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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 go-to skinnies 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.
Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Big Star Denim is a STYLECASTER sponsor, however, all products in this article were independently selected by our editors. Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale.
1. Ruffle Top + Heels + Skinny Jeans
Another ridiculously easy way to dress up your favorite pair of skinny jeans is with a fun and bright ruffle top and open-toe heels —just take it from the blogger behind Lizzie in Lace. Try matching your top to your accessories for a truly coordinated look you can wear to the office, on a Zoom call, or out to brunch.
No wardrobe is complete without a trusty pair of skinnies, and this sleek pair from Big Star Denim should be in your top drawer. You can snag them in two colorways, and they come in a variety of inseams so they feel like they were custom made just for you. Wear ’em with a tee, a blazer, or your fave chunky knit sweater—you’ll definitely be wearing these on repeat. Plus, the contoured fit will make your booty look on point.
2. White Top + Printed Blazer + Black Ripped Jeans
One of the easiest ways to dress up a classic pair of black skinny jeans is with a chic blazer. Have some fun with it and choose a pattern rather than a solid for a little bit of a statement this season. This is a great way to spice up a simple white tee, too—take it from Nicole of Curves to Contour!
Jamie High Waist Ripped Skinny Jeans
These ripped skinny jeans will be a go-to in your wardrobe for years to come thanks to their classic silhouette.
3. Puff-Sleeved Top + Structured Bag + Long Jeans
Christina Zayas‘ puff-sleeved top is a fun way to add a little flair to any denim look. If you’ve got a pair of longer jeans in your closet, try adding a puffy sleeve and structured back for an easy and polished ensemble. Add in some heels or heeled booties for even more stylish vibes.
High Loose Jeans
This pair of light-wash jeans from Levi’s features a super loose fit in the leg that looks great contrasted by a more formal top and accessories.
4. Pattern Mixing + Heels + Boyfriend Jeans
Have some fun with your denim looks and try pattern mixing on top like the blogger behind Oh to Be A Muse did. Pairing stripes with florals is an easy way to get the look and test it out if you’re unsure what patterns might look best together. Add a hat and some heels and you’re good to go.
Slouchy Boyfriend Jeans
Try rolling the hems of your boyfriend jeans for a more classic look, or keep them unrolled for a slightly more refined style.
5. Graphic Tee + Jacket + Frayed Edge Jeans
While it might not seem like a graphic tee and frayed jeans can be dressed up successfully, they totally can—and blogger Liz In Los Angeles is proof. Just add a nicer jacket, some heeled booties and a classic bag and you’ve instantly amped up your denim look. (A little bit of red lipstick helps, too.)
Hepburn Wide Leg Jeans
For the ultimate lived-in look, you need a pair of wide-leg jeans that looks positively destroyed (in a good way!) like these from DL1961.
6. Solid Blazer + Heels + Skinny Jeans
If you want to keep things classic but still elevate your skinny jeans, try adding a simple solid blazer, heels and a structured tote like the blogger behind Lou What Wear did. This look is a go-to for so many—and for good reason. It allows you to easily dress up almost any pair of jeans for a cool, casual and still work-friendly outfit.
Good Classic Jeans
Shop this pair of skinny jeans from Good American in sizes 00 through 24—you’ll wear them for years to come.
7. Off-The-Shoulder Top + Heels + High-Rise Skinny Jeans
Let the sun shine on those shoulders, baby Try tucking an off-the-shoulder top into your favorite high-rise skinnies like Cece Olisa. Then, add a belt, heels and pop of color on your lips and you’re ready to go. To make this look more casual, too, you can also swap the heels for sneakers!
10″ High-Rise Skinny Jeans
These jeans from Madewell are the perfect year-round wash, available in a few different lengths and sizes 23 through 32.
8. Striped Top + Hat + Paperbag Jeans
Jennifer Henry-Novich’s outfit proves that paperbag-waisted jeans make a statement on their own, so the trick here is simply to elevate them. Using a neutral striped top, fun hat and a mini handbag to bring out the already-cool style of these jeans is the way to go. Add some heels for an even more dressed-up look.
Janis Paperbag High Waist Crop Tapered Jeans
These paperbag jeans feature an ultra-high waist that’ll look cute with your fave crop tops—and the tapered design is the perfect mix of modern and vintage.
9. Silky Cami + Statement Heels + Ripped Black Jeans
If you’re looking for the perfect edgy-but-still-dressy date night outfit, look no further. Pair your favorite black jeans with a silky cami, statement heels and a matching bag to copy Christina Zayas’ look. It’s a simple but effective way to look amazing no matter your plans.
The Toby Jeans
High-rise black jeans are truly a blessing. This pair is an affordable investment and can be styled for day or night!
10. Denim Top + Sandals + Straight-Leg Jeans
Don’t knock denim-on-denim until you’ve tried it! When you pair two different washes of denim with a fun bag and cute sandals, you can an effortlessly elevated look perfect for warm weather. You can also belt your jeans and do a half-tuck for an added polished detail.
Hayden Knee-Rip Jeans
This pair of straight-leg jeans from Princess Polly features cool-girl approved distressing at the knees for a lived-in look.