Kendall Jenner’s Risqué Vanity Fair Oscars Party Look Is a Sight to Behold

In included a large cutout and a plunging panel

By Lena Grossman Feb 25, 2019 6:35 AMTags
Kendall Jenner, 2019 Vanity Fair Oscar Party, 2019 OscarsJon Kopaloff/WireImage

Kendall Jenner's Oscars Vanity Fair look is sure to turn heads.

The 23-year-old model showed off nearly her entire physique at the after-party on Sunday night. She wore a risqué black sequin halter dress with a plunging panel. The look also included a cutout down the middle of the dress and an open back. She complemented the jaw-dropping dress with a simple hairstyle, which she wore straight down. The Keeping Up with the Kardashians star also paid homage to her sister with her beauty look. She wore KKW Beauty eye shadow, Bobbi Brown eyeliner, Giorgio Armani mascara and Nudestix face makeup.

Kendall posed in a number of positions at the entrance to the Vanity Fair party and has proven her modeling expertise with each one. No slips yet!

If she can avoid any wardrobe malfunction during the evening, she is the true winner of the night. It seems that she's taking after her big sis Kim Kardashian, who recently wore an equally shocking dress to the Hollywood  Style Awards.

Kendall met up with Caitlyn Jenner and her partner Sophia Hutchins, who arrived shortly before her.

Oscars 2019: Best Dressed Stars

Her look tonight adds to some of the surprising and stand-out moments at the 2019 Oscars, which included Rami Malek falling off the stage and getting treated by paramedics (he's fine), Lady Gaga and Bradley Cooper's sizzling performance of Oscar-winning song "Shallow," epic reactions and more.

Kendall has been traveling all around the world for various fashion weeks.

Jon Kopaloff/WireImage

On Friday, she strutted her stuff down the catwalk at the Fall 2019 Versace show at Milan Fashion Week alongside some of her closest pals including Gigi Hadid, Irina Shayk and Bella Hadid. Talk about a busy weekend!

The Vanity Fair fête is always home to some of the best after-party looks on Oscars night. Take a look at the gallery below to see some of the arrivals at the party.

Ashley Olsen

The former child star and fashion designer makes a rare solo appearance. 

Kendall Jenner & Caitlyn Jenner

Family affair! The supermodel and transgender rights activist share an embrace on the red carpet. 

Nick Jonas & Priyanka Chopra

Newlyweds are here! The famous duo is true couple's goals when arriving at the annual event. 

Miley Cyrus & Liam Hemsworth

The tradition continues! Our favorite newlyweds enjoy date night at the star-studded engagement. 

Maya Rudolph & Jon Hamm

Wish we could have joined this funny pair's conversation.

Kacey Musgraves

If you loved her Grammys and Oscar red carpet looks, wait until you see the country music superstar's latest attire. 

Jennifer Lopez

The multi-talented icon turns heads in Zuhair Murad Couture Spring-Summer 2019. 

Matthew Hussey & Camila Cabello

The singer-songwriter and her hunky boo step out for a stylish date night. Camila is wearing Monique Lhuillier. 

Vanessa Hudgens & Austin Butler

The High School Musical actress and her main man are one stylish pair.

Adriana Lima

The supermodel's dress is great, but what about the jewelry by Chopard? 

Lily Collins & Noah Centineo

The actress and teen heartthrob pair up for the main event. 

Kendall Jenner

The E! reality TV star pushes the envelope in this daring ensemble.

Camila Mendes

The Riverdale star channels her inner Veronica in a floral Lela Rose dress with Clean Origin jewelry. 

Gemma Chan

The Crazy Rich Asians star turns heads in a Tom Ford dress and Repossi jewelry. 

Miguel & Nazanin Mandi

The husband and wife duo aren't afraid to show a little PDA.

Freida Pinto

The actress turns heads in this ruby red Julien Macdonald gown with Sophia Webster shoes. 

Angela Bassett

The Black Panther actress turns heads in this shimmery, black suit.

Lady Gaga & Jaime King

The two enjoy a touching moment at the soiree.

Danai Gurira

The Black Panther star looks super chic in her white suit.

Michelle Yeoh

The Crazy Rich Asians actress goes for the gold with this gorgeous gown.

Darren Criss & Diana Agron

The Glee alum had a lot of celebrate. He just tied the knot earlier this month.

Leslie Bibb & Sam Rockwell

It's date night for the Vice actor and his leading lady.


Work it, mama! The "I Bet" singer wows again with her sparkling dress at the star-studded event. 

Jennifer Hudson & Cynthia Erivo

After giving an incredible performance earlier in the night, the American Idol alumna is all smiles.

Jon Hamm

Well, well, we think we found a handsome gentleman on this red carpet. The actor is wearing Brunello Cucinelli. 

Joe Jonas & Sophie Turner

Couple's goals round two! The Jonas Brothers know how to do it on Oscars weekend. 

Chloe Sevigny & Nick Kroll

The actress wears Preen by Thornton Bregazzi.

Karl Glusman & Zoë Kravitz

The Big Little Lies actress isn't afraid to show a little bit of skin.

Shay Mitchell

The Pretty Little Liars star looked elegant in emerald.

Dylan Sprouse, Barbara Palvin, Charles Melton, Cole Sprouse

Cole finally meets his brother's girlfriend.

View More Photos From 2019 Vanity Fair Oscars After Party

Good luck with that dress, Kendall, and congrats to all the Oscars winners!

For a recap of the 2019 Oscars, watch E! News tonight at 7 p.m.!