It’s often said that timeless trends make a resurgence – and could there be a better illustration than jeans from the nineties? The wide-legged jeans, once favored by Christina Aguilera, Kate Moss, and Britney Spears, are reclaiming their fame. These jeans became a hallmark of the transition from the nineties era to the start of the new millennium and are now making a comeback as one of the leading trends of autumn 2025. During the autumn-winter 2025/2026 season’s collections, designers demonstrated that flared jeans can be both sophisticated and contemporary. We explored what to pair them with in a fashionable way today.
Kate Moss
Advertising.
Britney Spears
Flare jeans + white blouse + pointed ankle boots
Coperni displays a flawless blueprint for minimalism: gray, wide-leg jeans coordinated with a white blouse featuring pleated accents and black pointed ankle boots. This style is ageless: simple, chic, and suitable for both a professional meeting and a dinner gathering.
Copernicus
Flare jeans + denim shirt + silver shoes
For enthusiasts of daring style and the Y2K vibe, Blumarine conceived a look reminiscent of Britney Spears: jeans adorned with floral appliqués in the same denim fabric, a denim shirt, a bold belt, and silver pumps. Striking, radiant, and truly unique.
Blumarine
Flared jeans + matching vest + black shoes
Chanel offered a refined take on flared jeans: black or graphite denim paired with a vest results in an understated shape. Round out the ensemble with your favorite top, classic shoes, and a compact handbag.
Chanel
Flared jeans + knitted long sleeve + brown boots
Etro puts forth the most bohemian choice: jeans with a paisley design in shades of green, coupled with a striped knit long-sleeved shirt, a leather jacket, a belt, and brown boots. A breezy, snug, and equally fashionable look for autumn days.
Etro
Based on information from vogue.mx.
