Skip to Content

48 Of Mary-Kate And Ashley Olsen's Top Fashion Moments From 1988 To Now

The Olsen twins make for one formidable twosome

By
mary kate and ashley fashion
Matt Winkelmeyer/MG19//Getty Images

Once dressed in matching pastels, Ashley and Mary-Kate Olsen (who people have recently realised are Elizabeth Olsen's sisters) have developed individual, enviable senses of style over their decades in the limelight, not to mention multiple successful fashion brands.

Whether you're team Ashley or Mary-Kate in the style stakes, we think you'll agree: they're a formidable fashion twosome, so we've charted the Olsen twin's fashion from 1988 to now...

1

Ashley Olsen and boyfriend Louis Eisner, 2021

olsen twins top fashion moments
Matt Winkelmeyer//Getty Images

The 35-year-old designer wore an all-black ensemble for a night out with her boyfriend, Louis Eisner, at the 20th-anniversary celebration for the Young Eisner Scholars in Beverly Hills.

Olsen's look consisted of a long black trench coat, black dress, black open-toe heels and gold hoop earrings. She pulled her brown hair back into a sleek low chignon.

The outing marks Olsen's first red carpet appearance in over two years since her and her twin, Mary-Kate, walked the red carpet together at the Youth America Grand Prix's 20th Anniversary Gala in New York in 2019.

2

Mary-Kate and Ashley Olsen, 2019

mary kate and ashley fashion 2019
Getty Images

The pair wore all black, bar Mary-Kate's turquoise clutch, to the CFDA Fashion Awards.

Advertisement - Continue Reading Below
3

Mary-Kate and Ashley Olsen, 2019

mary kate and ashley fashion 2019
Getty Images

They both wore vintage Chanel to the 2019 Met Gala.

4

Mary-Kate and Ashley Olsen, 2019

mary kate and ashley fashion 2019
Getty Images

They both wore all black, except for Mary-Kate's red Manolo Blahnik heels, to the Youth America Grand Prix's 20th Anniversary Gala.

Advertisement - Continue Reading Below
5

Mary-Kate and Ashley Olsen, 2018

mary kate and ashley olsen fashion   the olsen twins
Getty Images

Ashley wore white while Mary-Kate paired her black coat with red, snakeprint boots to attend WSJ Magazine 2018 Innovator Awards.

6

Mary-Kate and Ashley Olsen, 2018

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

Ashley wore a patchwork kaftan while Mary-Kate opted for an oversized black gown to attend the 'Heavenly Bodies: Fashion & The Catholic Imagination' MET Gala.

Advertisement - Continue Reading Below
7

Mary-Kate and Ashley Olsen, 2018

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

Mary-Kate wore camel while Ashley sported charcoal to attend YAGP Stars of Today Meet The Stars of Tomorrow Gala.

8

Mary-Kate and Ashley Olsen, 2017

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

Both dressed in bohemian gowns for the 2017 Met Gala.

Advertisement - Continue Reading Below
9

Mary-Kate and Ashley Olsen, 2017

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

Ashley wore a button-through coat dress, while Mary-Kate wore a shirt to the 2017 CFDA Fashion Awards.

10

Mary-Kate and Ashley Olsen, 2017

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

Ashley wore all black, while Mary-Kate wore an electric blue suit to the Studio in a School 40th Anniversary Gala.

Advertisement - Continue Reading Below
11

Mary-Kate and Ashley Olsen, 2017

Mary-Kate and Ashley Olsen fashion - the olsen twins
Getty Images

The pair wore monochrome to attend Youth America Grand Prix's 2017 Stars of Today Meet the Stars of Tomorrow Gala.

12

Mary-Kate and Ashley Olsen, 2016

Mary-Kate Olsen and Ashley Olsen attend Elizabeth and James Flagship Store Opening Celebration
Getty Images

Mary-Kate paired her black oversized coat with a red handbag, while Ashley wore a burnt gold handbag to attend the Elizabeth and James Flagship Store Opening Celebration.

Advertisement - Continue Reading Below
13

Mary-Kate and Ashley Olsen, 2016

Mary-Kate and Ashley Olsen attend 'Manus x Machina: Fashion in an Age of Technology', May 2016 in New York
Getty Images

Ashley wore a gold kaftan and Mary-Kate wore all black to the 2016 Met Gala.

14

Mary-Kate and Ashley Olsen, 2015

Mary-Kate Olsen and Ashley Olsen at the 2015 CFDA Fashion Awards in New York, June 2015
Getty Images

Ashley wore Chanel flats while Mary-Katewore chose an oversized silk coat to the CFDA Fashion Awards.

Advertisement - Continue Reading Below
15

Mary-Kate and Ashley Olsen, 2015

Mary-Kate and Ashley Olsen at the Costume Institute Gala in New York, May 2015
Getty Images

They both wore black to the 2015 Met Gala.

16

Mary-Kate and Ashley Olsen, 2014

mary kate and ashley fashion 2014
Dimitrios Kambouris//Getty Images

Ashley wore an oversized Chanel blazer gown while Mary-Kate opted for a striped shirt gown to the Met Gala.

Advertisement - Continue Reading Below
17

Mary-Kate and Ashley Olsen, 2013

mary kate and ashley fashion 2013
Jamie McCarthy//Getty Images

Ashley sported slingback pumps, which Mary-Kate wore loafers to the CFDA 2013 Awards Nomination event.

18

Mary-Kate and Ashley Olsen, 2012

mary kate and ashley fashion 2012
Getty Images

Mary-Kate wore black while Ashley wore a jewel-pink gown to the 2012 CFDA Fashion Awards.

Advertisement - Continue Reading Below
19

Mary-Kate and Ashley Olsen, 2012

mary kate and ashley fashion 2012
Getty Images

Ashley wore a black silk gown, while Mary-Kate was seen in a petrol blue jacket to WSJ Magazine's 'Innovator Of The Year' Awards at MOMA.

20

Mary-Kate and Ashley Olsen, 2011

mary kate and ashley fashion 2011
Getty Images

They both wore aviator sunglasses to sit front row at J.Mendel's SS12 show.

Headshot of Daisy Murray
Daisy Murray
Digital Fashion Editor

Daisy Murray is the Digital Fashion Editor at ELLE UK, spotlighting emerging designers, sustainable shopping, and celebrity style. Since joining in 2016 as an editorial intern, Daisy has run the gamut of fashion journalism - interviewing Molly Goddard backstage at London Fashion Week, investigating the power of androgynous dressing and celebrating the joys of vintage shopping.

Watch Next 
olsen twins top fashion moments
Advertisement - Continue Reading Below
Page was generated in 8.2010390758514