Cannes Film Festival's Most Daring Looks of All Time: From Kendall Jenner's See-Through Dress to Madonna's Lingerie Set

Pascal Le Segretain/Getty Images for Chopard

It’s that time of year when celebrities flock to France for the Cannes Film Festival.

This year, everyone from Selena Gomez to Eva Longoria to Elle Fanning have already graced the famous red carpet in jaw-dropping numbers. And while many are dressing to the nines for the 2019 fête, there are quite a few celebs who pulled out all of the stops for the special occasion.

Before the “Wolves” singer made her Cannes Film Festival debut in a white two-piece, stars like Rihanna, Madonna and Sophia Loren all hit the red carpet in white frocks. After seeing an array of breathtaking designs at this year’s event, it got us thinking: what are some of the most daring ensembles to grace the larger-than-life festival? Let us tell you, there’s a lot. From Kendall Jenner‘s see-through mini dress to Cate Blanchett‘s whimsical ‘fits, the star-studded event has become a place where film and fashion intertwine.

See all of the celebs who showed up and showed out at the famous film festival over the years. From Madonna’s jaw-dropping lingerie set to Blake Lively‘s sweet Cinderella moment, take a peek at all of the most daring designs.

Jessica Jung, 2019 Cannes Film Festival

Dominique Charriau/WireImage

Lupita Nyong'o, Cannes

Pascal Le Segretain/Getty Images

Blake Lively, Cannes 2016

Pascal Le Segretain/Getty Images

Kendall Jenner, 2018 Cannes Film Festival

Pascal Le Segretain/Getty Images for Chopard

Rihanna, Cannes Film Festival 2017

Andreas Rentz/Getty Images

Eva Longoria, Cannes Film Festival

Gareth Cattermole/Getty Images

Sophia Loren, Cannes Film Festival, 1955

Keystone-France/Gamma-Keystone via Getty Images

Cate Blanchett, 2018 Cannes Film Festival

Pascal Le Segretain/Getty Images

ESC: Cannes 2016, Bella Hadid, Dos and Donts

Stephane Cardinale – Corbis/Corbis via Getty Image

ESC: Cannes Best Dressed, Penelope Cruz


Diane Kruger, Cannes Film Festival

Joseph Kerlakian/

Madonna, Cannes Film Festival, 1991


Salma Hayek, Cannes Film Festival, 2012

Anthony Harvey/Getty Images

Cameron Diaz, Cannes Film Festival, 2002

Evan Agostini/ImageDirect

Winnie Harlow, amfAR, 2018 Cannes Film Festival

Canio Romaniello/Soevermedia/REX/Shutterstock

Kendall Jenner, Cannes 2016

Lionel Hahn/Sipa USA via AP Images

Natalie Portman, Cannes

Pascal Le Segretain/Getty Images

For more fashion updates at the 2019 Cannes Film Festival, read all about it, here.

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