I’m Building My Fall Wardrobe Around These Iconic Vintage Runway Looks


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  Kathryn Zahorak sitting on bench wearing sunglasses, black turtleneck, leather jacket, and black pants.

Credit: Kathryn Zahorak

I am a firm believer that one must not live in the past—however, I also believe this rule has one exception: outfit inspiration.

Nor a woman born in the ’90sthe style of the beginning of the millennium continues to have a hold over the way I dress. A glance at my Instagram “Saved” folder, notably the one containing mine bye 2025 mood board, reveals the lasting imprint of past runways—think: looks from old Chloe, Gucciand Ralph Lauren collections ranging from rock princess to classic Americana. I might not be able to afford a closet full of archival finds yet, but my fall outfits can tell a similar story.

My fashion ethos is less about a literal recreation, and more about how I can style pieces (especially ones I already own) to embody the essence of these early 21st-century designer moments. Ahead, I break down the fashion source materials for my favorite fall looks and how I made them feel relevant for 2025.

Polished Boho Chic Inspired by Chloé Fall 2000

Split image of chloe fall 2000 runway looks with Kathryn Zahorak modeling a fur-trimmed jacket

Credit: Vogue/Kathryn Zahorak

The year is 2000and Stella McCartney for Chloé is the apotheosis of boho style. Witty and rebellious, her runways brought a flux of faux furlow-slung trousersand embellished tees with nods to ’70s disco glamor and art deco decadence. The fall collection, especially, was ahead of its time, and still a heavy hitter for current fashion It girls.

Over the years, “boho chic” has morphed and gone in various directions, from the Olsen twins them Coachella festival style. But I still prefer Chloé’s polished and cheeky version. bag Reformation pants feel aligned with the early ’00s fit. And I never say no to a statement suede coat.

Image 1 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag

Image 2 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag

Image 3 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag
Tailored 100% Suede Leather Blazer With Faux Fur

Tailored 100% Suede Leather Blazer With Faux Fur


View Deal

Vida Low Rise Pant

Vida Low Rise Pant


View Deal

Leather D'orsay Pumps

Leather D’orsay Pumps


View Deal

Suede Slingback Pumps

Suede Slingback Pumps


View Deal

Chloé, The 99 Leather Shoulder Bag

The 99 Leather Shoulder Bag


View Deal

Classic Americana Inspired by Ralph Lauren Fall 2000

split image of two models from Ralph Lauren Fall 2000 with Kathryn Zahorak modeling brown sweater, leather skirt, and knee high boots

Credit: Vogue/Kathryn Zahorak

There is nothing more timeless than Ralph Lauren. Case in point: the designer’s Fall 2000 show, which had Gisele Bundchen bundled up in cable-knit sweaters and croc midi skirts. I swear, I save these images every fall. This collection exuded elegant, classic American style at its best, and exemplifies how I want to dress during the colder months: sleek, feminine, and yet surprisingly practical. These looks might have hit the runway 25 years ago, but I could still see them on the street today in downtown Manhattan.

Finding the right midi skirt length can be challenging. I’m investing in this Massimo Dutti brown leather one. I’m also eyeing this navy cable knit that feels appropriate for both the East and West Coasts. If I lived in a cooler climate, I would definitely style this look with brown tights.

Image 1 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots

Image 2 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots

Image 3 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots
Lauren, Silk Blend Turtleneck Sweater

Silk Blend Turtleneck Sweater


View Deal

Harlow Skirt - Black - Lamb Leather - Sézane

Harlow Skirt


View Deal

Paloma: Mocha Croco - 6 / Standard Calf

Paloma


View Deal

Leather Jacket

Leather Jacket


View Deal

Ralph Lauren, Cable-Knit Turtleneck Sweater

Cable-Knit Turtleneck Sweater


View Deal

Short Leather Mock Croc Skirt

Short Leather Mock Croc Skirt


View Deal

Reformation, Frederique Knee High Boot

Frederique Knee High Boot


View Deal

Bold All-Black Inspired by Gucci Fall 1995

Split image of two models from Gucci fall 1995 show and Kathryn Zahorak modeling black pants, black boots, and black top

Credit: Kathryn Zahorak

Whenever I want to feel confident, my mind finds its way back to Tom Ford for Gucci. The Fall 1995 collection is known more for its bold jewel tones and shiny satins, but my odd takeaway? Black isn’t boring! It’s an urgent style lesson as winter looms, and head-to-toe black can feel slightly uninspiring. I love this era of Gucci because it was ultra-sexy and ultra-glam, without overly showing it. The magic was in the details and in the mystique.

These standout monochromatic looks from the Gucci Fall 1995 runway are easy to translate into everyday life. Pick luxurious leather. Mix velvets and silks. Consider sexy, sleek tailoring with ’70s influences.

Image 1 of 3

Kathryn Zahorak wearing black leather jacket, sunglasses, black boots

Image 2 of 3

Gucci sunglasses and camera on concrete

Image 3 of 3

Kathryn Zahorak wearing black leather jacket, sunglasses, black boots
Cashmere Turtleneck Sweater

Cashmere Turtleneck Sweater


View Deal

Intimissimi, Modal Cashmere Ultralight High-Neck Top

Modal Cashmere Ultralight High-Neck Top


View Deal

Ann Taylor, Weekend Collection Ponte Flare Pant

Weekend Collection Ponte Flare Pant


View Deal

Vintage 1999 Coat

Vintage 1999 Coat


View Deal

Glamor Boots Black Stella

Glamor Boots Black Stella


View Deal

Gucci Eyewear Gg Oval-Frame Sunglasses | 52

Eyewear Gg Oval-Frame Sunglasses | 52


View Deal

Don’t hesitate to look into the past when styling looks for Fall 2025. You’ll find a lot of these runways feel surprisingly current.

