I Didn’t Have Ed Sheeran Going Full Pennywise On My Bingo Card For Halloween 2025, But Some Celebs Are Pulling Out The Stops

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Halloween 2025 was a standout year for celebrity costumes! Stars went all out with their looks, whether they were aiming for funny, frightening, or a blast from the past. We saw everything from simple homemade outfits to incredibly detailed, special effects-driven transformations. But honestly, nobody expected to see Ed Sheeran dressed as Pennywise the clown – that was a complete surprise!

Whether it’s a polished professional photoshoot or a quick mirror selfie, celebrities really embraced the spirit of dressing up! Here’s a look at some of their best costumes – not in any specific order, but definitely worth checking out.

Ed Sheeran Dresses As Pennywise

One of the funniest things I’ve seen is Ed Sheeran dressed as Pennywise the clown – he looked genuinely scary! It wasn’t your typical pop star costume; the makeup, wig, and creepy smile felt like something out of a horror film. What made it even better was how he revealed the look on Instagram. He posted pictures and videos of himself, fully in costume, casually sipping tea in a crowded cafe and attempting to eat pizza while battling a windy day. He absolutely pulled it off!

A post shared by Ed Sheeran (@teddysphotos)

A photo posted by on

I wasn’t expecting to love this, but it completely won me over. And if Ed Sheeran can float here, you will too!

Lin-Manuel Miranda Channels A DIY Hamilton

Lin-Manuel Miranda cleverly recreated his Hamilton costume using only clothes borrowed from his wife’s closet and some paper towels, playfully calling it “Hamilleween.” He shared photos of the resourceful look on social media – see it below!

Okay, I’m officially obsessed with this Grammy winner! Not just for the music, but honestly, that super genuine pose? It’s everything. As someone who grew up doing theater, I know a lot of us are probably feeling really understood right now – it’s like they get us!

Kerry Washington Dazzles As Django

Kerry Washington cleverly dressed up as Jamie Foxx’s character from Django Unchained. Her photos playfully reference a line from the movie – “the D is silent” – and she manages to make classic Western clothing look incredibly stylish.

From the cowboy hat to the green coat and pistol, it was a powerful twist on a gritty classic.

Janelle Monáe Transforms Into A Terrifying Vampire

Janelle Monáe really embraced the theme for Wondaween this year! She shared a photo on Instagram showing off her incredible “Vampires at the Beach” costume, and it looks amazing.

Monáe looks horrifying, but also makes the undead look ready for a poolside brunch.

Paris Hilton Has Nine Lives And Zero Regrets As Catwoman

Paris Hilton dressed up as Catwoman, specifically Michelle Pfeiffer’s iconic version from the ’90s, and the costume was incredibly detailed. She nailed the look with a leather bodysuit, red lipstick, and even a whip, perfectly capturing the glamorous vibe of Gotham City. Fans of Selina Kyle would definitely approve of the amazing photos and videos of Paris in costume, showing her posing and using the whip. You can see the complete photoshoot here:

Needless to say, this costume is the cat’s meow! (Sorry, I’ll see myself out now.)

Mindy Kaling Channels Andie Anderson

Okay, I have to say, Mindy Kaling nailed this transformation! She totally reminded me of Kate Hudson’s character, Andie, from How to Lose a Guy in 10 Days. It’s seriously adorable watching her go through the whole ‘getting ready’ process – she’s just so charming and fun to watch!

That iconic yellow dress? Recreated. The updo? Nailed. The vibe? Peak 2003.

Keke Palmer And Her Son Become Snoop & Bow Wow

Keke Palmer and her son, Leodis, created an adorable family costume moment! They dressed up as Snoop Dogg and Lil’ Bow Wow, complete with retro outfits – and those tiny sunglasses were a standout detail.

It’s cool when parents and their kids have coordinate costumes, but this one takes the cake.

Rei Ami Goes Straight K-Pop Demon Hunters

REI AMI came as her character from the popular Netflix series K-Pop Demon Hunters, wearing a full costume with blades and colorful armor. The TikTok video is a clever mix of cosplay and promotion for her work – and it’s clearly effective! See for yourself below:

@rei.ami ♬ Takedown – HUNTR/X & EJAE & AUDREY NUNA & REI AMI & KPop Demon Hunters Cast

This movie is generating a lot of buzz, and it seems like people will continue dressing up as its characters for quite a while.

Hailee Steinfeld Goes as Her Sinners’ Character

Recent horror film Sinners is a standout, largely due to strong performances from its cast, including Hailee Steinfeld. Steinfeld fully embraced her character, sporting the 1990s-style jacket and fangs towards the end of the movie. She’s also hinted at this role in photos she’s shared, subtly referencing her on-screen persona.

Okay, wow. Hailee Steinfeld was just amazing in this! She brought this really cool, stylish energy, but with a subtle edge that kept me totally hooked. She absolutely nailed the role, honestly.

Heidi Klum Dominates As Medusa

The undisputed Queen of Halloween, Heidi Klum, outdid herself yet again—this time transforming into a full-bodied Medusa for her annual Halloween bash. With coiled snakes, textured scales, and a dramatic mermaid-length tail, the look was nothing short of mythical. In a video interview with Entertainment Tonight shared to their Instagram, Klum revealed the transformation, which you can see in her Instagram post below, took five months to design and build. Now that’s commitment.

Now that Halloween is over, some celebrity costumes are still turning heads! While stars often try to seem relatable, they really pull out all the stops for Halloween with professional makeup artists, special effects, and incredibly creative looks. Let’s appreciate Ed Sheeran and other celebrities for their amazing efforts this spooky season.

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2025-11-01 20:16