Brown 90s-style boots are trending in fall 2025
Brown 90s-style boots are THE trend for fall 2025 – and this is how to style them.
The combination of boots and skirts is making a comeback next season. Whether casual or elegant, street style icons are embracing the duo again in fall 2025 and demonstrating its versatility. The trend isn't new, though. Minimalism was already in vogue in the '90s – a clear contrast to the extravagant fashion of the '80s. Boots were considered a key piece and turned even simple outfits into eye-catchers. One person who embodied this look like no other was Carolyn Bessette-Kennedy. The future wife of John F. Kennedy Jr. initially worked as a press spokesperson for Calvin Klein, where she shaped an entire fashion era with her effortless elegance. Her outfits followed a clear, minimalist line, which made them so special.
Style icon Carolyn Bessette-Kennedy in 1996 in brown boots with a beige pencil skirt and a classic black sweater.
When she strolled through New York's Tribeca neighborhood with John F. Kennedy Jr. in the mid-90s, Carolyn Bessette-Kennedy embodied the epitome of understated sophistication. Her look: a slim beige midi skirt, a black sweater, and elegant brown heeled boots. Three timeless pieces that, worn together, still look modern today. Brown boots, in particular, are celebrating a revival this fall and, just as they did back then, go with almost every skirt style.
#1 Brown boots + white skirt + cropped blouse
Brown 90s-style boots add a special touch to this New York street style.
Cropped blouses can also make a statement in fall. Paired with a white skirt or jeans, they look fresh and seasonally appropriate. For the rest of your styling, take inspiration from Carolyn Bessette-Kennedy and opt for brown '90s-style knee-high boots and a suede trench coat .
#2 Brown boots + pencil skirt + white shirt
The white shirt creates a stylish contrast to the all-black look, while the brown boots complete the outfit.
Classic tailoring will become a staple in our wardrobes this fall, as demonstrated by labels like Saint Laurent , which reimagines '80s power dressing, and the classic pencil skirts from Max Mara. The latter is a must-have and has long been more than just an office classic. Paired with a white shirt, the pencil skirt looks elegant, but brown boots add a modern touch. Alternatively, opt for a cropped sweater to give your outfit a stylish twist.
#3 Brown boots + long skirt + cut-out top
The grey top with cutouts makes this outfit an eye-catcher, while the brown boots stand out with their square toe.
If you want to add a special touch to a classic outfit, opt for pieces with subtle extravagance, such as a cutout top. Team it with a maxi skirt , whether it features delicate embroidery or sophisticated neckline details. Complete the look with brown square-toed boots.
#4 Brown boots + pleated skirt + bomber jacket
The taupe bomber jacket creates a modern contrast with the maxi pleated skirt and brown boots.
Pleated skirts are a wardrobe classic and are getting an update for fall 2025. Once a symbol of the preppy aesthetic and later given a sporty makeover by the tenniscore trend, they are now experiencing a comeback. For an even more modern look, pair them with brown boots and an oversized bomber jacket. This way, you'll combine classic chic with casual elegance.
#5 Brown boots + A-line skirt + T-shirt
A-line skirts are one of the trends for fall 2025, styled here with brown boots, a gray cardigan, and a white T-shirt.
White T-shirts are also essential basics and are ideal for a modern take on Carolyn Bessette-Kennedy's iconic look. Style icons like Kaia Gerber and Hailey Bieber regularly demonstrate how versatile this classic can be. Pair it with a beige A-line skirt for a feminine silhouette. To complete your outfit, add a gray cardigan and brown boots, along with matching accessories, such as a thin belt.
#6 Brown boots + midi skirt + funnel neck blouse
This street style is characterized by its minimalist color palette and clean lines. A white blouse with a funnel collar and pointed chocolate brown boots provide contrast.
If you're in a hurry to style, this look is ideal: a gray midi skirt with a matching sweater, paired with brown boots. Add a white blouse, collared or not, and you've got a minimalist outfit quintessentially Carolyn Bessette-Kennedy.
This article originally appeared on Vogue.mx .
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