I am a firm believer that one must not live in the past—however, I also believe this rule has one exception: outfit inspiration.

Nor a woman born in the ’90sthe style of the beginning of the millennium continues to have a hold over the way I dress. A glance at my Instagram “Saved” folder, notably the one containing mine bye 2025 mood board, reveals the lasting imprint of past runways—think: looks from old Chloe, Gucciand Ralph Lauren collections ranging from rock princess to classic Americana. I might not be able to afford a closet full of archival finds yet, but my fall outfits can tell a similar story.

My fashion ethos is less about a literal recreation, and more about how I can style pieces (especially ones I already own) to embody the essence of these early 21st-century designer moments. Ahead, I break down the fashion source materials for my favorite fall looks and how I made them feel relevant for 2025.

Polished Boho Chic Inspired by Chloé Fall 2000

Split image of chloe fall 2000 runway looks with Kathryn Zahorak modeling a fur-trimmed jacket

Credit: Vogue/Kathryn Zahorak

The year is 2000and Stella McCartney for Chloé is the apotheosis of boho style. Witty and rebellious, her runways brought a flux of faux furlow-slung trousersand embellished tees with nods to ’70s disco glamor and art deco decadence. The fall collection, especially, was ahead of its time, and still a heavy hitter for current fashion It girls.

Over the years, “boho chic” has morphed and gone in various directions, from the Olsen twins them Coachella festival style. But I still prefer Chloé’s polished and cheeky version. bag Reformation pants feel aligned with the early ’00s fit. And I never say no to a statement suede coat.

Image 1 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag

Image 2 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag

Image 3 of 3

Kathryn Zahorak models a fur trim jacket, green pants, and suede bag
Tailored 100% Suede Leather Blazer With Faux Fur

Tailored 100% Suede Leather Blazer With Faux Fur


View Deal

Vida Low Rise Pant

Vida Low Rise Pant


View Deal

Leather D'orsay Pumps

Leather D’orsay Pumps


View Deal

Suede Slingback Pumps

Suede Slingback Pumps


View Deal

Chloé, The 99 Leather Shoulder Bag

The 99 Leather Shoulder Bag


View Deal

Classic Americana Inspired by Ralph Lauren Fall 2000

split image of two models from Ralph Lauren Fall 2000 with Kathryn Zahorak modeling brown sweater, leather skirt, and knee high boots

Credit: Vogue/Kathryn Zahorak

There is nothing more timeless than Ralph Lauren. Case in point: the designer’s Fall 2000 show, which had Gisele Bundchen bundled up in cable-knit sweaters and croc midi skirts. I swear, I save these images every fall. This collection exuded elegant, classic American style at its best, and exemplifies how I want to dress during the colder months: sleek, feminine, and yet surprisingly practical. These looks might have hit the runway 25 years ago, but I could still see them on the street today in downtown Manhattan.

Finding the right midi skirt length can be challenging. I’m investing in this Massimo Dutti brown leather one. I’m also eyeing this navy cable knit that feels appropriate for both the East and West Coasts. If I lived in a cooler climate, I would definitely style this look with brown tights.

Image 1 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots

Image 2 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots

Image 3 of 3

Kathryn Zahorak wearing brown turtleneck, leather skirt, and knee high boots
Lauren, Silk Blend Turtleneck Sweater

Silk Blend Turtleneck Sweater


View Deal

Harlow Skirt - Black - Lamb Leather - Sézane

Harlow Skirt


View Deal

Paloma: Mocha Croco - 6 / Standard Calf

Paloma


View Deal

Leather Jacket

Leather Jacket


View Deal

Ralph Lauren, Cable-Knit Turtleneck Sweater

Cable-Knit Turtleneck Sweater


View Deal

Short Leather Mock Croc Skirt

Short Leather Mock Croc Skirt


View Deal

Reformation, Frederique Knee High Boot

Frederique Knee High Boot


View Deal

Bold All-Black Inspired by Gucci Fall 1995

Split image of two models from Gucci fall 1995 show and Kathryn Zahorak modeling black pants, black boots, and black top

Credit: Kathryn Zahorak

Whenever I want to feel confident, my mind finds its way back to Tom Ford for Gucci. The Fall 1995 collection is known more for its bold jewel tones and shiny satins, but my odd takeaway? Black isn’t boring! It’s an urgent style lesson as winter looms, and head-to-toe black can feel slightly uninspiring. I love this era of Gucci because it was ultra-sexy and ultra-glam, without overly showing it. The magic was in the details and in the mystique.

These standout monochromatic looks from the Gucci Fall 1995 runway are easy to translate into everyday life. Pick luxurious leather. Mix velvets and silks. Consider sexy, sleek tailoring with ’70s influences.

Image 1 of 3

Kathryn Zahorak wearing black leather jacket, sunglasses, black boots

Image 2 of 3

Gucci sunglasses and camera on concrete

Image 3 of 3

Kathryn Zahorak wearing black leather jacket, sunglasses, black boots
Cashmere Turtleneck Sweater

Cashmere Turtleneck Sweater


View Deal

Intimissimi, Modal Cashmere Ultralight High-Neck Top

Modal Cashmere Ultralight High-Neck Top


View Deal

Ann Taylor, Weekend Collection Ponte Flare Pant

Weekend Collection Ponte Flare Pant


View Deal

Vintage 1999 Coat

Vintage 1999 Coat


View Deal

Glamor Boots Black Stella

Glamor Boots Black Stella


View Deal

Gucci Eyewear Gg Oval-Frame Sunglasses | 52

Eyewear Gg Oval-Frame Sunglasses | 52


View Deal

Don’t hesitate to look into the past when styling looks for Fall 2025. You’ll find a lot of these runways feel surprisingly current.


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