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Hollywood’s Hottest Halloween Costumes of All Time

Harry Styles - Dorothy

Harry Styles - Dorothy

Breakout One Direction star, Harry Styles traded in his iconic chelsea boots for an even more iconic shoe...a ruby red slipper. That’s right, he’s off to see the wizard as Dorothy from the Wizard of Oz. The 27-year-old rocked out at Madison Square Gardens at his “Harryween” themed concert. 

But this Dorothy costume didn’t come from Spirit Halloween. No, it’s custom Gucci. He had this gingham dress, red tights, and hairbow custom made for his concert. The other band members in the show weren’t left out though. They also had custom Gucci costumes made for the other Wizard of Oz characters. 

Theo Wargo / Staff / Getty Images Entertainment / Getty Images

Cardi B - Morticia Addams

Cardi B - Morticia Addams

Cardi B stunned us all with her appearance as Morticia Addams from the Addams Family! Cardi never fails to bring the sex to her looks, but we’ve never seen the temptress of the night look so good! She captured the essence of Morticia in her own way, giving a Halloween classic a fresh sexy look. 

Cardi wore a floor-length lace gown with cutouts along the breasts (of course). Underneath, she wore nothing but a black thong, showing off everything she’s got! To top it off, she wore Morticia's iconic red lip and bone-straight black hair. All she needed was her lover Gomez...or maybe that’s who was in the hearse! 

Image via Instagram

Bebe Rexha - Anna Nicole Smith

Bebe Rexha - Anna Nicole Smith

Pop-culture legend, Anna Nicole Smith, sadly passed in February of 2007. However, she was resurrected for one more night by Bebe Rexha. Anna Nicole was known for her bodacious attitude and her bangin’ curves. She was the typical blonde bombshell, but even better, she caught international attention as a grade-A gold digger!

Her infamous marriages went down as some of the most outrageous cases in Hollywood to date. Bebe almost perfectly replicated Smith's bridal shoots with a similarly old-looking man. But it wouldn’t be Anna Nicole without showing off a little cleavage. You did Ann Nicole proud, Bebe! She may even give you a Viper. 

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Doja Cat - Ms. Sara Bellum from “The Powerpuff Girls”

Doja Cat - Ms. Sara Bellum from “The Powerpuff Girls”

Doja Cat is another rising rapper that has been making music on Soundcloud since she was a teenager. Somehow, Doja always knows the move for the moment. She’s constantly setting trends, and may be the biggest icon of Gen Z before it’s over with. If you were born in the ‘90s you grew up watching The Power Puff Girls.

We all had a crush on Ms. Sara Bellum, the mayor’s secretary who was honestly nothing more than a nice pair of legs. Doja can do sexy, and who better to dress up as than Big Red herself. She took us to Planet Her for one more night and definitely made our hotline blink. Somebody call the Power Puff Girls before we go all Mojo Jojo. 

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Winnie Harlow - Cheetara from “ThunderCats”

Winnie Harlow - Cheetara from “ThunderCats”

Winnie brought it again with her ThunderCats throwback as Cheetara. In a long list of iconic video game and comic book hotties, Cheetara may be in the top ten for anyone lucky enough to live through the ‘80s. Cheetara was a Thunderian noble whose powers came from the spirit of the cheetah! 

She’s quick, spotted, and has the body proportions of an '80’s comic book character. Meaning, her body is bangin’! Winnie completely nailed this costume. So good in fact, someone needs to cast her in the next ThunderCats Reboot. In the meantime, we’ll be jealous of that snake wrapping around her body. 

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Cara Delevingne - A “muff diver”

Cara Delevingne - A “muff diver”

For eons, we’ve had to hear men talk about “going down south.” It’s about time females reclaimed the Muff Diver badge of honor! Cara posted this cheeky pic on her Instagram showing off her hilarious pun-intended Halloween costume. There’s nothing sexier than a girl who can take a joke. 

Cara has had her sexuality talked about almost as long as she’s been famous. While she’s not a lesbian, she has set the record straight and let us all know that she’s pansexual. But that doesn’t mean she’s snuffing the muff. To be honest, everyone should take a dive in the lady pond. Just not DJ Khaled apparently. 

Image via Instagram

Paris Hilton - Cinderella

Paris Hilton - Cinderella

Come on, we knew Paris wouldn’t disappoint for Halloween! She’s always sparked controversy for her costumes. Just like when she and Nicky went as a couple of “sexy” natives and got canceled before canceling was even a thing! Well, she stayed within her wheelhouse for this Cinderella look. 

As if Paris has ever had to go be a raggedy peasant before becoming a princess. But, that lacey neckline had us all saying one thing…”That’s Hoooottt.” Paris has definitely stepped up her game lately, she’s a sex symbol for white girls everywhere. Long live the skinny-nosed princess, Paris Hilton. 

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Travis Barker and Kourtney Kardashian - Clarence and Alabama from “True Romance”

Travis Barker and Kourtney Kardashian - Clarence and Alabama from “True Romance”

What happens when a lonely geek falls in love with a call-girl? Well, they steal drugs from the mob of course! We have to say, it’s pretty ironic that this controversial duo chose to dress up as another match no one saw coming! This Halloween, couple Travis Barker and Kourtney Kardashian dressed up as Clarence and Alabama from True Romance.

Blink 182 drummer, Travis Barker, and reality princess Kourtney Kardashian just started dating in 2021 and they’re already engaged! It’s like something out of an early 90’s romance movie...oh wait. No wonder the two identified with this movie! They even posted a picture of them making out on the back of a pink Cadillac in Beverly Hills!

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Camila Mendes and Madelaine Petsch - Velma and Daphne from “Scooby-Doo”

Camila Mendes and Madelaine Petsch - Velma and Daphne from “Scooby-Doo”

Jinkies! We had to find our glasses to get a closer look at these two! Camila Mendes (Cabello) and her BFF Madelaine Petsch were the red-head/hot-girl duo from Scooby-Doo. If you’re looking for someone to solve your Halloween mystery, look no further. These girls look like they know just the answer. 

You know what they say, “Like, hold on, man. WE don’t go anywhere with scary, spooky, haunted, or forbidden in the title.” No, that’s a Shaggy quote. We were thinking more like red-heads do it better. The only thing we know for sure is that Ms. Mendes is looking like a Scooby Snack! 

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