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Bad Bunny -

Always having fun with fashion, the Puerto Rican artist rocked this trench dress at the 2022 Met Gala. Definitely an unexpected look!

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Oscar Isaac -

Oscar Isaac looked handsome in his kilt and suit look at the premiere of 'Moon Knight' in London in March 2022. A winning look for this Hollywood star!

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J. Balvin -

The Colombian singer went for an all-black look at the Louis Vuitton Fall/Winter 2022/2023 show in Paris. A classic color on a modern outfit!

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Marc Jacobs -

The famous designer doesn't shy away from wearing skirts. He's seen here at the Perfect Magazine LFW party in London in 2022.

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Harry Styles -

Known for mixing feminine and masculine pieces, it's clear that Harry Styles loves androgynous fashion. He rocked this look while performing on Halloween at Madison Square Garden in 2021.

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Lil Nas X -

From minis to midis, Lil Nas X has worn all sorts of skirts. At the WSJ Magazine 2021 Innovator Awards in NYC, the artist did a modern take on a classic black and white look. And the dog purse made it even better!

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Pete Davidson -

Pete Davidson does have his fashion moments, and this look proves it! He wore this tailored dress and white blazer to the 2021 Met Gala.

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Kid Cudi -

Spotted at the 2021 CFDA Fashion Awards, Kid Cudi rocked an '80s style bridal dress. Definitely a look Madonna would have worn back in the day!

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Russell Westbrook -

Not for the first time seen wearing skirts, the basketball star is no stranger to the garment. He was seen here stepping out in New York City in 2021.

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Post Malone -

Post Malone opted for a punk-cowboy look at the 2020 Billboard Music Awards. He paired his black skirt with a leather jacket that had a frill detail design.

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Billy Porter -

Billy Porter doesn't shy away from wearing dresses on the red carpet, and he does it fabulously every time! He wore this golden look to the 2020 Academy Awards.

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Brad Pitt -

Brad Pitt rocked the perfect breezy look a for a hot European summer. He wore a brown linen skirt with a matching blazer to the 'Bullet Train' (2022) premiere in Berlin.

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Jonathan Van Ness -

'Queer Eye' star Jonathan Van Ness is often spotted rocking fabulous dresses. He wore this Barbie-pink gown to an Emmy after-party in 2019.

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Michael Urie -

If you can't pick one, do both! That's what 'Ugly Betty' alum Michael Urie did. He wore this gender-bending look to the 2019 Met Gala.

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Odell Beckham Jr. -

Not afraid of taking fashion risks, NFL star Odell Beckham Jr. went all out in this kilt look at the Met Gala in 2019. A winning look for this champion!

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Keiynan Lonsdale -

While attending the 2018 MTV Movie & TV Awards, actor Keiynan Lonsdale opted for a maxi white skirt. It paired perfectly with the rest of his outfit.

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Matthew Rhys -

Welsh actor Matthew Rhys switched things up at the 2017 Met Gala. Instead of wearing pants, he opted for an elegant black kilt.

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Alan Cumming -

The Scottish actor represented his roots with this classic kilt. He wore this look at a Food & Wine event in 2015 in New York City.

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Kanye West -

Always trying something new with his wardrobe, the rapper and designer performed in this leather skirt back in 2014 in Austin, Texas.

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Jared Leto -

Spotted wearing skirts and dresses on several occasions, Jared Leto does it with pride. He even tweeted once that "real men wear skirts." Here he is back in 2014.

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2 Chainz -

Rapper 2 Chainz looked very comfortable in a matching skirt and T-shirt look during the 2013 BET Awards in Los Angeles.

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Ewan McGregor -

The Scottish actor proudly wore his kilt when he received an OBE for his services to Drama and Charity in 2013. It was the perfect look for the Buckingham Palace ceremony. 

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Jaden Smith -

Always experimenting with fashion, Jaden Smith has been rocking skirts from a young age. He wore this look at the LA premiere of 'Justin Bieber's Believe' in 2013.

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Kyle MacLachlan -

Honoring his Scottish ancestry, Kyle MacLachlan strutted down the runway at a New York charity fashion show in 2010 in this look.

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Vin Diesel -

The 'Fast and Furious' star rocked this cool leather kilt at the Europe Music Awards in 2003. Held that year in Edinburgh, the look was a homage to Scotland.

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Kurt Cobain -

Seen multiple times wearing dresses, the legendary rock star wore this black and white look at a 1991 performance in Los Angeles.

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David Bowie (1947-2016) -

Known for his iconic androgynous style, David Bowie played with fashion as a way of liberating himself from the mainstream. He's seen here performing in London in 1973.

Sources: (CNN) (Elle)

See also: The worst-dressed male celebs of all time

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