Once upon a time, your wardrobe staples were just that—dependable, predictable, and, dare we say, a little too comfortable in their timelessness. The white shirt stayed perfectly crisp, the blazer exuded confidence with its flawless tailoring, and the little black dress was always the go-to when nothing else seemed to work. But in the fashion fairy tale of 2025, these classics are stepping out of their glass slippers and embracing a touch of daring.
Imagine this: a trench coat that becomes the life of the party, sweeping through the room with oversized lapels and a flash of metallic lining. Or your trusty white shirt, no longer content with its buttoned-up reputation, now sporting asymmetrical hems and billowing sleeves like it’s fresh from a windswept adventure. The blazer, once the epitome of boardroom chic, now cinches at the waist with corset details that whisper “power move.”
This season, the classics are having their main-character moment. Claudia Winkleman, host of The Traitors, was recently spotted in a neatly tailored black blazer paired with Spanx leggings, a black velvet blouse, and tall Bottega Veneta Lug Chelsea Boots. Similarly, Alexa Chung was seen in classic black ballet flats—only this time, they were Gucci’s Horsebit Ballet Flats, the season’s favorite shoe- with a twist on the timeless silhouette.
What’s the moral of this story? It’s about falling in love with the familiar all over again—this time with a little more fun and a whole lot of personality. These are pieces that remind you why you loved the classics in the first place, only now, they’ve embraced their wild side.
So go ahead, let your wardrobe staples surprise you. Every great classic deserves a plot twist, and this season’s are ones you’ll want to wear on repeat.
1 / 18
Sunnei pants, $893
2 / 18
Maison Margiela dress, $4,890
3 / 18
Bottega Veneta bag, $7,790
4 / 18
The Row shoes, $1,340
5 / 18
Dries Van Noten necklace, $780
6 / 18
Torisheju top, $1,310
7 / 18
Jil Sander dress, $2,450
8 / 18
Givenchy jacket, $3,350
9 / 18
Alaïa pants, US$5,850
10 / 18
Lemaire top, $752
11 / 18
Khaite dress, $7,200
12 / 18
Saint Laurent by Anthony Vaccarello top, $6,930
13 / 18
McQueen shoes, $1,390
14 / 18
Completedworks earrings, $605
15 / 18
Phoebe Philo skirt, $2,450
16 / 18
Prada jumpsuit, $4,200
17 / 18
Loewe jacket, $4,850
18 / 18
