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June is fast approaching, and I’m in denial about it. It’s time to distract myself from the speed of time with one of my favorite activities: judging celebrity outfits. And heads-up: A man snuck his way into the mix this go-around. Shocking, I know! From the Met Gala (ever heard of it?) to the Cannes Film Festival and its new dress code, Hollywood’s social calendar is heating up for the summer, which leaves us with a lot to look forward to. Ahead, see the best-dressed celebs of May.
Zoey Deutch
When: May 29
Where: The Broadway.com Audience Choice Awards in New York City
What: A Michael Kors dress
Why: She doesn’t step out too often, but when she does, she kills it—just like she did with this look.
Cynthia Erivo
When: May 29
Where: New York City
What: Custom Christian Louboutin x Maison Margiela shoes
Why: Here’s proof she can pull off any shade of green, not just emerald.
Dakota Johnson
When: May 29
Where: New York City
What: Ferragamo
Why: A vision in black.
Megan Thee Stallion
When: May 28
Where: The Swimwear Icons Hall of Fame Honors Night at the Bass Museum for Miami Swim Week
What: A blue halterneck dress
Why: She came, saw, and conquered swim week.
Gigi Hadid
When: May 28
Where: The Gigi Hadid x Havaianas launch party at Altro Paradiso in New York City
What: A Marc Jacobs dress and Havaianas sandals
Why: The hottest styling tip for summer, according to Hadid? Pairing anklets and flip-flops.
Julianne Moore
When: May 27
Where: New York City
What: Bottega Veneta
Why: In case you’re in need of workwear inspiration, she’s got you covered.
When: May 20
Where: Cannes, France
What: Mango
Why: A head-to-toe Mango ensemble at the Cannes Film Festival really speaks to the brand’s elegance.
When: May 18
Where: The Cannes Film Festival
What: A Maje dress
Why: This makes me want to bring back circle skirts....
When: May 18
Where: The Kering Women in Motion Awards in Cannes, France
What: Khaite
Why: Just when I think I know Nicole Kidman’s sense of style, she throws me a fierce curveball.
Charli xcx
When: May 18
Where: The Kering Women in Motion Awards in Cannes, France
What: Saint Laurent by Anthony Vaccarello
Why: And here I thought Brat green was her color!
When: May 16
Where: Cannes, France
What: Bottega Veneta’s Andiamo messenger bag
Why: Need I list the reasons why Pascal is the internet’s biggest crush? His impeccable sense of style is near the top of a very long list.
When: May 15
Where: Cannes, France
What: Vintage Chanel and Guizio capris
Why: I! Am! Obsessed! It’s chic and sassy, as the coolest French women tend to be.
Charlize Theron
When: May 14
Where: New York City
What: Givenchy
Why: Leave it to Theron to turn a rainy day into her own personal runway.
Kaia Gerber
![los angeles, california may 14: kaia gerber arrives at the premiere of prime video series overcompensating at hollywood palladium on may 14, 2025 in los angeles, california. (photo by kevin winter/getty images)](https://cdn.statically.io/img/hips.hearstapps.com/hmg-prod/images/gettyimages-2215176056-6839d1fa1a7d8.jpg?crop=1xw:1xh;center "Los Angeles Premiere Of Prime Video Series "Overcompensating" - Arrivals")
When: May 14
Where: The premiere of Overcompensating in Los Angeles
What: Jimmy Choo shoes
Why: Is it just this look, or does she actually get more beautiful every day?
Liza Koshy
When: May 10
Where: The Gold Gala in Los Angeles
What: A backless crystal gown
Why: A gown that’s good as gold, truly.
Mona Matsuoka
When: May 7
Where: Galvan and Unemployed’s celebration of Frieze New York in New York City
What: A draped cowl-neck top
Why: You know it’s going to be a good night when your highlight matches your outfit.
Laura Harrier and Zac Posen
When: May 5
Where: GQ’s Met Gala Party in New York City
What: Harrier in a custom Gap Studio look
Why: Bring on all the André Leon Talley references, please and thank you.
Adria Arjona
When: May 5
Where: Late Night With Seth Meyers in New York City
What: Saint Laurent by Anthony Vaccarello
Why: Big shoulders are all the rage.
When: May 3
Where: New York City
What: An Emi Jay hair clip
Why: To know Emi Jay is to love Emi Jay.
Emily Ratajkowski
When: May 2
Where: Burberry’s spring luncheon at the New York Botanical Garden
What: Burberry
Why: You can’t go wrong with a classic trench coat.
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