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.

A long robe coat looks ultra-sleek.

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.

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

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

Layer a fitted turtleneck under a boxy plaid blazer. 

Tuck a pretty lace cami into a high-waisted pair.

Add a pop of color to an otherwise simple look. 

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

We will never get over a good denim-on-denim look. 

Swap your classic black heels for updated kitten heels.

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

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

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

Wear an attractive silk blouse with slightly distressed skinny jeans. 

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

Go for a bold look with a printed outer piece. 

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

Pair your puffer with a set of statement earrings.

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