6 Cute and Simple Skinny-Jean Outfits That Play to Win

You may be feeling some of the of-the-moment denim cuts trending hard right now (ahem, flares and balloon silhouettes). That said, you really can’t beat the classics, and yes, I believe the sometimes polarizing skinny jeans definitely fall into that category. Whether you wear skinnies on repeat or haven’t tested them out in a while and want fresh ways to style them, I wanted to spend the next few moments highlighting some of my favorite skinny-jean outfits that truly play to win in terms of chicness.

The beauty of the ensembles coming your way is that they’re all relatively simple to put together because they’re composed of easy staples that many of us may already have in our wardrobes, like puff-sleeve blouses and white T-shirts. Curious? Keep scrolling to check out six trend-forward skinny-jean looks that could be worth adding into your outfit rotation.

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A "shacket" is cute and forward with blue jeans and interesting accessories like white booties.

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Bring contrast to a pair of light-wash skinnies with a trendy puff-sleeve blouse and chic heels.

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Into neutrals? Try a very right-now leather blazer with dark skinny jeans and moto boots. A turtleneck will work great for these transitional temperatures, but a T-shirt is also a solid choice when the temperatures start warming up.

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Add polish to an ensemble featuring skinny-straight jeans with a button-down shirt and a slouchy blazer with the sleeves pushed up. Sleek loafers complete the vibe.

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You just can’t go wrong with a white T-shirt and leather jacket for a chic and effortlessly cool look.

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While just about anything would work with black skinny jeans and booties, a plaid top (either tied at the front or half-tucked) is simple yet statement-making.

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Next, check out the basics I'm not wearing with skinny jeans this season.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.