Keeping Up with the Kousins! 50+ of the Kardashian-Jenner Kids' Cutest Moments

Here's a look back at the reality family's sweetest snaps 

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Group Hug

Kardashian cousins
kim kardashian/ instagram

Stormi, Chicago and True give each other sweet smooches in this snap that Kim shared to Instagram.

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Kuties

Kim Kardashian's children
Kim Kardashian/Instagram

Kim Kardashian shared new photos of her daughter Chicago and son Psalm with their cousin Dream.

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Wild, Wild Kousins

Kardashian cousins
Kourtney Kardashian/Instagram

The Kardashian Jenner Kousins spent "two weeks in the Wild Wild West" of Wyoming to celebrate North West's Birthday. Here, Mason, North, Penelope and Saint hang out with their aunt Kourtney Kardashian.

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Family Picnic

Kourtney Kardashian
Kourtney Kardashian/Instagram

Kourtney Kardashian's kids, Mason, Reign and Penelope had a "picnic in the pickup" with their cousins North and Saint West.

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Cruisin' Cousins

Kylie Jenner's daughter Stormi and Kim Kardashian West's daughter Chicago have a blast riding in a wagon together.

In the adorable video posted by Jenner, Chicago tells Stormi, "I like your hair!" To which Stormi sweetly replies, "Thank you!"

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They All Fall Down!

Stormi, Chicago and True (A.K.A. The Triplets) play Ring Around the Rosie together - and of course all fall down!

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Breakfast Buds

Khloe Kardashian
Khloe Kardashian/Instagram; Inset: Getty

North West and her cousin True Thompson rocked sunglasses at the breakfast table.

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Getting Wild

Kim Kardashian Kids
Kim Kardashian/Instagram

"My fearless kids love animals," Kim Kardashian West wrote about North (pictured getting up close and personal with a snake) and company enjoying quality time with critters (and their wrangler Coyote Peterson).

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Helping Hand

North at Stormi's Birthday
Khloe Kardashian/ Instagram

North helped True through a ball pit at their cousin Stormi's second birthday party!

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Three Little Mice

True, Chi, Stormi as Minnie Mouse
Kim Kardashian/ Instagram

True, Chicago and Stormi all had their faces painted in honor of Chicago's second birthday!

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Arts & Crafts

Stormi's birthday party

The cousins played dress up and did arts and crafts in honor of Stormi's makeup launch with her mom, Kyliee Jenner.

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True & Chicago Take Target!

True and Chicago
Kim Kardashian/Instagram

"🎯 swipe for major cuteness 🎯," Kim captioned her slideshow of clips and photos of the twosome's adorable trip to the store.

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Speed Racers

True and Chicago
Kim Kardashian/Instagram

The cuties sat their tushies down as they sped through the aisles of Target, laughing and having fun along the way.

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Break Time

True and Chicago
Kim Kardashian/Instagram

After a fun day of shopping, the two toddlers took a break to eat. Chicago is seen here sweetly feeding her cousin True. After taking her first bite, True looks back at Chicago and they both say, "Mmm," in harmony.

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Cousin Connection

True and Chicago
Kim Kardashian/Instagram

Kim's final photo of her slideshow shows Chicago and True smiling at each other, concluding their big day of adventure.

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Many Moods

Kim Kardashian West Instagram
Kim Kardashian West Instagram

Kim Kardashian shared this fun-filled throwback from their family trip to Tokyo, where the cousins can be seen hanging out on a jungle gym and little Reigny was captured mid-cry.

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Happy Hugs

Kim Kardashian West Instagram
Kim Kardashian West Instagram

"Stormi loves my Psalmy so much!" Kim Kardashian captioned this heart-melting photo of her son and neice Stormi cuddled up on a couch.

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Cousin Cuddle

Khloé Kardashian
khloe kardashian/instagram

"➳ ♡ Besties ➳ ♡," Khloé Kardashian captioned this adorable snap of her niece Chicago hugging her baby girl True.

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Forever Pals

Penelope and Chi
Kourtney Kardashian/ Instagram

Little Chicago doesn't have anything to worry about since cousin Penelope is there for life to carry her through anything. The cute pair were captured in action by P's mom Kourtney, who appropriately captioned the photo of them: "Heart explosion."

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Eye Got You

True and Psalm
Khloe Kardashian/ Instagram

Looks like True is as smitten with her youngest cousin Psalm, 5 months, as the rest of us - and so is her mama! Khloé shared an adorable slideshow of photos in which she and True took turns ogling the Kardashian-Jenner family's most recent addition.

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Pumpkin Pals

Stormi Kylie Jenner
Kylie Jenner/Instagram

True and Stormi spent a quintessential fall day on a family outing to a pumpkin patch in October 2019, where the dynamic duo took turns behind the wheel of a tractor.

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Summer Sweethearts

Rob Kardashian's 'Little Lady' Dream Strike a Pose Alongside Khloe Kardashian's Daughter True:
Rob Kardashian/Instagram

Daddy Rob Kardashian posted this pretty pic of his baby girl Dream and niece True showing off their adorable bathing suits.

