How to Wear a Skirt: This Season’s Hottest Trend

fall, fashion, featured, Style at a Certain Age

Fashion is always evolving, and skirts are taking center stage this season. Whether you’re looking for something flirty, sophisticated, or edgy, there’s a skirt style for everyone. From midi and maxi lengths to mini skirts making a strong comeback, here’s your guide on how to wear a skirt and style it like a pro.

I’m a big fan of skirts and treat them exactly like a pair of pants. Versatility is the name of the game when it comes to skirts, and they can be worn in various ways. I spied this adorable pleated denim skirt at Anthropologie when I was recently in Savannah. It’s a great skirt to wear now with a cashmere tank, slingbacks, and a patent leather jacket or later with tights, boots, and a sweater.

How to Wear a Skirt | Readers' Favorites 09/29-10/06

TL;DR

Beth shares how to wear a skirt

The outfits are shoppable via text and image widgets

Plus, find a shoppable collages at the end of the post

How to Wear a Skirt: This Season’s Hottest Trend

The Midi skirt - timeless and chic

Midi skirts are the season’s most versatile option. Sitting between the knee and ankle, this length is perfect for day-to-night transitions. Whether pleated, pencil, or A-line, a midi skirt creates a flattering silhouette that works for every body type.

How to Style:

For the office: Pair a high-waisted pencil midi skirt with a fitted blouse or a turtleneck sweater. Add a belt to define your waist, and complete the look with ankle boots or sleek pumps.

For a casual day out: Opt for a flowy, pleated midi skirt with a tucked-in graphic tee. Finish with sneakers or loafers for an effortlessly cool vibe.

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short skirts - bold and playful

If you’re still game, an above-the-knee skirt is bolder than ever. Perfect for when you want to make a statement, short skirts can be playful, edgy, or glamorous, depending on how you style them. This season, expect to see a lot of metallics, leather, and plaid minis.

How to Style:

For a night out: Go for a metallic or leather mini skirt and pair it with a sleek, fitted bodysuit or a camisole. High heels or heeled boots add an instant touch of glam.

For a more relaxed vibe: Pair a plaid or denim skirt with an oversized sweater or an untucked shirt. To keep it trendy, throw on knee-high boots or chunky loafers.

maxi skirts - flowing elegance

Maxi skirts are always in style, but this season, updated fabrics like satin, velvet, and lightweight knits are available. These are perfect for when you want a breezy, comfortable, yet polished look.

How to Style:

For a boho-chic look: Choose a flowy, printed maxi skirt and pair it with a cropped blouse or a simple tank top. Add a wide-brimmed hat and gladiator sandals to complete the laid-back vibe.

For a refined evening look: A satin or velvet maxi skirt paired with a silk blouse or lace top can be an elegant option. Add a belt and minimal jewelry to elevate the outfit. Heeled sandals or strappy heels will keep the look graceful.

the wrap skirt - feminine and versatile

Wrap skirts are flattering and easy to style. Their adjustable waist and flowy nature make them a perfect fit for all body types. They can be dressed up or down depending on the occasion.

How to Style:

For brunch or daytime events: Go for a floral or printed wrap skirt with a basic tee or a lightweight sweater. Flat sandals or espadrilles will make the outfit casual yet chic.

For the evening: Choose a wrap skirt in silk or velvet and pair it with a fitted top. Statement earrings and strappy heels will elevate the look.

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skirt + blazer combo - the power pairing

One of the hottest trends this season is pairing skirts with blazers. Whether you’re rocking a mini, midi, or maxi skirt, a structured blazer can instantly add sophistication to your outfit.

How to Style:

The midi skirt + blazer combo: Pair a pleated or pencil midi skirt with a tailored blazer. Heels or loafers will keep the look professional for work, while swapping them for sneakers will make it weekend-ready.

mixing textures and patterns

This season, it’s all about mixing and matching different fabrics and patterns. Try pairing a leather skirt with a knit top or a silky skirt with a chunky sweater. Don’t be afraid to experiment with animal prints, checks, florals, and bold colors.

How to Style:

For a playful look: Mix a printed skirt with a solid, neutral top, or vice versa. Pairing a bold animal print mini skirt with a simple black turtleneck can make your outfit stand out.

For a more subtle mix: Try combining different textures like a leather skirt with a satin blouse or a wool skirt with a silk cami.

The belted skirt - defining your waist

Belts are making a huge comeback this season, and when worn with skirts, they can cinch your waist, adding structure and refinement to your look. Whether you go for wide or skinny belts, belting a skirt is an easy way to elevate your outfit.

Skirts are undoubtedly this season’s hottest trend, offering endless styling possibilities. Whether you opt for a mini, midi, or maxi, remember to have fun with textures, patterns, and accessories. This fall and winter, the right skirt can take your style from basic to bold, so don't be afraid to embrace the trend!

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How to Wear a Skirt: This Season’s Hottest Trend