The Unconventional Yet Trendy Approaches Fashion Enthusiasts Are Using to Style Their Sweaters for Fall 2025
Recently, it's become nearly impossible to browse online without encountering a discussion, even about the seemingly trivial aspects of fashion. Indeed, this is part of what makes the internet unique. We all enjoy live-tweeting our opinions on celebrity outfits at red carpet events, the appointment of new creative directors, or the top trends of the season, all while relaxed at home in our sweatpants. Whether you love it or dislike it, we are in one of the most divisive periods in recent times, particularly evident with the comeback of a certain styling trend: dresses over pants. Yes, that's correct. While we may have assumed this contentious trend was a thing of the past from the early 2000s, collections ranging from S/S 2024 to S/S 2026 have shown otherwise.
The "ugly" outfit combination, first seen at The Row, Ferragamo, Gucci, and various other fashion brands, is something many of us once dismissed. Yet, it suddenly appears, dare we say, stylish—or at the very least intriguing—again. Some may link this trend's resurgence to a wave of nostalgia (perhaps bordering on Stockholm syndrome) or a growing tendency among the public to make bold fashion statements on social media. However, it was simply modernized silhouettes that made it relevant again. Skinny jeans transitioned to wide-leg styles, cotton dresses evolved into lace slips, and other practical layers were introduced alongside.
The outcome? A range of runway looks that provided a fresh take for a new generation to integrate this previously debated outfit style into their wardrobes. And indeed, they have embraced it.
The style community has quickly discovered innovative ways to wear dresses over pants, with the latest iteration being to pair them with trending sweaters as well. It might seem a bit odd, but this combination has gained such traction that it is sure to be the go-to method of wearing sweaters throughout the rest of 2025. If you hesitate to try out this "strange" styling approach, allow us to present compelling reasons to give it a shot. Below, we share eight fall outfit inspirations, styling advice, and shopping suggestions that serve as a tutorial on how to wear sweaters over dresses and denim. If you don't find yourself loving this trend by the end of this piece, you at least will be able to firmly stand by your dislike.
**How to Wear Sweaters Over Dresses and Denim**
**OUTFIT 1:** Black sunglasses + gray oversized crewneck sweater + white lace slip dress + black baggy jeans + two-tone flip-flops + black bowler bag
**Styling Notes:** The first advantage of trying this styling trend is that it allows you to extend the wear of your summer pieces into winter. For instance, you can don your favorite lace slip dress on a cool fall day by layering it over a pair of baggy jeans and beneath a contrasting oversized crewneck sweater. Finish off with flip-flops to challenge traditional fall attire expectations.
**Aritzia**
Plush Cashmere Oversized Crew Sweater
Aritzia's cashmere is truly exceptional.
**The Frankie Shop**
Elvina Lace Trim Slip Dress
This slip dress will carry you well into spring.
**Agolde**
'90s Mid-Rise Straight-Leg Jeans
A staple for every wardrobe is a pair of black straight-leg jeans.
**Ancient Greek Sandals**
Saionara Jelly Flip Flop
Yes, flip-flops can indeed be worn during fall!
**Jacquemus**
Le Turismo Leather Bowling Bag
**OUTFIT 2:** Gray turtleneck + white slip dress + black wide-leg jeans + white pointed-toe pumps + black shoulder bag
**Styling Notes:** If the thought of wearing flip-flops in fall or layering a dress over denim seems daunting, we suggest reverting to the basics. The simplest way to make this trend more manageable for your daily routine is to rely on wardrobe essentials, such as a neutral turtleneck sweater, a white slip dress, black wide-leg jeans, pointed pumps, and a minimal shoulder bag. By styling these staples together, you can diminish some of the "controversy" associated with this trend (in a positive way).
**Massimo Dutti**
100% Cashmere Knit Vest
**Intimissimi**
Silk Slip With Lace Insert Detail
Available in nine other colors.
**Everlane**
The Mid-Way Jean in Washed Black
Everlane's denim is a worthy investment.
**OUTFIT 3:** White crewneck sweater + black lace slip dress + white baggy jeans + gold jewelry + black mesh flats
**Styling Notes:** If you need further proof that wearing dresses over denim with added knitwear can be stylish, look no further than this outfit. You can achieve a more refined appearance by choosing separates in black and white. A white cashmere sweater paired with a black lace slip dress and white baggy
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The Unconventional Yet Trendy Approaches Fashion Enthusiasts Are Using to Style Their Sweaters for Fall 2025
You will either be fond of it or dislike it.
