The 60 Most Daring Dresses Celebrities Have Ever Worn

Ciara.

The singer looks every inch the ’00s R&B star, draped in diamantes at the 2018 Billboard Music Awards.

Tiffany Haddish.

The comedian, actress, and author went for a semi-sheer vibe at the 2018 MTV Video Music Awards.

Halle Berry.

At the NAACP Image Awards in January 2018, Berry’s look was rather … crotch-centric.

Jonathan Van Ness.

Proving that men can do a “naked dress” too, the Queer Eye star looked fabulous at the 2018 Emmy Awards.

Rita Ora.

The British singer went for an incredibly revealing look to the same event – and it clearly won off, as she took home a prize.

SZA.

Rather than being “nearly naked” through a sheer finish, the singer instead went for a shredded effect.

Elsa Hosk.

At the 2018 Vanity Fair Oscar Party, Hosk managed to cover up the essential areas – but basically nothing else.

Hailey Baldwin.

Mrs. Justin Bieber wore a nude illusion embellished with jewels at the Cannes Film Festival in 2018.

Jennifer Lawrence.

At the Venice Film Festival in 2017, Lawrence chose to cover her modesty using only flower petals.

Demi Lovato.

At the 2017 MTV Video Music Awards, Lovato wore a surprisingly modest pair of baggy harem trousers – but contrasted them with a totally see-through top.

Jennifer Lawrence (again).

At the 2017 London premiere of Mother!, Lawrence appeared to choose to wear jewelry instead of clothes.

Laverne Cox.

And those red carpets were no stranger to celebrity nudity, as Cox opted for a similarly revealing look at the same event.

Jaimie Alexander.

An early entry, the star wore a dress that was just about decent to the premiere of Thor: The Dark World in 2013.

Kendall Jenner.

In the first of a few appearances on our list, here, Kendall rocks an almost totally sheer gold gown to the 2018 British Fashion Awards.

Chrissy Teigen.

The model (and Mrs. John Legend) had to be careful not to move too much at the American Music Awards in 2016.

Bella Hadid (again).

At the 2017 Cannes Festival, Hadid managed to somehow be naked and in an incredibly complicated outfit at the same time.

Gemma Chan.

The actress appeared to hide her modesty by draping herself in tinsel at the 2019 Vanity Fair Oscars Party.

Emma Roberts.

At the same event, Emma Roberts appeared to deflect attention from her naked body using the magic of glitter.

Irina Shayk.

You may know her for her tumultuous relationship with Bradley Cooper, but back in 2015, the model went nearly-nude to the Vanity Fair Oscars party.

Zoe Kravitz.

The Met Gala is an opportunity for celebs to truly think outside the box – and at the 2019 ceremony, Kravitz certainly didn’t disappoint.

Amber Rose.

Never one to shy away from showing off her (incredible) bod, Amber Rose left nothing to the imagination at the 2017 MTV Video Music Awards.

Hailey Baldwin (again).

At the 2017 Video Music Awards, she went for a bejeweled mesh bodysuit, paired (oddly) with some large, beige underpants.

Kim Kardashian (again).

At the 2015 Met Gala she left nothing to the imagination – but, hey, at least the carpet was covered up!

Toni Braxton.

Another vintage entry to our list, here’s Braxton at the 2001 Grammys.

Beyonce.

At the same 2015 Met Gala, Beyonce was also concealed only by jewels – and she looked incredible.

Jennifer Lopez.

The multi-talented star went super daring at the China: Through The Looking Glass’ Costume Institute Benefit Gala at the Metropolitan Museum of Art on May 4, 2015.

Bebe Rexha.

The star went for a combination of nude illusion and jewel embellishments at the 2017 MTV Video Music Awards at The Forum on August 27, 2017.

Jennifer Lopez (again).

In the dress that perhaps started it all (and reportedly the reason that Google Images was invented), J-Lo went uber-plunging at the 2000 Grammys.

Olivia Munn.

At the 2017 MTV Music Awards, Munn went for some daring cutouts, with only a wide fishnet panel covering her front.

