonous and lead you into the dreaded denim rut. You're left wondering how to style jeans so that you don't look like you've just swapped out your blouse five days in a row. Well, we're here to help.

With just a few insider, editorial tricks, you can elevate your designer denim to look fashionable every season, feeling confident in whatever style of denim you're wearing.

Embrace Denim On Denim

Ah yes, the ole denim on denim, also known as double denim or the Canadian tuxedo. While this look has had a somewhat unwarranted bad reputation in the past, this styling trick is back with a new chic twist. Keep in mind that this look will take practice. If you ignore some of the finer points of the trend, you may wind up looking outdated or like you just got back from a trip out west.

For a modern take on the denim-on-denim styling trend, try the following tricks.

  • Go with slouchy silhouettes on top and bottom for a breezy, effortless look. When in doubt, pair a lighter denim top with a darker wash jean.
  • Layer a cropped denim jacket with a jean skirt for a 90s rocker vibe. Just keep your top and accessories simple so it looks chic and not costumey.
  • Mix up your denim washes for more of a street-style vibe. Just keep darker washes on the bottom and lighter washes on top for the most flattering look.
  • Keep it slim with streamlined and tailored jean separates in dark blues or black denim. This look is all about the perfect fit, so make sure to choose jeans that hug your body snugly.
  • Look for designer denim jackets in various sizes so you can change up your denim-on-denim look. Our wardrobe must-haves? A fitted cropped jacket and a fashionably oversized jacket.

Try Cuffing

While rolling or "cuffing" the hem of your jeans used to be reserved for shorter women looking for a quick tailoring trick, it has now become a full-on styling trend. Cuffing can bring a tailored look to your ensemble or perfectly frame a pair of statement shoes. If you're trying to figure out how to style jeans to show a little more skin, liven up a worn-in pair of pants or shorten jeans that are a tad too long, the cuffing trick is for you.

If you're looking to slip two styling tricks into one look, do the denim on denim with a subtle French tuck. Do this by simply tucking a denim shirt into the very front of your jeans, leaving the back and sides loose. This creates an artful drape that instantly polishes your ensemble while bringing length and balance to your silhouette.

Play Around with Juxtaposition

Playing with the juxtaposition of volume, materials and silhouettes is an ingenious way to infuse that off-duty-model aesthetic into any denim ensemble. If you're rocking some loose straight-leg jeans, pair them with a fitted silk blouse. Wondering how to wear skinny jeans? Opt for an oversized sweater with your favorite pair — it's all about that unexpected contrast.

Blazer with Denim Jeans

Throw on a Blazer

A blazer with a pair of jeans is the hip way to look as if you "just threw this old thing on."

Curious about how to wear high-waisted jeans? Toss on a blazer! Trying to make boyfriend jeans dressy? Throw on a blazer! It's the tried and true way to look both sophisticated and rocker chic at the same time. Plus, there are endless ways to change it up.

  • Wear a pop of color under your blazer.
  • Put a silk scarf on instead of a necklace.
  • Wear a blazer with your most flattering jeans and a silk crop top.
  • Style your blazer with a chic, white pair of sneakers.
  • Mix prints, like plaid and floral, together.
  • Throw on a graphic tee under your favorite blazer.
  • Slip into an unexpected pair of kitten heels.
  • Pair your jeans with a denim button-up and an oversized blazer.

A blazer is a simple way to pull an outfit together, especially if you're looking to dress up your favorite pair of denim.

Make It Oversized

A chic way to add depth to your outfit is by adding volume to either your jeans or your denim jacket (but not both). If you're looking to highlight your waist, opt for a pair of oversized trouser jeans or straight jeans with a blouse on top. If you want to show off your long, lean legs, go with skinny jeans, fitted flares or leggings with an oversized denim jacket.

In addition to these editorial styling tips, have fun with accessories. A stylish belt and a minimalistic necklace are easy ways to bring an outfit together. But remember to keep it simple — less is more.

“Fashion is about dressing according to what's fashionable. Style is more about being yourself.”
- Oscar de la Renta

The key to styling your denim is to have fun with it, try new things and get your proportions right. There's no one right way to wear denim. That's what's so great about style — it is what you make it, and when you have the opportunity, make it your own.

Learning How to Style Jeans is Easy with Stylish Designer Denim from Tootsies

At Tootsies, we have a massive selection of women's denim to choose from. Shop jeans, skirts, jackets, shirts and more online to find just the denim piece you've been looking for. Need to experience our clothing in person? We get it. Visit one of our destination locations in Houston, Dallas or Atlanta. And if you have a question or need additional information about our designer clothing, shoes or accessories, reach out today.

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