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Jeans are arguably the most versatile and long-lasting item in any wardrobe. They come in myriad different hues, shapes, sizes, styles—you name it. And while it’s easy to pair your favorite denim with a graphic tee for a casual look, figuring out how to dress up jeans in order to make them perfect for any occasion takes a little bit more creativity.
Luckily, there are so many street style mavens, fashion bloggers and influencers who have cracked the code for us. During our occasional lack of sartorial imagination, we can turn to these fashionistas and let them inspire us with their effortlessly cool and classic ensembles. Thanks, guys!
To give us all a bit of inspiration, we rounded up a bunch of different ways to dress up all your favorite pairs of jeans. From elevating boyfriend jeans to create the perfect office-ready ensemble to taking boyfriend jeans from day to night, there is no shortage of ways to make your denim look chic. No matter your favorite style of jeans, there’s a way to make them look as polished as you want. Using simple tricks like adding a blazer and heels or pairing a graphic tee with a more polished jacket, these stylish folks can amp up any pair of denim.
Don’t be afraid to go bold, try something new and switch it up. You might find that the top you pushed to the back of your closet looks amazing with your high-rise flare jeans. The possibilities are truly endless, but we rounded up 10 different looks for you to try out below. Go forth and wear those jeans in whatever way you want. Read on to see all of the cute outfits.
With a Long Cardigan.
This long cardigan look is comfortable and chic. If you’re headed somewhere fun, like a bar, layer an open cardigan over a bralette (like is shown above) or if you’re headed to the office, simply switch it out for a simple tank.
Galena Cardigan
This subtly striped cardigan by L’AGENCE is perfect for dressing up your jeans.
Annina Trouser
Tailored jeans with a slight flare will compliment the silhouette of a long cardigan nicely.
With an Oversized Blazer.
When in doubt, blazer it out! An oversized blazer is a fail-proof way to look put together. I love shopping for them in the men’s section of secondhand stores but Zara always works too.
Oversized Striped Blazer
A striped blazer incorporates a basic patterned element into your outfit without making it look loud.
Marx Slouchy Cargo
This pair of cargo pants are ultra soft so you’ll be cute and comfortable.
With an Off-The-Shoulder Knit
While a classic sweater always is a good pick to wear with jeans, picking an off-the-shoulder knit top makes the look a little flirtier. This style works well in either a neutral tone or a solid bright color.
Lindsay Off Shoulder Sweater
This white off-the-shoulder sweater was made to wear with jeans and is available in sizes XXS-4X.
Good Skate Jeans
I love how the knit is paired with baggy jeans in the street-style photo. This pair from Good American has the right amount of slouch.
With Statement Stripes.
The French fashion girls are pros at dressing up jeans and one of their go-tos is a striped sweater, button-down or long sleeve.
Striped Knit Sweater
This striped sweater works all year round—wear on a boat over the summer for a nautical look or with boots in the city for a Parisian look.
Rambler Zip Ankle
Slightly cropped jeans give you the opportunity to show off a great pair of boots or kitten heels.
With More Denim.
Canadian tuxedos are always in style but the shape of the style changes throughout the years. Right now, an oversized button-up denim shirt with matching jeans is the coolest combo.
Pocket Detailed Oversized Denim Shirt
I love the deep blue color of this oversized denim shirt.
Loose Cargo Denim
These cargo jeans are a perfect match to the pocket shirt—a key element of nailing a Canadian tuxedo.
With a Trench Coat.
If Karlie Kloss is wearing it, you know it’s a good outfit combo. A long black trench coat is a wardrobe essential and will give your jeans a high-fashion edge.
Beckett Contrast Trench Coat
The large belt on this trench coat and leather detailing will elevate any look.
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80’s Mom Jean
Take notes from Karlie Kloss and opt for distressed jeans to give the trench coat a relaxed look.
With a Biker Jacket.
Biker jackets are one of the “it” jacket trends of 2023—your Instagram explore page is probably filled with them and even Kendall Jenner has jumped in on the trend.
Fennimore Riding Jacket
This Harley Davidson racing jacket is the real deal.
The Original Cheeky Jean
If you’re looking for a classic go-to pair of straight-leg jeans, Everlane makes some of the best.
With a Faux-Fur Coat.
My absolute favorite thing to pair with jeans right now is a faux-fur coat. It adds a little drama to a cold winter day and I’m here for it.
Plus Cream Soft Touch Shaggy Faux-Fur Coat
This shaggy faux-fur coat is just the one you need to wear with a pair of light-wash jeans. It’ll also look great with a slip dress for a night out. It’s available in sizes L-5X.
Good Boy Jeans
The split hem on this pair of light-wash jeans will give them a subtle flair shape. This pair is available in sizes 00-24.
With a White Button-Down.
For a timeless look, a white button-down is always chic—but don’t be afraid to modernize it with cropped or cut-out options.
Norman Built in Bra Shirt
Low-Rise Loose Jeans
With a Dramatic Blouse.
A puff sleeve, a big bow, eyelet lace and bright florals are all game-changers when it comes to a blouse. A good blouse will take your jeans from the office to happy hour to a weekend shopping date—and you can bet you’ll get a lot of compliments.
Sweet Floral Blouse
Rolla’s East Coast Flare Jeans