7 Skinny Jean Outfits That Won't Feel Dated in Fall 2019

Skinny jeans could easily be classified as one of the most timeless denim silhouettes out there at this point (despite their sometimes polarizing nature). That said, new denim cuts (baggy styles and the like) enter the scene season after season to give those classic skinnies a run for their money. But there are actually a few simple ways to keep your favorite skinny jeans feeling fresh. It really just comes down to pairing them with forward, of-the-moment pieces.
To help replenish our index of modern skinny jean outfits, we often turn to our favorite fashion girls for inspiration. In fact, after scrolling through the 'gram, it became evident that many of the style elite are wearing denim looks that feel particularly current and unique. Naturally, we rounded up the front-running ensembles for you here. Think of this as your guide for making skinny jeans impossibly cool right now and well into fall.
Style Tip: Experiment with an architectural statement top as an alternative to a standard button-down blouse. A pair of Mary Jane mules complete this A+ look.
Shop the look:
Style Tip: Add just the right amount of edge to your favorite black skinnies with a band tee and an oversize leather jacket. If it's slightly warmer outside, consider on-trend minimal sandals to soften the overall silhouette.
Shop the look:
Style Tip: Elevate distressed skinny jeans in your off-duty life with a pretty polka-dot blouse. While just about any shoe style would work here, a playful pair of feathered sandals brings the entire vibe to a forward dimension.
Shop the look:
Style Tip: The classic white tee and jeans look will feel so current with a cool outerwear pick like an oversize flannel jacket. If you really want to go for it, test out the matchy-matchy trend by coordinating booties in a similar hue.
Shop the look:
Style Tip: Whether you're looking for a polished denim look for travel or in your 9-to-5 life, this fit is for you. A blazer in a muted color (very right now) mixed with black skinnies and timeless loafers is a no-fail outfit formula.
Shop the look:
Style Tip: While a trench coat paired with skinny jeans may seem pretty simple, it's all about the shoe choice here. An electric pair of pumps offers up an unexpected twist to this now statement-making look.
Shop the look:
Style Tip: A white blouse that feels slightly offbeat (note the slouchy fit) tucked into sleek skinny jeans with loafers is actually quite modern if you're into that effortless, pared-down feel.
Shop the look:
Next, check out the skinny jean mistakes celebs over 40 never make.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 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 retailers 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.
-
Hold the Basic Jeans—This "Dated" Denim Trend Is on Its Way Back
Get ready for this comeback.
-
24 Chic Under-$100 Nordstrom Anniversary Sale Finds That Are Taking Over My Fashion-Editor Text Group
Longchamp, Levi's, Madewell, and more.
-
I Swear By Elegant Outfits—35 Standout Items That Would Fit Right Into My Closet
Here's to a chicer outfit rotation.
-
Too Hot to Think? Try These 33 Chic Summer Finds From Revolve That Basically Style Themselves
Matching sets and lovely lace styles.
-
This Is the Sofia Coppola Way to Style Jeans for Summer
We're beguiled.
-
Low-Rise Jeans and Ballet Flats Look Dated Compared to This Trending Jeans-and-Sneaker Combo
Confirmed by Dakota Johnson and Natalie Portman.
-
Linens, Trousers, and Button-Downs, Oh My! These 30 Banana Republic Sale Picks Are Summer Magic
Up to 60% off.
-
If You Hate Denim Shorts, It's Because You're Not Styling Them With *This* Fresh and Sophisticated Shoe Trend
Hold the sneakers.