Check Out Scott Disick's Cutest Family Photos Before the Flip It Like Disick Series Premiere

By Emily Mae Czachor Jul 23, 2019 12:00 PMTags

Scott Disick has lots of jobs.

He's a clothing designer, TV personality and, these days, a real estate mogul to boot. But of all the Flip It Like Disick star's lordly occupations, there's one in particular he rightfully holds above the rest: fatherhood!

Everyone remember Scott and ex Kourtney Kardashian's color-coordinated PJs family portrait from last Thanksgiving? How about his periodic private jet pics with sons Mason Disick and Reign Disick? Scenic backdrops or not, the Talentless founder and burgeoning house-flipper's Instagram selfies with daughter Penelope Disick are pretty priceless too.

So, before getting acquainted with his latest professional gigs when Flip It Like Disick premieres August 4, catch up on Scott's personal ones by scrolling through the photos below!

First Family Pic of 2024

Scott shares a pic of his and Kourtney's three kids, Mason (left), Reign and Penelope on his Instagram Stories in January 2024.

Family Fun Time

Scott and his eldest kids Mason and Penelope appear with aunt Kim Kardashian and her kids NorthSaintChicago and Psalm in December 2023.

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, 2022 Italian nuptials, Scott posted an adorable pic of a sleepy Reign on his Instagram Stories.

The Whole Crew Is Here

Scott, Mason and Penelope are joined by family friends for a night full of fun, as Scott captioned his Insta story pic, "Got my crew with me."

Not So Little Anymore

At 9 years old, Penelope poses for a sweet selfie with Scott, which he captioned, "My little girl is getting so big I can't take it!"

Daddy's Girl

Scott shares another sweet photo with his daughter, this time giving her a loving kiss on the head.

When Life Gives You Lemons

Reign, Mason and Penelope are joined by cousin North at their bracelet-making and lemonade stand. Dad Scott even received a custom "Lord" bracelet from Penelope! "Thanks pooshalini," he joked on Instagram Stories. 

Three's Company

Reign, Penelope and Mason play tag on the beach in a sweet pic shared by Scott on July 18. 

Bday Dad

Scott shares a suntanning pic on his 39th birthday featuring kids Reign and Penelope in their backyard. "Happy bday," Scott captions the Instagram Story in May 2021.

Birthday Girl

Scott wishes Kourt a happy 42nd b-day on Apr. 18, 2021. "Happy birthday to the best mom a child could ask for a some more," he writes with a sweet family photo.

Beach Babes

"Love and happiness," Kourtney wrote during a weekend getaway to Santa Barbara with her kids in August 2020.

Swimming Buddies

"Pool party," Scott writes on this photo of Mason and Reign.

Just Like Mom

"Another day another poosh pose," the father of three quips about his daughter.

Solo Swim

"I got 10 on it," Scott writes alongside this playful snap of Reign

Sweet P

"My little precious," the Flip It Like Disick star writes.

Pool Play

"My loves," Scott declares.

Let It Reign

The eldest Kardashian shares to Instagram this cute snap of son Reign.

Going Viral

Kourtney and Mason have a ton of fun goofing around on TikTok.

Happy Holidays

Reign is rockin' around the Christmas tree(s) in this action shot shared to Instagram in December 2019.

Disneyland Fans

"Not sure who has more fun @disneyland #disneyland #HolidaysBeginHere"

Wyoming

Throwback! "Just two cowgirls loving life! #kuwtk," Khloe captions this selfie from the family's Wyoming trip, which played out on The Kardashians.

Reign Turns 5!

"My silly baby is 5 years old today," Kourtney shares on Saturday, Dec. 14, 2019. "Life has so much more meaning with this wild, sensitive boy who has shown me the world through such different eyes."

Mason Turns 10!

Both of Kourtney and Scott's boys were born on December 14, but it was their eldest who celebrated double digits in 2019. "Happiest tenth birthday to the boy who changed my heart forever. No one is cooler or sweeter than you," his mom writes on Instagram. 

Resting Reign

Reign rests on Kourtney after a busy day planting trees.

Sweet Siblings

Penelope and Reign have a sweet sibling moment while at TreePeople in Los Angeles.

TreePeople Tots

"We spent our morning planting trees with @treepeople_org," Kourtney shares on Instagram. "Thank you @futureearth for including us in such a beautiful morning taking care of our Earth."

Little Ones

Scott couldn't love his daughter and his dog more. "My little ones," he writes.

Great Outdoors

Kourtney and her kids get some fresh air away from home! "We have everything we need," she writes on Instagram. 

Santa Ynez

"A weekend away."

Halloweekend

The Disick kids are all fall vibes in Kourtney's latest Instagram post, which sees Penelope and Reign enjoying pumpkin patches and horseback rides in Santa Ynez. 

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View More Photos From Kourtney Kardashian and Ex Scott Disick's Kids Mason, Penelope and Reign Over the Years

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