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22 Chic Skirts and Dresses for Fall 2025
Fashion

22 Chic Skirts and Dresses for Fall 2025

by jummy84 October 21, 2025
written by jummy84

Ever since I was a little girl, my mom dressed me in skirts and dresses, and I’ve never strayed from that. I still remember the first school picture day in first grade—while most kids were in casual outfits, I was fully overdressed in a white satin dress with white tights and little open-toe white heels. In fact, many of my closest friends have joked that they’ve never seen me wear pants or jeans. Up until recently, that was because I literally didn’t own a pair. (Recently, I finally ordered a pair of Levi’s 501 ’90s Jeans.)

There’s just something about dresses and skirts that makes me feel the most “me.” Whether I’m pairing them with tights in the fall and winter or wearing them on their own in the spring and summer, they always feel right and are what I feel most comfortable in. Here are the ones that are on my wish list.

Shop Skirts

A black knee-length skirt from Guizio I’ll never get sick of.

kotn, Paper Touch Skirt

This 100% cotton A-line midi.

Samos Stretch Wool Grain De Poudre Pencil Skirt

LOULOU DE SAISON

Samos Stretch Wool Grain de Poudre Pencil Skirt

All or Nothing Half Slip

Free People

All or Nothing Half Slip

Bias Knee Skirt Pois Bianca - 4

Olga Joan

Bias Knee Skirt in Pois Bianca

I discovered the Australian brand Olga Joan recently.

Kotn skirt.

kotn

Muna Pleated Midi Skirt

Made from a soft wool blend.

Gwyneth Flounce-Hem Slip Skirt in Chiffon

j.crew

Gwyneth Flounce-Hem Slip Skirt in Chiffon

Sleep Skirt - Snow

imnotamorningperson

Sleep Skirt

I have a plain white knee-length skirt I wear all the time—it goes with everything.

Wool Skirt - Grey — Brooke Callahan

Brooke Callahan

Wool Skirt

I want everything from Brooke Callahan.

101p100.

101p100

Midi Silk-Nylon Skirt

This nylon skirt is currently in my cart.

Shop Dresses

Colette Dress - Bordeaux - Xxs

Fait Par Foutch

Colette Dress

How stunning is this one from Fait Par Foutch?

Kingsley Pleated Long Sleeve Column Dress

EMILY DAWN LONG

Kingsley Pleated Long Sleeve Column Dress

Emily Dawn Long’s dresses are all beautiful.

Realisation Par.

This dusty rose is so pretty.

Off-The-Shoulder Mini Dress in Textured Nylon

j.crew

Off-the-Shoulder Mini Dress

J.Crew’s off-the-shoulder mini in nylon.

No 2538 / Such - Xs

Paloma Wool

Such Short Dress

Marlice - Peach

A collection of Rixo dresses.

Burgundy Sunday Midi Dress

Vivienne Westwood

Burgundy Sunday Midi Dress

I’m dreaming of this Vivienne Westwood dress in any color.

Sleeveless Bias Cut Chiffon Maxi Dress

Paolina Russo

Sleeveless Bias Cut Chiffon Maxi Dress

I saved this Paolina Russo dress ages ago and still think about it.

Halter Dress Black

SILK LAUNDRY

Halter Dress in Black

You can never go wrong with a silk black dress. I’m considering this halter from Silk Laundry.

Grace Shift Dress

Daria Dress

Nia’s dresses are so comfortable.

Maude Dress

I’ve been meaning to try With Jéan’s dresses too.

October 21, 2025 0 comments
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Jennifer Lopez Confirms Midi Pencil Skirts Are the Star of Fall's Best Office Looks
Fashion

Jennifer Lopez Confirms Midi Pencil Skirts Are the Star of Fall’s Best Office Looks

by jummy84 October 12, 2025
written by jummy84

Elegance has always been part of Jennifer Lopez’s aesthetic, but she seems particularly determined to establish herself as our main source of inspiration for work-related dressing.