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Snacks on Snacks

Chicago West and True Thompson

Yum! Chicago and True munch on Cheetos and Veggie straws during their beach vacation.

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Cooling Off

Chicago West and True Thompson
Khloe Kardashian/Instagram

These fashionista besties have escaped the heat by relaxing in the shade while sipping on some water.

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Pajama Gang

True Thompson
Khloe Kardashian/Instagram

"💕 Ps Birthday Bash with these Besties 💕," Khloé captioned this photo of birthday girl Penelope, True and North.

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True Love

KarJenner Cousins Cutest Moments
Kourtney Kardashian/Instagram

Auntie Kourt posted a sweet tribute on Instagram for her niece True's first birthday, on April 12, adding this photo of Mason holding the precious birthday girl.

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Cute Kisses

KarJenner Cousins Cutest Moments

Big cousin Dream plants an adorable kiss on her baby cousin True.

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Sweet Ride

https://www.instagram.com/khloekardashian/Khloe Kardashian/Instagram
Khloe Kardashian/Instagram

Living the dream! True and Dream were all smiles during a Jan. 28 outing to the Los Angeles County Fire Dept. Station 125 in Calabasas, California, where they got to hang out in (and on!) a real fire truck. True and Dream "drew cards and brought cookies for their visit" to show their appreciation for their local heroes, Khloé proudly shared afterwards.

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Work Hard, Play Hard

true-thompson-5
Khloe Kardashian/Instagram

Get into the groove! True, Stormi and Chicago seemed to have a blast at a baby class with Khloé on Jan. 23, where the little cousins rocked out to various nursery rhymes - including one in Spanish. Rob Kardashian's daughter Dream also took part, dancing along with her cousin True in a video posted to Khloé's Instagram Story.

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Plaid Pals

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Khloe Kardashian/Instagram

North kept her younger cousin True close on Christmas morning, when the whole family coordinated in plaid pajama sets before opening gifts galore.

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Mini Me

kylie khloe
Kylie Jenner / Instagram

For the annual KarJenner Christmas Eve bash, the newest moms of the bunch - Khloé and Kylie went all out with festive mommy-and-me outfits to twin with their little ones.

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Fairytale Friends

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Khloe Kardashian/Instagram

Chicago couldn't help but join in on True and Khloé's twinning moment when the mommy-daughter duo dressed up as unicorns for Halloween. The photo was one of many of the close-knit cousins that Khloé posted to Instagram to celebrate Chicago's first birthday on Jan. 15.

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Sugar Rush

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Khloe Kardashian/Instagram

As part of True's birthday tribute to Chi, Khloé shared this shot of the two enjoying the sweet treats at True's birthday cupcake party.

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Sweet Support

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Khloe Kardashian/Instagram

Chicago rests her head in True's lap as the two seem to communicate with a silent look.

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Beanie Babies

khloe-kardashian
Khloe Kardashian/Instagram

"I can't wait to hear their voices And their little conversations! I wonder what they are thinking!" Khloé mused in her Instagram caption, sharing a sweet snap of daughter True cozied up with cousin Chicago in a furry chair over the holidays.

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Balancing Act

khloe-kardashian-2
Khloe Kardashian/Instagram

Khloé's got her hands full! The new mom bonded with daughter True and niece Dream Renée over the holidays.

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Holiday Huddle

Kourtney Kardashian/Instagram
Kourtney Kardashian/Instagram

Saint, Reign Aston, North, Penelope Scotland and Mason Dash accompanied Kourtney to help bring a little holiday cheer to the Grinch at Universal Studios Hollywood.

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Budding Bromance

Kourtney Kardashian/Instagram
Kourtney Kardashian/Instagram

Saint and Reign separated from the girls to strike a few poses on their own.

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Helping Hand

kim-kardashian-1
Khloe Kardashian/Instagram

True, 8 months, and Chicago, 11 months, were besties who fought the flu off together after Kim sent her daughter to Cleveland with aunt Khloé for a few days to hopefully avoid contracting the illness in Los Angeles.

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Naptime Buddies

kim-kardashian-2
Khloe Kardashian/Instagram

Khloé shared an adorable snap to her Instagram Story of Chicago and True getting their beauty sleep on in their carseats.

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Pint-Size Protector

True-Thompson-Penelope-Disick-2
Khloe Kardashian/Instagram

Penelope isn't letting anyone get in the way of her relationship with baby True.

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Water Babies

saint-west-5-1200
Kim Kardashian Instagram

North and Penelope dressed up like Kanye West and Lil Pump for Halloween, taking their inspiration from the duo's September SNL performance outfits.

Penelope wore West's sparkling water ensemble as North rocked Lil Pump's Fiji water bottle look.

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Chip Off The Block

saint-west-3-1200
Kim Kardashian Instagram

Not to be outdone by their sisters, Saint morphed into his father while Reign dressed up as Lil Pump from the rappers' music video "I Love It."

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Made In The Shade

true-chicago
Kim Kardashian/Instagram

In an image from the sisters' fall 2018 Bali vacation, Chicago smiled while looking down toward her toes as True's face lit up while she gazed at her slightly older cousin.

