Skip to content
Vanity Fair Fashion
Fashion

No, Not Leggings— Gen Z It Girls Are Wearing Heels and Ballet Flats with This Unassuming Winter Staple

By Swedan Margen

No, Not Leggings— Gen Z It Girls Are Wearing Heels and Ballet Flats with This Unassuming Winter Staple

Gen Z Says is a bimonthly column chronicling the latest trends in the fashion-and-beauty space through the lens of Who What Wear's own Gen Z editors. Expect a download on the upcoming class of tastemakers, emerging designers, and shopping and style choices straight from the generation setting the trends.

Gray sweatpants have quietly pulled off the biggest rebrand of the decade. Once the universal sign for “I’m not leaving my apartment,” they’re now doing double (and conflicting) duty as both the unofficial bed rot uniform and the internet’s most classic 21st-century thirst trap. Twitter has litigated this extensively. TikTok has provided evidence. And Gen Z, naturally, decided to lean in.

You might not notice it at first glance but, slowly and surely, Gen Z is replacing their simple black leggings and barrel leg jeans for gray sweats. Frankly, they've pulled off the biggest rebrand of the decade. What makes the gray sweatpant comeback feel different this time is that it’s not about nostalgia or athleisure maximalism. It’s about contrast. The pants themselves are aggressively unremarkable—soft, slouchy, borderline boring. In my opinion, that’s exactly why they work. Instead of defaulting to chunky sneakers or hoodies, Gen Z girls are styling gray sweatpants with shoes that feel like they don't belong, embracing stylist Allison Bornstein's "wrong shoe theory" that fashion people relied on a few seasons back. Think sweats paired with designer ballet flats that skew sweet and coquette. Kitten heels that suggest you might have a meeting later. Even full-on sparkly sandals are being paired with elastic waistbands like it’s no big deal.

You may like

Photo of Iris Law wearing gray sweatpants with green Mary Jane shoes.
Influencer Ruby Lyn wearing trench coat, graphic tee, hat, and gray sweatpants with black ballet sneakers.
Influencer wearing gray sweatpants, gray t-shirt, white longsleeve, and sparkly silver heels taking a mirror outfit photo.

This is wrong shoe theory in its purest form: take something casual to the point of anonymity and throw off the balance. The Y2K crowd, of course, is doing their own version—gray sweats puddled over UGG boots, channeling early-2000s mall culture and tabloid paparazzi pictures with a side of intentional irony.

The end result feels effortless but very online, cozy but self-aware—like an outfit that knows it’s being perceived but doesn’t care too much. Gray sweatpants aren’t trying to be cool— Gen Z just decided they are (and styled them accordingly.) Below, shop the best gray sweatpants and the off-kilter shoes that make them feel intentional, current, and winter-ready.

Shop the trend

Iets Frans… Harri Wide Leg Jogger Pant

Urban Outfitters

Iets Frans… Harri Wide Leg Jogger Pant

The Demi - Denim Suede

Margaux

The Demi in Denim Suede

H&M, Wide-Leg Joggers
Bettie Bow Slide Sandal

Call It Spring By Aldo

Bettie Bow Slide Sandal

High Rise Vintagesoft Relaxed Joggers

Gap

High Rise Vintagesoft Relaxed Joggers

The Greta Double Strap Ballet Flat

Madewell

The Greta Double Strap Ballet Flat

Wide-Leg Joggers - Black
Classic Ii Genuine Shearling Lined Boot

UGG

Classic Ii Genuine Shearling Lined Boot

Lululemon, Scuba Mid-Rise Wide-Leg Pant

Lululemon

Scuba Mid-Rise Wide-Leg Pant

Plume Satin Sneakers

Miu Miu

Plume Satin Sneakers

Cozy Sweatfleece Mega Baggy Foldover Jogger

Aritzia

Cozy Sweatfleece Mega Baggy Foldover Jogger

Shirley Pointed Cap Toe Mule

Tony Bianco

Shirley Pointed Cap Toe Mule

Cotton Fleece Classic Straight Leg Pant | Light Heather Grey | Xxs

Skims

Cotton Fleece Classic Straight Leg Pant

Bayley Genuine Calf Hair Ballet Flat

Tony Bianco

Bayley Genuine Calf Hair Ballet Flat

Accolade Straight Leg Sweatpant - Athletic Heather Grey

Alo Yoga

Accolade Straight Leg Sweatpant

Alexi Pointed Toe Mule

Steve Madden

Alexi Pointed Toe Mule

Cozy Sweatfleece Mega Jogger

Aritzia

Cozy Sweatfleece Mega Jogger

Cherry Pointed Toe Kitten Heel Pump

Tony Bianco

Cherry Pointed Toe Kitten Heel Pump

Sportswear Phoenix Fleece High-Waisted Oversized Sweatpants

Nike

Sportswear Phoenix Fleece High-Waisted Oversized Sweatpants

Edna Slide Sandal

Steve Madden

Edna Slide Sandal

Women's Classic Fleece Wide Leg Sweatpant

Cotton On

Women's Classic Fleece Wide Leg Sweatpant

Paula Heeled Sandal

Reformation

Paula Heeled Sandal

More Fashion

No, Not Leggings— Gen Z It Girls Are Wearing Heels and Ballet Flats with This Unassuming Winter Staple - Vanity Fair Fashion