Over the past few weeks, the “On the Floor” singer has been seen in various styles of blazers, which she has paired with vests, wide-leg pants, as well as pencil skirts. Her penchant for this style only denotes what the Saint Laurent, Gucci, and Ferragamo runways predicted: executive formality will be the key to looking elegant this fall.

The return of ‘80s power dressing that began last year has had time to evolve, and without a doubt, the 56-year-old actor shos us the most modern and sensual versions of the ensemble. According to her lessons, sunglasses and pumps are a must to complete the look, which she’s continued to elevate during her Kiss of the Spider Woman press tour.

Between wide-legged tailored pants by Ralph Lauren and ensembles by Willy Chaverría, Dior, and Harithan, it’s hard to pick a favorite, but the title definitely goes to the Tom Browne look she wore that afternoon.

Jennifer Lopez in pencil skirt and pumps in New York on October 7, 2025

TheStewartofNY / Getty Images.

October 12, 2025 0 comments
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36 Best Denim Skirts for Fall 2025, According to Style Editors
Fashion

36 Best Denim Skirts for Fall 2025, According to Style Editors

by jummy84 October 11, 2025
written by jummy84

The best denim skirts of fall 2025 are, well, pretty much any silhouette you fancy. After appearing in all its glorious forms on the runway this season—long and tiered at Zimmermann, micro-cut at Isabel Marant, knee-length at Diesel—the humble denim skirt is now undoubtedly one of fall’s biggest trends. So the good news is that whichever hemline, wash, or rise you prefer, it’s going to feel right. But where to start? That’s where the Glamour team comes in. Ahead, our editors curated a selection of standout options and pulled together styling tips for each assortment, so you know the boot trends and cute bags to wear alongside them. Scroll down to find your ideal style (or two).

Glamour’s denim skirt wish list


The best denim midiskirts

This is the silhouette to reach for if you’re looking for a more sophisticated take on the jean-skirt trend—especially if you go for a high-rise A-line denim skirt or low-rise slim cut with a front slit. Both cuts read classically chic, styled with a streamlined riding boot and relaxed V-neck sweater. However, if you’re trying to look more edgy than elegant, something with an asymmetrical cut or visible paneling should do the trick.

3.1 Phillip Lim Asymmetric Denim Wrap Skirt

Mother Denim Swooner Straight A Midi Skirt

Old Navy High-Waisted Jean Midi Skirt

Madewell Flared Denim Midi Skirt

Rebecca Taylor Gabrielle Denim Skirt

The best denim miniskirts

Few pieces can feel more youthful and fun than a denim miniskirt. But to avoid taking this style in too much of a middle-school-dance direction, try a design with sophisticated details, like a slight flare or wraparound element, and stick to ladylike blouses versus graphic tees or tank tops. Pro tip: For this silhouette specifically, it’s best to eschew stretch denim with a lot of give, as even the smallest change in the design’s original shape will change how it sits on the body. Very high and low waistbands are also hard to pull off—so when in doubt, opt for a mid-rise.

Alex Mill Andie Mini Skirt in Denim

Citizens of Humanity Ramona Mini Skirt

Rag & Bone Miramar Denim Mini Skirt

Agolde V-Waist Frayed Denim Mini Skirt

Isabel Marant Siyen belted wrap-effect denim mini skirt

The best knee-length denim skirts

If you’re looking for an easy throw-on-and-go option that feels casual—but a little more grown-up than a mini—the knee-length denim skirt is for you. For low-key days, go for a playful pleated skirt; you could also go a more dressed-up route via an ’80s-inspired high-waisted pencil skirt. The beauty of this street-style favorite is that you don’t need to rack your brain for super-inventive outfit ideas. Since this design is inherently polished, it’ll go wonderfully with more timeless wardrobe staples, like a T-shirt or crewneck knit.

Zara TRF Mid-Rise Denim Skirt

Boden Pleated Denim Skirt

Wash Labs Denim Paneled Denim Midi Skirt

The best denim maxiskirts

While there’s certainly plenty of denim-maxiskirt inspiration to be found within the freewheeling style of the ’60s and ’70s, the look has been moving in a more modern direction lately. Enter this season’s streamlined long skirts, which are perfect with a crisp button-front top or fitted turtleneck—think more prepster-cool than Woodstock. And if you’re going for a free-spirited vibe? Skip out on fading and distressing (too obvious!), and add in flower-child homages via a shirt with romantic flourishes, like lacy texture or lace-up details.

