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The Kardashian and Jenner family truly never misses an opportunity to dress up. So when it comes to Halloween, it’s no surprise that the reality stars pull out all the stops. Each year it seems their looks get more elaborate, from a space cowgirl to punk icons Sid & Nancy, retro-inspired aliens, and the complete cast of The Flintstones — just to name a few. Now that most of the ladies are mommies, they’re set on making their kids’ costumes as creative as possible.

Each year, fans find themselves wowed by what looks Kylie Jenner, Kim Kardashian, Khloe Kardashian, and Kourtney Kardashian will cook up for their little ones to wear. Since it’s almost a month of October celebrations, these rich kiddos get multiple looks most years, making it so hard for us to decide on the best of the bunch. Fortunately, we’ve rounded up some of the cutest costumes the KarJenner kids have sported for Halloween through the years. Take a look!

North & Friends As ‘Cereal Killers’

We totally dig North West’s edgy Halloween 2021 look. She joined forces with her besties to play a trio of punks with two-toned wigs that gave off heavy Harley Quinn vibes. Continuing the wicked cool concept, the little ladies carried fake guns and wore platform boots. Kardashian bestie Tracy Romulus explained the concept under an Instagram shot of the girls, calling them, “Cereal killers.”

Kim & Kids As The Cast Of ‘Tiger King’

Kim Kardashian made sure she was the cat’s meow when she dressed up like Tiger King star Carole Baskin for Halloween 2020. The SKIMS mogul rocked long, blonde hippie hair with a flower crown and leopard blouse as she sat on the grass with her pride — kids North, Saint,Chicagoand Psalm dressed in tiger onesies with face paint. Playing her nemesis for the evening was BFF Jonathan “FoodGod” Cheban, who rocked Joseph “Joe Exotic” Maldonado’s blonde mullet, handlebar mustache, and jaunty patterned shirt.

Khloe & Tristan As Ancient Royals With True

Little True Thompson went all the way to the ancient world for Halloween 2020 with mom Khloe Kardashian and dad Tristan Thompson. Though Khloe and Tristan weren’t publicly a couple at the time, the Antony and Cleopatra combo certainly looked like a couple’s costume. True matched her parents in her own gold number, which had intricate shoulders that looked like wings and long panels that made her dress look like a suit of gladiator’s armor.

Stormi & True As A Princess & A Kitty

It looked like the Kardashian-Jenner girls got to have a magical playdate while leading up to Halloween 2020. Kylie’s daughter Stormi Webster Looked absolutely adorable while hanging out with cousin True and auntie Khlo. Kylie’s girl rocked a little purple princess dress, complete with a tiara, while True had on cute cat ears that matched mom’s. Khloe captioned her Instagram, “Collecting Memories With My Favorite People.”

The Kardashian-Wests As The Flintstones

Yabba dabba doo! Kim Kardashian sent her family back to the Stone Age when they transformed into The Flintstones for Halloween 2019. North had red hair and pearls to make her the perfect Wilma, while Saint slipped into Fred’s orange frock. Little Chicago went as Pebbles and baby Psalm was Bam Bam. Kim looked great in a blue dress and flipped wig as Betty Rubble, but the whole set-up had people wondering if dad Kanye West was really in that giant purple Dino costume, especially after Kim admitted Chicago was “scared” of him.

True As A Dalmatian

Khloe and True seriously wowed fans with their Halloween costumes back in 2019! Khloe dressed up as a sexy Cruella de Vil, while little True was a Dalmatian. The mother-daughter duo looked perfect in their spots, and we loved the black-and-white look on the pair.

North & Penelope As A Devil & Angel

Sometimes, it’s hard to decide if you want to be something cute or something menacing for Halloween. But cousins ​​North and Penelope Disick were able to find the perfect medium as a devil and half a devil and angel! North went full-on demon in 2019, dressing up as a little devil in this photo taken by Kim. Penelope, on the other hand, couldn’t decide to embolden her evil side, or embrace her goodness. She dressed up as half a devil and half an angel!

Reign, Saint, North, & Penelope As Music Video Characters

The best inspiration for Halloween can come directly from your family, and these looks prove that! For Halloween 2018, Saint West and Reign Disick dressed up as block-shaped versions of dad Kanye and Lil Pump from the music video for “I Love It.” North and Penelope followed suit, dressing up in elaborate bottles that looked strikingly similar to the ones the rappers wore during their Saturday Night Live performance that year!

North As A Skunk

There was something “loose” in Kim and Kanye’s house in 2014. On Halloween of that year, the couple dressed up their daughter North as a little skunk! While it was a bit difficult to see North at first, it was more than clear what wild animal the Hollywood couple had made up their daughter to look like for Halloween!

Mason, Reign, & Penelope As Power Rangers

These costumes were truly epic. For Halloween in 2018, Kourtney and her three kiddos — Reign, Penelope, and her and Scott Disick‘s eldest, Mason Disick — dressed up as characters from Power Rangers. The looks that each family member sported were totally awesome but there was a bit of a hitch. In the caption to her picture, Kourtney lamented that her kids didn’t “want to do a group costume” with her that year. Hopefully, though, her kiddos will look back on these costumes and see just how cool they looked with their amazing mom!

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