Calling All Millennials: Here’s How to Style Your Skinny Jeans for 2023

written by BELLA GIL

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Source: @aida.bdji
Source: @aida.bdji

When I think about skinny jeans, all I can hear is Beyonce singing “If you don’t jump to put jeans on, baby you don’t feel my pain,” and have flashbacks to not only the jumping, but the inevitable cuff I always added at the hem of my jeans because they never seemed to fit the length of my 5’2″ frame. Yet, despite all that, I still have my favorite pairs of skinny jeans tucked away at the bottom of my drawer.

Although I’m a firm believer in closet purging and purchasing clothes that you’re guaranteed to wear and feel good in, I haven’t gotten around to tossing my skinny jeans because I know what a staple they can be. They fit well, make me look good, and definitely have a time and a place to be worn (nothing else looks quite as good tucked into boots). Just as trends change over time, so can the way you style certain things to make them feel and look more modern—and yes, that includes how you style your skinny jeans.

If you want to break out your skinny jeans again (or just never took a break from yours and want new ideas on how to style them), we’ve got you covered. Here are ways to style your tried-and-true pair to make them look cool in 2023.


With an oversized blazer and flats

Source: @aida.bdji

Who would’ve thought we’d be suggesting you wear ballet flats and skinny jeans in the year 2023? To make the look more modern and less late-aughts (we don’t want any middle school flashbacks happening over here), pair them with an oversized blazer and a tucked-in tee.


Linen Blazer

3 colors available

Jack Rogers

Pointed Bow Flats

3 colors available

With a white-button up and sandals

No outfit welcomes spring more than a breezy button-up paired with a pair of sandals. When combined with skinny jeans, they add to the timeless feel of the look—which is exactly what we’re going for here.


Linen Button-Up

6 colors available


Cotton Button-Up

5 colors available

Sam Edelman

Cutout Slides

20 colors available


Quilted Slides

4 colors available

With a trusty denim jacket

Source: @kateogata

Styling your black skinny jeans with your classic denim jacket is a prime example of an easy, classic outfit. To make it feel less dated, focus on the fit of the denim jacket; a more oversized one will look and feel more ready for 2023 than a fitted one will. This is a perfect look for running errands when paired with sneakers, or for a night out when paired with heels.

Silver Jeans Co.

Trucker Jacket

Free People

Denim Jacket

Paired with a heeled sandal

A good pair of heeled sandals is a match made in heaven with skinny jeans. Regardless of if your heels are strappy or more of a mule, they work together with the skinny jeans to elongate your legs. Especially if you’re transitioning into spring, this is a killer combo.

Dolce Vita

Braided Mule

5 colors available

Jeffrey Campbell

Platform Slide

10 colors available

Katy Perry

Twisted Sandal

6 colors available


Jelly Sandal

4 colors available

With a bodysuit and white sneakers

Keep it simple this season by pairing your skinny jeans with white sneakers and a black bodysuit. With your go-to pair of sunnies and grab your favorite handbag, it’s a simple combo that shouldn’t be underestimated. It’s seamless, classic, and super flattering.

Abercrombie & Fitch

Ruched Bodysuit

3 colors available


Sleeveless Bodysuit

3 colors available


Campo Sneaker

4 colors available


Court Sneaker

5 colors available

With a pair of loafers

Source: @chrissyford

You know that pair of loafers you’ve been wearing all winter? Yup, they’re going to look great with your skinny jeans. To balance out the more substantial shoe on bottom, opt for a top with some volume (like the gorgeous striped one pictured above).

Steve Madden

Lotto Loafer

Franco Sarto

Carolynn Platform

4 colors available

Steve Madden

Carrine Bit Loafer

7 colors available

Sam Edelman

Buckle Loafer

19 colors available

Paired with sneakers and a cardigan

Sneakers, jeans, and a cardigan are the ultimate skinny-jean uniform. It’s low effort, but looks polished nonetheless. Don’t forget to top the outfit off with your favorite cardigan (especially for transitional weather).


Cable Knit Cardigan

3 colors available


Blazer Low Platforms

4 colors available


Platform Chuck Taylor

2 colors available

With your favorite striped sweater

Stripes are certainly having a moment right now, and we’re all here for it. Oversized, fitted, draped over your shoulders, or quickly grabbed and thrown in your bag as you head out the door, they’re the timeless, French-feeling piece that keeps on giving.


Cashmere Boyfriend Sweater

8 colors available

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Oversized Turtleneck

3 colors available