Jennifer Lopez (again, again).

Proving that she ‘s definitely still got it, J-Lo went for another nude illusion at the 2015 Billboard Music Awards.

Angela Sarafyan.

The actress, best known for her appearance on West World, wore this jaw-dropping… dress (?) to the Vanity Fair and L’Oreal Paris Toast to Young Hollywood in 2017.

Kendall Jenner.

No stranger to our list, she rocked a no pants look at the 2019 Oscars Vanity Fair party.

Rita Ora (again).

At the same party, Ora also went for a similarly sheer black affair.

Khloe and Kourtney Kardashian.

Showing that their sisters aren’t the only ones who can rock a nude look, the two went for contrasting (though similarly revealing) dresses at the 2016 Angel Ball.

Kim Kardashian (again).

At the front row of the Balmain show at Paris Fashion Week in 2016, she went for this very loosely crocheted dress.

Kim Kardashian (you get the idea).

At the 2016 MTV Video Music Awards, Kim rocked a sheer dress that almost looked as if it were about to fall off, completing the undone look with wet-look hair.

Stefflon Don.

At the 2019 BET Awards, Stefflon Don went for an eye-poppingly high thigh slit.

Alessandra Ambrosio.

At the 2019 Cannes Film Festival, Ambrosio wore an incredibly floaty dress – and posed to excellent effect.

Kim Kardashian.

Putting a real shift in on our list, Kim looked almost surreal in this nude-effect dress at the 2019 Met Gala.

Emily Ratajkowski.

The “camp” theme at the 2019 Met Gala gave us a lot of strong (and revealing) looks – like this one, by model Emily Ratajkowski.

Adriana Lima.

The thigh slit is a classic in terms of daring celebrity dress, and Lima went for it at the Annual Elton John AIDS Foundation Academy Awards Viewing Party Celebrating EJAF this year.

Ngoc Trinh.

Trinh made the bold choice of having her crotch as her outfit’s focal point at the 2019 Cannes Film Festival.

Lorena Rae.

The model gave an almost full vertical slit in her outfit for the 2019 Cannes Film Festival Gala.

Eva Longoria.

The actress also got her thigh out for Cannes in 2019.

Lala Kent.

The 2019 MTV Movie and TV Awards saw the star rocking a pair of fishnet tights… over her entire body.

Justine Skye.

Can’t decide whether to go for a see-through gown or an eyepopping thigh slit? Skye showed you can do both at the 2019 BET Awards.

Heidi Klum.

The model’s look for the 2017 MTV Video Music Awards took nude illusion to the limit – it’s almost unbelievable that you can’t see anything.

Hailey Baldwin (again).

Her look at the 2019 Met Gala made a fashion faux pas (a visible g-string) into a surprisingly cute look.

Constance Wu.

Her plunging neckline and layers of tulle at the 2019 Met Gala made for an unexpectedly classy look.

Sharon Stone.

Not as overtly naked (or even naked at all, to be honest), Sharon Stone wore a Gap button-up to the Oscars in 1998. How confident do you have to be to wear an 11.99 off-the-rack shirt amongst people who have golden beads adhered to their blazers?

Lizzy Gardiner.

This had to be a statement dress, right? It feels like Lizzy Gardiner was telling everyone at the very same event as her that their dresses were just ways to prove they have money. It takes some real chutzpah to insult everyone around you the entire night.

Lady Gaga.

Listen, I don’t even like touching raw chicken. Gives me the shivers. The idea of wearing meat, like Lady Gaga did at the 2010 MTV Video Music Awards, is horrifying.

Mariah Carey.

At the 2014 BET Awards, Mariah Carey wore one of the deepest plunging necklines we’ve ever seen on a dress. Here’s hoping her body didn’t have any negative reactions to all the superglue she must have used to keep that thing up.

Amber Rose (again).

I think the key to finding out whether or not a dress is a dress or a grouping of material that may as well not exist is to run it through the squint test.

For example, if you squint at this picture of Amber Rose at the 2014 VMAs, it looks like she’s naked. Not a dress.

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