The Vanity Fair Oscar Party was the style extravaganza we all wanted an invitation to

Diana Ross and Tracee Ellis Ross arrive at the Vanity Fair Oscar party.
Diana Ross and Tracee Ellis Ross arrive at the Vanity Fair Oscar party.

Oscar night has to be one of those prestigious events with the highest saturation of Hollywood A-listers, boasting not one but two red carpets - the main Academy Awards ceremony and the much-loved Vanity Fair Oscar Party hosted by Radhika Jones this year.

Consider the awards ceremony the wedding and the after party, its reception where the latter is pretty much a treasure trove of designer threads for all to marvel at, especially given the fact that the stars take more risks with their looks here. 

READ MORE: These 12 best Oscars 2019 red carpet looks have officially won the year

Take a look at what our most celebrated industry veterans wore to the Oscar Vanity Fair party and why we loved their choices:

Light feathers for big screen heavyweights

Cicely Tyson

In B. Michael Couture. What is age to this graceful actress? Only a number.

Vanity Fair Oscar Party

Lupita Nyong'o

In a white feather detail gown and a regal hairdo by Vernon Francois.

Vanity fair Oscar party

Lofty legs & glorious gaping gowns

Kendall Jenner

Strutting in supermodel style with two super high slits. 

Vanity Fair oscar party

Adriana Lima

In an ivory Ralph & Russo dress.

Vanity fair oscar party

Jennifer Lopez

She does not hold back with the ultra glam looks. This one is a personal favourite as its a change from J.Lo's usual disco ball gowns.

Vanity fair oscar party

Naomi Campbell

Every time she wears her hair like this, she adds 10 more years to her style maven status.

Vanity Fair Oscar party


We will never tire of Ciara's toned legs and slick red carpet looks. Not forgetting her doting husband behind her.

Vanity fair Oscar party

Samira Wiley

A badass on camera and a shining star at awards ceremonies.

Vanity fair oscar party

Chloe x Halle

The kids are always alright, thanks to their stylist Zerina Akers who dressed them in Versace last night.

Vanity fair Oscar party

Mom and Dad

Chrissy Teigen in a festive midi-length Marchesa gown and John Legend in a simple dapper Gucci suit.

Vanity fair oscar party

Special mentions

Serena Williams 

Game, set and match.

Vanity fair oscar party

Tracee Ellis Ross and Diana Ross

This mom and daughter duo is always showing off generations of unmatched style prowess. Tracee in Versace.

Vanity fair oscar party

Rowan Blanchard

This petite star has a flair for the dramatic, often donned in oodles of tulle and ruffles, and we love it.

Vanity fair oscar party

Gabrielle Union-Wade

Serving a new 'do and glistening skin in floor-sweeping Valentino.

Vanity fair oscar party

All images: Getty

Sign up to W24's newsletters so you don't miss out on any of our hot stories and giveaways. 

We live in a world where facts and fiction get blurred
In times of uncertainty you need journalism you can trust. For only R75 per month, you have access to a world of in-depth analyses, investigative journalism, top opinions and a range of features. Journalism strengthens democracy. Invest in the future today.
Subscribe to News24
Voting Booth
Please select an option Oops! Something went wrong, please try again later.
Yes, I believed it was authentic
7% - 149 votes
Yes, I didn't want to spend that much money on the original item
21% - 468 votes
No, I always shop at reputable stores
14% - 330 votes
No, I don't wear designer clothing
58% - 1330 votes