Christmas in High Society: Best Looks Of All Time
Fashion4 Minutes Read

Christmas in High Society: Best Looks Of All Time

December 28, 2021 Share

Although it may still feel like March, the cool mornings and the fact that Mariah Carey is back on the charts prove otherwise. While festive outfits may be the last thing on your mind in the midst of a global pandemic, a little festive dressing up might just brighten your mood, and it’s not that difficult—just put on something red or green and you’re halfway there.

Take inspiration from some of the most famous holiday ensembles of all time—from meticulously planned political attire to straight-up Christmas trees—celebrities have done it all. Below are our favourite looks.

1. Marilyn Monroe, 1952

Christmas looks-Marilyn Monroe
Marilyn Monroe

Marilyn Monroe‘s red Christmas cocktail dress is similar to her legendary white one,  but the reindeer appliqué on the front makes it a very beautiful Christmas dress. 

2. Kendall Jenner, 2021

Christmas looks-Kendall Jenner
Kendall Jenner Credit: Kendall Jenner Instagram @kendalljenner

Kendall Jenner stunned this year in a black ball gown at her family’s very lowkey Christmas Eve celebration. 

3. Katy Perry, 2020

Christmas looks-Katy Perry
Katy Perry

Katy Perry is known for her often crazy looks and injected some fun into a year that was ultimately a miserable one. Sher released her cover of “I’ll Be Home For Christmas/Cozy Little Christmas” as part of The Disney Holiday singalong special dressed as a Christmas tree. 

4. Ava Gardner

Christmas looks-Ava Gardner
Ava Gardner

A big circle skirt is the epitome of 1950s fashion. Ava Gardner wears a circle skirt with Christmas tree appliques and an emerald green off-shoulder blouse making this one of her more festive looks.

5. Kylie Jenner, 2018

Christmas looks-Kylie Jenner
Kylie Jenner and daughter Stormi

The star wore a beaded frosty gown with a lovely matching ensemble for her daughter Stormi at her family’s 2018 Holiday gala.

6. Jackie Kennedy, 1961

Christmas looks-Jackie Kennedy
Jackie Kennedy

Jackie Kennedy had unrivalled elegance in the 1960s and is still remembered as a fashion icon today. She’s wearing one of her signature shift dresses here, which is the ideal red for the holidays. 

7. Jean Paul Gaultier, 2019

Jean Paul Gaultier unveiled designer Christmas Tree in Paris

We couldn’t pass up this one, even if it was displayed on a mannequin and not actually worn by someone. The French designer developed an alien Christmas tree appearance for a Holiday retrospective event in Paris that would make any Holiday devotee jealous.

8. Clara Bow, 1920

Clara Bow

Clara Bow, a silent film actress, stands for a Christmas promotional shot in 1920, revealing her short dress and burnt velvet blanket.

9. Princess Diana, 1990

Princess Diana

The Princess donned a deep purple coat with a striped lapel and matching hat while completing Royal responsibilities on Christmas morning.

10. Elton John, 1984

Elton John

The singer’s known for his elaborate looks and was wearing an intricate headpiece and a Victorian-era gown while performing during a Holiday special at London’s Royal Theatre in 1984.


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