13 Stylish Ideas For How To Wear Skinny Jeans

by Abby Gilman

13 Stylish Ideas For How To Wear Skinny Jeans

A well-fitting pair of skinny jeans can be the most versatile item in your wardrobe. With myriad ways to style this figure flattering must-have, we scoured the blogs and curated some inspiration for how to wear skinny jeans. Check out our favorite looks.


Elongating Nude Heels



A well-fitting pair of dark wash skinnies is a must for any wardrobe. Amber of Barefoot Blonde teams her pair with pointed nude heels, a combination that elongates her legs. If you don’t have ankle-length skinnies, roll each hem twice to create a thin cuff that sits right above the anklebone for a polished look that shows off the shoes.


Zipper Hardware



Skinnies with zippered ankles add some edge to any look. Search for jeans that hit at the ankle. Wear them zipped for a tapered effect, or unzip them to show a bit of your shoes and a bit of skin, like Rebecca Laurey of Raspberry Rouge did. (No, this isn’t an excuse to wiggle into even tighter jeans. Too-tight will always be a fashion don’t.)


Printed Pants



Plaid is a seasoned favorite for fall. Rachel of Pink Peonies rocks her pair of cherry red and oxblood checkered pants with a chambray button-up and simple heels. When wearing a pair of printed pants, keep the rest of the look simple. Tip: Stick to smaller prints on a well-tailored pair.


With Ankle Booties



One of the most classic ways to wear skinny jeans is tucking a slim-fit pair into booties. Jacey of Damsel In Dior‘s black skinnies tuck seamlessly into her black heeled ankle booties, making her legs appear longer and the look extremely classy. Bonus: Her tweed knee-length coat is an amazing addition.


With An Oversize Sweater



We can’t stress the importance of balance enough. When wearing a top with an exaggerated shape, cut, or size, skinny jeans will maintain your proportions and give you a shape. Aimee from Song of Style paired her oversize sweater with ripped skinnies tucked into embellished booties.


The New Tuxedo



Casual Friday be damned, we’re giving you the go-ahead to wear your skinnies to the office every day. Zina of Fashionvibe‘s tuxedo-inspired leather pants are très fab paired with a slightly oversized Oxford (tuck yours in to look pulled-together) and simple heels.


Off-Duty Denim



A distressed pair of skinny jeans with a bit of stretch is your best friend for an off-duty outfit. Alyssa of Sincerely, Truly Scrumptious teamed her pair with a laid-back graphic tee and slip-on sandals for a comfy cool look. Distressed denim is a huge trend this season, but if it’s not for you, don’t force it. The number one rule to looking good is wearing what makes you feel good.


Cuffed Hems



Ankle-length is the newest trend in length, but that doesn’t mean you have to run to the tailor to update your denim drawer. Fake a pair of skimmers by tucking your hems inside until you hit the desired length, which should be just above the anklebone. This length looks great with every shoe, but we especially love the lace-up Oxfords on Saray Martin of Dansvogue.





We love layering for fall, but looking sharp rather than sloppy is a balancing act. Successful layering is all about the correct proportions. Slip into a pair of skinnies to keep things slim on the bottom while you playfully pile on top. (Hint: Layering isn’t just for your tops. Check out Christine of Hello Fashion‘s plaid-patched details, a huge trend to try this season.)


Moto Detailed Denim



A pair of jeans with moto details is a fun way to add interest to your everyday denim. Helena of Brooklyn Blonde dressed hers up with classic add-ons, like a black sweater, oversize clutch, and Chanel-inspired pumps.


White Denim



Throw the dated rule book out the window: Fashion isn’t about rigid rules, it’s about dressing in what makes you look and feel confident. If you want to wear white past Labor Day, then you do you. We love white, especially in a monochromatic look like Krystal Schlegel’s. Tip: Cognac or tan ankle boots work best with white.


Dress Over Jeans



Don’t knock it ’til you try it. We know this is a throwback to pre-leggings, post-stirrups middle school style, but we’re willing to give it a shot. Olivia of Variacje is an inspiration in her black-and-white outfit. When attempting this look, keep the color scheme simple and the jeans perfectly tailored. Dresses that hit above the knee in a soft, flowing fabric are ideal.


Work-Appropriate Skinnies



Julia of Gal Meets Glam dresses up her black skinnies with a blazer and mules. Black jeans are perhaps the most versatile item we firmly believe you need. They’re easily dressed up for the office—no more ill-fitting dress pants!—or down for any day-to-day event. Black shoes will elongate your legs, but we especially love leopard or snakeskin with a classic black jean.