Family Walk
Kourtney shared this pic of her and Scott's son in July 2023, writing, "Night walk with my boys."
Sweet Dreams
What's the point of being a parent if you can't embarrass your kids? Reunited with his kids after Kourtney and Travis Barker's May 22 Italian nuptials, Scott posted an adorable pic of a sleepy Reign on his Instagram story on May 24.
Time to Greet the Tooth Fairy
Scott Disick captured one of Reign's biggest milestones yet—losing one of his front teeth—on Dec. 1.
Buzz Cut
Reign showed off his fresh cut on Nov. 9, with dad Scott writing, "How ya doin' guy?"
Bedtime Smiles
Reign flashed his signature grin while Scott captioned, "Goodnight son" on Nov. 4.
Cozy as Ever
Dad Scott snuck a photo of Reign falling asleep in his "little cocoon" on Nov. 3.
Sweet Dreams
In another Instagram Story, Reign was finally fast asleep.
Rockin' It
Reign dressed up as the clown from It for Halloween, as Kourtney shared on Nov. 2.
You'll Float Too
"Of course this was Reign's costume," aunt Khloe commented on Reign's terrifyingly adorable Halloween costume.
Posing as Pennywise
Happy Halloween from Reign! The 6-year-old opted for an extra spooky costume this year.
Muscle Man
Pennywise wasn't his only costume, though! Kourtney shared a carousel of pics on Oct. 30, many of which featured Reign in different Halloween looks.
Laying Down the Law
Look out, lawbreakers! Reign's on the job.
Spooktacular Decor
If there's one thing the Kardashians love, it's decking out their houses for the holidays—Halloween included. Here, Reign's embracing Kourtney's affinity for witch hats!
All Smiles
In the same Instagram post showing off Reign's many Halloween costumes, Kourtney shared this adorable snapshot of him on a horse.
Sleep Tight
Scott shared an adorable pic of a passed out Reign in October 2021 writing, "Night."
Mischievous Man
Reign danced to a sick beat before boarding dad Scott's "Lord" boat on Sept. 12. "Get it rayman," the Talentless founder captioned a cute Instagram video.
"Ray" of Sunshine
Scott shared an adorable series of pics showing Reign onboard his boat on Sept. 12. "Ray on deck," Scott wrote alongside a pic of Reign helping guide the boat.
Class is in Session
Nautical class, that is! "Teaching em how to do this," Scott captioned a pic with son Reign on Sept. 12.
Cheesy Pic
"Say [cheese]," Scott captioned a pic of Reign squinting on Aug. 4 with a cheddar cheese emoji. Reign donned a vintage Chicago Bulls tee. Amelia Hamlin even commented with an inside joke nickname for Reign, writing, "raymen noodle soup."
Holding On
Reign enjoys playing in the pool on Aug. 1.
Summer Splash
Reign continues to prove he's having the best summer in an adorable pool pic, shared by Scott on July 27. "Good morning America," the Talentless founder captioned.
Precious Cargo
Scott shared a cute pic of Reign sitting atop a monogrammed Louis Vuitton duffle bag and two large black suitcases in the trunk of a luxury van. "Package," the Talentless founder captioned the photo as Reign stared off into the distance.
Blue Steel
Reign shows off his model good looks in a portrait shot by dad Scott on July 18.
Yacht Party
"Let's boat," Scott wrote on Instagram Stories with a hilarious photo of Reign striking a pose while dancing onboard a boat on July 18.