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The Cutest Photos of Kourtney Kardashian and Scott Disick’s Son Reign Over the Years

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Updated on: Dec 14, 2023 1:17 pm·

By Laura Rizzo and Jessica Stopper

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There’s no denying that Reign Disick is one of the cutest Kardashian-Jenner kids!

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The youngest child of Kourtney Kardashian and Scott Disick was born on December 14, 2014, and has had so many adorable moments in his short life. From precious snuggles with mom to unforgettable times with dad, Reign clearly holds a very special place in the family.

Kourtney and Scott have two older children, Mason and Penelope, and they seem to be savoring every moment while Reign is still little. The Keeping Up With the Kardashians kiddo even told his mom that he’s “magical,” and we have to agree.

Scroll through the gallery below to see Reign Disick’s cutest photos over the years.

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Kardashian-Jenner Family Pets: Names and Photos

Big Boy Hair

Reign debuted his buzzcut while his older sister held her new puppy.

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Proud Nephew

A mullet and blonde streaks … Who is this kid?!

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Riding in Style!

Reign looked all grown up as he rode with his dad on a private jet in May 2023.

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The Cutest Photos of Kourtney Kardashian and Scott Disick's Son Reign Over the Years

Twinning

The precious mother-son duo debuted their new bleach-blonde hair in March 2023.

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Blended Family! Kourtney Kardashian and Travis Barker Spend the Day With Kids Landon and Reign: Photos

Kourtney Sandwich

Kourtney’s youngest child enjoyed a day running errands with his mom and stepdad before grabbing coffee in October 2022.

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Mommy (And Daddy) and Me: All the Times the Kar-Jenner Kids Were Twinning With Their Famous Parents

Red Carpet Family

Reign attended The Kardashians red carpet premiere in April 2022 alongside his beautiful, blended family!

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Twins! Kourtney Kardashian's Son Reign Disick Dons New Mohawk Like Stepdad Travis Barker

Rock On

Reign channeled his inner Y2K drummer boy *cough, cough, Travis* with his new mohawk haircut in June 2022.

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Pool Time

Scott simply captioned the sweet photo of Reign in the pool, “Good morning America.”

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Such a Character

“Leave it [to] Reigny,” Scott captioned this silly photo via Instagram Stories in June 2021.

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Growing Up!

If it weren’t already obvious, Reign definitely takes after his famous father. Just look at how comfortable he is posing with luxury cars!

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Reign Disick Cutest Moments Snuggling With Dog

Peaceful Moments

“Hello, my little turtle dove,” Scott captioned this precious photo of Reign cuddling the family’s pup. His mini-me even appears to be rocking a shirt from his dad’s Talentless line.

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Tree Hugger

Reign looked relaxed while laying in a tree on a sunny day with his dad.

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Twinsies!

We can’t get over how much Scott and Reign look alike — especially with Reign’s short hair.

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A Model?

Yes, exactly.

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Yummy

Scott and Reign have such a tight bond.

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How Sweet!

“The cutest boy in the world,” Scott captioned this shot.

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The End of an Era!

Kourtney revealed Reign said goodbye to his iconic hair and went with a buzzed look.

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Snuggle Selfies

Aunt Kim Kardashian shared this sweet snap while having a “sleepover” with her nephew.

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Scott Disick's Cutest Photos with Mason, Penelope and Reign

Dad Time

Reign looked excited to be spending time with Scott as the pair posed for a silly selfie in the great outdoors.

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Kourtney Kardashian Disposable Photos From Palm Springs

Living the Dream

Kourtney shared this precious throwback photo of Reign sunbathing in Palm Springs, California.

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Fun in the Sun(set)

Kourtney shared this darling throwback photo of Reign and his big sister, Penelope, having fun in Wyoming.

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Cutie

“Hmmmm what shall I do?” Scott captioned this contemplative (and adorable!) photo of Reign.

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No Pants Party

Reign was spotted on his mom’s Instagram Story while playing outside.

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Reign Disick's Cutest Photos, February 3

Chef Reign

Kourtney shared this photo of Reign and their dog, Cubs, making some breakfast.

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Best Buds

It looks like Penelope and Reign are the best of friends!

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Comfy As Heck

We’re all for this effortlessly sporty look.

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LOL

If P and Reign are involved, you know it’s bound to be a good time.

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Kourtney Kardashian Shares Never-Before-Seen Photos from Italian Vacation With Mason, Penelope and Reign

Sweet Tooth, Sweet Face!

During a family vacation to Portofino, Italy, Reign indulged in some Nutella … and it shows!

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Twins

When it comes to their selfie pose, Kourt and Reign are basically the same person.

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Silly Reign!

Even all dressed up, Reign loves to show off his playful side. And we love to see it!

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Swag

Hmmm, it looks like Reign is already taking style cues from his big brother! After all, that’s gotta be his diamond “Mase” chain.

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Long Hair, Don't Care! Reign Disick's Moments Will Make Your Heart Burst

Pucker Up

Reign is never afraid to strike a pose.

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Bedhead Moments

With incredible hair comes incredible moments.

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Issa Vibe

Of course, he’s the most stylish kid on the block.

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Bonding

Scott adores the baby of the family.

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BFFs

Penelope and Reign love to hangout and make the cutest duo.

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Sweet Snuggles

Kourtney never misses a chance to get hugs from her youngest.

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Adventure Time

Reign is a curious kid and always seems to have a blast wherever he goes.

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Karate Kid

Don’t mess with this reality kid.

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Digging Around

He looked to fully be enjoying some time in the great outdoors.

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Deep Thoughts

Have you seen a more photogenic angel?

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Candy Monster

This little skeleton looked like he had a great Halloween.

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Quiet Mornings

He looks like he enjoys a little chill time while eating his breakfast.

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He’s on a Boat

How precious is that little face?

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A-List Kid

Reign travels in style with his dad.

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Hungry?

Reign is our new winter mood while we binge-watch Netflix.

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In the Holiday Spirit!

Kourtney Kardashian shared a sweet photo of her festive son rockin’ a cute winter PJ set. “ya feel me smoove?!” she captioned the shots.

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Kourtney Kardashian Cuddles Reign Disick

Mama’s Boy

There’s no denying that Reign adores Kourtney. She shared this photo of them warming up together in front of the fire after taking a dip in the pool on January 1.

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