5 Truly Innovative Skinny-Jean Outfits From J.Lo, Rihanna, and Hailey Bieber

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It's been years since they first entered our closets, and still, skinny jeans just won't quit. They're a timeless wardrobe staple, so we've gotten into the habit of wearing them with the same outfits we always do. There's nothing wrong with outfit repeating (and we'd actually argue that it's necessary to define your personal style), but with skinny jeans, it's easy to find yourself reaching for the same few items over and over. 

To fend off any potential style ruts, we've compiled the outfit ideas that made us look at the trusted denim in a completely new light. It's all thanks to the celebrities who aren't afraid of a "risky" trend or two. Take Rihanna, for example, who transformed her denim into something fit for a princess (yeah, we went there) by layering a sheer dress on top. We strive to be on that level of innovation.

Ready to rethink your next skinny-jean outfit? Keep reading to see the best celebrity skinny-jean outfits, and shop the pieces to re-create them.

The innovation: wearing a dress over jeans

Rihanna

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Wearing a dress over pants is an outfit hack that always looks innovative when done right, and Rihanna's look here is a perfect example of how to pull it off. The slim-fitting jeans are a great canvas to start with, and they really shine underneath a sheer dress. Finish it off with transparent heels as RiRi did, and you have yourself a jean outfit that's fit for a princess.

On Rihanna: Quetsche Hidden Dress Cotton-Jersey and Tulle T-Shirt ($395); Matthew Adams Dolan High-Rise Straight-Leg Jeans ($276); Amina Muaddi Begum Glass Transparent Sandals ($895)

The innovation: leaning into one denim wash from head to toe

Jennifer Lopez

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(Image credit: Jackson Lee/GC Images)

Doubling up on your denim isn't exactly an earth-shattering idea, but sure enough, J.Lo managed to reinvent it. She opted for a denim jacket and jeans in a polarizing wash—acid wash—from head to toe, and the result is an innovative take on the Canadian tuxedo that makes a 'fit as tried-and-true as skinny jeans look brand-new.

On Jennifer Lopez: Balmain acid-wash denim jacket and jeans; Jessica Rich Fancy Stiletto Pumps ($198)

The innovation: stuffing skinny jeans into mid-calf boots

Hailey Bieber

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(Image credit: Splash News)

This is the jean-and-boot look everyone is after right now. Hailey Bieber was a pioneer of this styling "mistake," tucking her skinny jeans into slouchy boots, and it ignited an entire outfit trend.

On Hailey Bieber: Mugler blazer; Cotton Citizen High Skinny Jeans ($295); Ash Doll boots; Ray-Ban Wayfarer RB2140 Square Sunglasses ($153)

Shop the look:

The innovation: combining two different outfit vibes, like wearing a crew-neck under a blazer

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(Image credit: Wagner AZ / BACKGRID)

Princess Diana's iconic '80s outfits are the gifts that just keep giving. When Hailey Biber channeled this look not too long ago, it reminded us of just how great—and re-creatable—Lady Di's jean outfits really were. Here, Bieber combined with two style tropes when she paired a blazer (something we often reach for with skinny jeans) and a collegiate crew-neck.

On Hailey Bieber: Jil Sander Off Centre Fastening Blazer ($2526); Vintage Cornell University Sweatshirt ($95); Bottega Venetta heels; Balenciaga Hourglass XS Top Handle Bag ($1550)

Shop the look:

The innovation: going for long-hemmed jeans (instead of cropped pairs)

Georgia Fowler

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(Image credit: Gotham/GC Images)

Long jeans (as opposed to cropped ones) are trending right now, and even though it's a simple detail, it totally reinvents how to wear skinny jeans in our minds. Take a cue from Georgia Fowler's look here, and wear them over a sleek kitten heel.

Shop the look:

Next up: See how Jennifer Lawrence wore winter's top boot trend with the top dress trend.

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.