Making the moment even cuter, both tiny tots wore light-colored tops with matching bottoms.

"Besties in Bali," Kim fittingly captioned the photo.

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Hug It Out

https://www.instagram.com/p/BpY40CDHzSs/Kourtney Kardashian/Instagram
Kourtney Kardashian/Instagram

True was all smiles in a cute yellow turban with cousin Reign on the Bali trip.

"He protects her," Kourtney wrote on Instagram.

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Playtime Pals

north-west-true-thompson
Kim Kardashian West/Instagram

True took some cues from big cousin North as the adorable duo spent some time together with a fun learning toy.

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Pastry Parade

stormi-true-chicago-saint
Khloe Kardashian/Instagram

For True's 6-month birthday, Khloé threw a cupcake party that she captured on camera, featuring her daughter with cousins Stormi, Chicago, Dream Renée and Saint.

Also on the blanket were different sprinkle-topped cupcakes, which had the oldest of the famous kids entranced, and a big sprinkle-covered cake for the half-birthday girl.

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Triple Trouble

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In September, Kim shared an adorable photo of daughter Chicago sitting alongside cousins True and Stormi, each looking up wide-eyed.

Captioning the image "💕 The Triplets 💕," Kim captured Khloé's baby True sitting in a floor seat alongside Kylie Jenner's daughter Stormi, with Chicago holding a My Little Pony stuffed animal and wearing a black shirt.

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Pajama Party

kylie-jenner-1-2000
Kylie Jenner Instagram; Charley Gallay/Getty Images

In September, Kylie shared an adorable snapshot on Instagram of her daughter Stormi getting cozy with cousin Chicago.

The little ones, who are just 17 days apart in age, were decked out in matching long-sleeved pink pajama tops and coordinating pink bottoms.

Fittingly captioning the image "Slumber party 🎀," Kylie captured the precious moment as the girls lay on a fuzzy pink blanket.

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"I Got This True"

kim-kardashian
Kim Kardashian/Instagram

In a September snap Kim shared, Chicago struck a seemingly protective pose for the sake of Khloé's daughter True.

Both girls were looking into the camera, with Chi wearing an inquisitive expression while her little cousin True flashed a huge grin from her baby chair.

"I got this True," Kim narrated in the caption.

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Oh Snap

khloe-kardashian-1
Khloe Kardashian/Instagram

Khloé couldn't resist sharing a sweet moment between Penelope and True in August, when the older cousin snapped pictures of True using a super-cute pink instant camera.

"These are the moments I've been waiting for!!! 😍😍😍 how blessed am I?!?!" Khloé captioned the photos. "P is an incredible photographer! And True is a very good baby model lol (she sort of had no choice)."

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What's The Gossip?

Screen Shot 2018-07-09 at 11.42.34 AM
Kim Kardashian West/Instagram

"Happy 6th Birthday my baby girl Penelope! I love you so much you have no idea! But P, what's the tea you're spilling here?!?!?! ☕️👀," Kim wrote in July alongside a snap of besties Penelope and North, seemingly sharing some top-secret information.

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Tummy Time

kim3
Kim Kardashian West/Instagram

In August, Chicago and True were two adorable peas in a pod as they hung out next to one another atop a cushy play mat, gazing in front of them at something that had clearly caught their attention.

"Best friends for life!!!! 💕" Kim captioned the sweet bonding moment.

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Baby Class

Khloe Kardashian TrueCredit: Khloe Kardashian/Snapchat
Khloe Kardashian/Snapchat

Khloé shared a series of clips to her Instagram account in July that showed True accompanying cousins Penelope and Dream to a baby class.

Penelope held baby True on her lap in one clip while Dream busted an adorable move with the other children to the tune of "Mambo No. 5."

"Baby class is poppin!!!!" Khloé wrote atop the latter video.

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Birthday Love

khloe-kardashian
Kim Kardsahian/Instagram

An early photo of True and Chicago together on social media was shared in June by Kim, to wish Khloé a happy 34th birthday.

"Happy Birthday to one of my favorite souls on this planet!" Kim captioned the snapshot of herself and Khloé, with their daughters situated atop the latter's lap. "This year you have shown strength like none other. I admire you for always following your heart."

She continued, "I love seeing you as a mom and can't wait for the years ahead. Let's celebrate you today! I love you to infinity!"

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Kristmas Krew

THE NEXT GENERATION
Courtesy Kim Kardashian West

The annual KarJenner Christmas card is usually a big production, but in 2015, the family decided to keep it simple with a sweet photo of the next generation. Stylishly coordinated in all-black outfits, North posed alongside her cousins Penelope, Mason and Reign.

Updated by
Diane J. Cho

Diane J. Cho was the Features Editor of PEOPLE Digital from 2019 to 2022. She worked at the brand for nearly four years covering news, features, human interest, evergreen, holiday gift guides and more. She launched the How I Parent and What It's Really Like to Be …. digital series and has interviewed several celebrities and influential leaders within the entertainment industry. Prior to joining PEOPLE, Diane worked at Bustle, VH1 and Complex. She received her bachelor's degree in Journalism from Rutgers University and her master's degree from Columbia Journalism School.

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