20 Cute Outfits to Wear With Skinny Jeans

There’s no such thing as outfit inspiration overload when it comes to styling your go-to skinny jeans. They’re a classic style that we recommend everyone have in their closet. With their high waist and flattering fit, skinny jeans are a denim shape that’s stood the test of time and passing trends. They’re timeless for a reason—Who What Wear editors all agree.

So, to ensure you’re squared away with a fresh set of denim outfit combinations this fall, we’ve rounded up 20 new ways to wear your skinny jeans. From the season’s most popular denim-and-blazer look to a few interesting ways to layer sweaters, turtlenecks, and more, here’s how to wear your most flattering jeans over the next few months. Get inspired below, and be sure to show us how you’re wearing skinny jeans this fall with the hashtag #WhoWhatWearing.

Keep reading to see which 20 cute outfits to with jeans we feel are especially fresh right now.

Polka dots will never go out of style.

You can't go wrong with denim-on-denim.

Give your go-to leather moto jacket a rest, and try a belted style instead.

Cute blue denim outfit


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A satin blouse and heels dress up casual jeans instantly. 

Add some edge to your next denim look with a sleek patent leather piece.

Yes, statement sleeves are still having a moment. Emulate our senior news editor, Erin Fitzpatrick, and try a balloon-sleeve coat over your skinny jeans. 

Layer an oversize blazer with skinny jeans and a cool belt.

Layer a fitted turtleneck under a boxy plaid blazer and you simply can't go wrong. 

Blue denim outfits


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A sequined jacket certainly never hurt anybody. 

Pair a graphic T-shirt with bold red ankle boots for a cool weekend look. 

Add a pop of color to an otherwise simple look. 

How to style blue denim outfits


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Color coordination for the win. 

Swap your classic black heels for updated kitten heels.

Black denim jeans


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Black jeans are as versatile as they come. Emulate Ashley Graham and wear yours with heels and a cropped button-up shirt. 

A wrap top is the perfect warm-weather way to style the jeans.

Pairing velvet with your jeans will make a great holiday look. 

Swap your go-to black boots for an on-trend red pair. 

Wear an attractive silk blouse with slightly distressed skinny jeans. 

Go for a bold look with a printed outer piece. 

Test the dress-over-jeans look and then add a structured blazer. 

Pair your puffer with a set of statement earrings.

Add some texture to your next denim look with a pair of fluffy shoes.

This story was originally published at an earlier date and has since been updated. Up next, shop the most flattering jeans under $100.

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