Tanya Taylor Hundley Skirt

We The Free Off-Duty Denim Maxi Skirt

The Drop Women’s Dixon Denim Column Skirt

Wash Lab Denim Royal Denim Maxi Skirt

The best curvy denim skirts

The right fit is key to pulling off a denim skirt of any variety, but finding the right one requires time and research. The options gathered here, all from brands that prioritize inclusive sizing, worn on a range of body types, will make the process a little easier. As for choosing a cut and wash? That’s on you.

Good American Denim Maxi Skirt

L.L.Bean Signature Heritage Denim Midi-Skirt

American Eagle Curvy Denim Mini Skirt

Amazon Essentials Classic Plus Denim Skirt

Milumia High-Waisted Denim Midi

Abercrombie & Fitch Curve Love Mid Rise Denim Mini Skirt

The best petite denim skirts

The original hem is often an important design flourish on a denim skirt, so it’s best to avoid tailoring if possible. That’s a tricky task for the under-five-foot-four crowd unless, of course, they are starting with one of the following selections. All of them have been specifically measured and made to fit (and flatter) people with more petite proportions without needing to get anything hemmed.

LOFT Refined Denim Midi Skirt in Classic Mid Indigo

Petite Studio Pippa Denim Skirt

J.Crew Pleated Denim Skirt

Banana Republic Denim Mini Skirt

J.Jill Fringed Him Denim Midi Skirt


How to style denim skirts

Just as versatile as straight-leg denim, jean skirts are true capsule-wardrobe essentials—and they’re beyond easy to style. When in doubt, go with whatever you’d normally wear with a pair of jeans, like a white T-shirt, minimalist jewelry, and ballet flats. Style midi and maxi lengths with a denim shirt or a simple tee for the office or a dinner date; go with a jersey and slim sneakers for more casual outings. If you prefer a miniskirt, we suggest contrasting the flirty length with structured pieces, such as tailored blazers and sharp loafers. But honestly, there are no set rules—I’ve seen every length and styling choice at Fashion Week, and I think of the skirts as true blank slates.

October 11, 2025 0 comments
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How to Wear Flat Shoes With Dresses, Skirts, and Jeans This Fall 2025
Fashion

How to Wear Flat Shoes With Dresses, Skirts, and Jeans This Fall 2025

by jummy84 September 27, 2025
written by jummy84

Knowing how to wear flat shoes stylishly is the sign of a true fashion pro. After all, who wouldn’t want to wear looks that are just as comfortable as they are fashionable and chic? Practical footwear doesn’t have to be a secondary alternative to heels—in fact, your flats can be a versatile and sophisticated resource that elevates any outfit.

Whether your personal style favors classic loafers, sleek knee-high boots, minimalist ballet flats, or the latest It sneakers, there are so many flat shoe options that allow for looks that are modern, functional, and even high-fashion. So below, find some ideas and practical tips for how to wear flat shoes with dresses, skirts, and jeans the way the fashion pros do.

Flat shoes with dresses

Dresses are a closet staple in fall because they work so well with transitional weather, when the days are still warm but the evenings are cool. It’s so easy to adapt your look to whatever situation or temperature with another light layer and the right accessories.

Midi-dress and ballet flats

Edward Berthelot/Getty Images

Pairing a flowing midi-dress with slim-toe ballet flats creates a feminine and comfortable look that’s perfect for the office, dinner with friends, or even a casual outing depending on the dress. This fall, look for dresses in earthy or neutral tones—think browns, mossy greens, beige, black, or gray—that will suit an autumnal palette, with flat shoes with metallic, velvet, or patent leather detail in a complementary color.

Faithful Brigitte Midi-Dress

Larroudé Verona Ballet Flats

Shirtdress and loafers

NEW YORK NEW YORK  SEPTEMBER 13 A guest wears long dark brown hair worn loose with a center part redtinted aviator...

Edward Berthelot/Getty Images

September 27, 2025 0 comments
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Eclectic Midi-Length Skirts Are a Milan Street Style Go-To
Fashion

Eclectic Midi-Length Skirts Are a Milan Street Style Go-To

by jummy84 September 26, 2025
written by jummy84


As we’ve been tracking the newest trends from the designer runways in Europe, we haven’t forgotten to also take a peek at what attendees are wearing to the shows. As the Milan Fashion Week progress, it’s become clear that one key fashion staple is ruling street style so far: the midi skirt. …

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September 26, 2025 0 comments
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Fashion People Are Swapping Polka-Dot Skirts for Checked Styles
Fashion

Fashion People Are Swapping Polka-Dot Skirts for Checked Styles

by jummy84 September 22, 2025
written by jummy84

I, like so many others, was well and truly swept up in the polka-dot craze of the summer. Playful, peppy and easy to style, that print injected a dose of energy into my warm-weather wardrobe. But with autumn now nipping at summer’s heels, I’ve been on the lookout for a cool-weather upgrade to step in where my beloved polka dots once shone, and the checked skirt trend has quickly become the season’s frontrunner.

An autumn-ready evolution, checks carry with them a heritage-tinged moodiness that feels perfectly at home in cooler weather. Perhaps it’s their link to traditional Scottish tartans, but the pattern seems to hold an innate cold-weather energy that becomes irresistible once the seasons shift. Cast in the season’s favourite silhouettes—the swishy, feminine skirt—the effect feels at once familiar and contemporary. Think collegiate charm meets daily wearability.

Already, I’ve spotted the trend across my feed. Influencers are wearing theirs with simple tees while the weather is still mild, but I’m more excited to see these skirts transition into the depths of autumn and winter. Picture them styled with oversized knits, belted blazers, or layered under leather jackets. And when the chill really sets in, chunky knee-high boots or biker styles will lend the right amount of edge.

Influencer @chloekathbutler wears a red checked skirt.

Heritage labels such as Burberry have always championed the print, but this season has seen a surge of fresh adopters. S.S. Daley, for instance, wove check skirts into his debut womenswear collection, proving their poignance right now. On the high street, COS’ Draped Checked Midi Skirt has become a New York Fashion Week favourite, while H&M and Anthropologie have embraced the trend with gusto, too.

Influencer @holliemercedes wears a checked skirt with a light brown suede jacket and black square-toe boat shoes.

Read on for my edit of the best checked skirts to shop now.

Shop Checked Skirts:

Circular Cotton Skirt

H&M

Circular Cotton Skirt

I recommend you act quickly. This won’t stay in stock for long.

Draped Checked Midi Skirt

COS

Draped Checked Midi Skirt

Shop the chic skirt influencer @nlmarilyn is already wearing.

By Anthropologie Seamed Plaid Wrap Maxi Skirt

Anthropologie

Seamed Plaid Wrap Maxi Skirt

Style with a white tee or wear with a slouchy knit.

Check Wool Blend Midi Kilt in Coal Grey/cranberry Red - Women | Burberry® Official

Burberry

Check Wool Blend Midi Kilt

This might be an investment buy, but it’s one you’ll get wear out of autumn after autumn.

By Anthropologie Basque Waist Check Midi Skirt

Anthropologie

Basque Waist Check Midi Skirt

Style with knee-high boots or give it a pretty spin by pairing with mary janes.

Retro Check Mesh Skirt

House of Sunny

Retro Check Mesh Skirt

Wear this with the matching top to double-down on the growing checked trend.

Topshop Full Circle Maxi Skirt in Blue Check

Topshop

Full Circle Maxi Skirt

The full circle cut gives this a dramatic energy that can entirely energise an autumn look.

Kate' Sheer Argyle Pleated Skirt - 6

SS Daley

Kate’ Sheer Argyle Pleated Skirt

Style with tall biker boots and a thick knit to bring this sheet skirt into the autumn months.

Josie Midi Skirt - Multi Check

Damson Madder

Josie Midi Skirt

While I love this in the checked design, this also comes in a plain olive green design.