In the life of Kris Jenner, keeping up with 14 grandkids is just another day's adventure. As the matriarch of the Kardashian-Jenner family, she has a dozen grandchildren who hold a special place in her heart. From Kourtney Kardashian's children to Kim Kardashian's, Khloé Kardashian's, Rob Kardashian's, and Kylie Jenner's, Kris is surrounded by a growing brood. In an April 2024 interview, she humorously shared how she counts grandkids instead of sheep at night. As the family tree expands, Kris makes sure to cherish every precious moment. Scroll below to explore their photos together over the years.

Kris Jenner's Grandparenting Journey: Love and Laughter

Kris Jenner with Her Mother, Daughters and Granddaughters

In May 2019, Kris was joined by a group of her granddaughters at Kim's baby shower. From left: Mary Jo Campbell, Khloé Kardashian, North West, Kris Jenner, Kim Kardashian, Chicago West, Penelope Disick, Kourtney Kardashian, Stormi Webster, and Kylie Jenner posed for a portrait. This moment captured the essence of family and the love between generations.Kim Kardashian's Instagram became a platform to share these special memories, allowing fans to witness the bond between Kris and her granddaughters.

A Peck on the Cheek

In 2020, Kris shared a precious photo of herself kissing Psalm West's cheek. She wrote on Instagram, "You are the icing on our family cake precious baby and I love you so much… thank you for that delicious smile you give me every single time I see you." This simple act of affection showed the depth of her love for her grandchildren.It was a moment that touched the hearts of many and became a part of their family history.

Silly Selfies

Kris Jenner wore aviator sunglasses while Mason Disick stuck out his tongue in a selfie. She posted this selfie with Mason as she celebrated his and Reign's birthday in 2020. In her caption, she wrote, "Mason and Reign you are both such a big part of my heart and I’m so very proud of you!!!" This selfie captured a fun and lighthearted moment in their family.It showed the playful side of Kris and her grandchildren, adding to the charm of their relationship.

Smiles on the Swings

In honor of Mason and Reign's joint birthday, Kris posted a photo of herself with the youngest Disick boy as they rode a swing together. She captioned the post, "You are the most amazing grandsons and I love you more than you will ever know." This photo depicted a moment of joy and togetherness, as they shared a ride on the swings.It was a reminder of the simple pleasures that bring families closer.

Cookie Fun

Kris Jenner posed with True Thompson during her 3rd birthday party in April 2021. The family threw an extravagant celebration complete with a bounce house, cookie decorating, and Disney princesses. This birthday party was a testament to the love and attention Kris gives to her grandchildren.It was a day filled with fun and memories that True will cherish for a lifetime.

Cuddles by the Pool

In April 2021, Kris posted a photo of her granddaughter giving her a kiss on the cheek as they relaxed by the pool. She shared in her caption, "You are such an incredible blessing and it brings me so much joy to watch you grow. You have the sweetest soul, just like your mommy, and you make us all smile every day!" This photo captured a moment of tranquility and love by the pool.It was a reminder of the special bond between grandparents and grandchildren.

Resting in Grandma’s Arms

For Psalm's 2nd birthday, Kris shared a gallery of images of them together, including one of her holding him. Referring to him as "little Psalmy," she wrote in May 2021, "Your tender spirit brightens every day!!" This photo showed the comfort and love that Kris provides to her grandchildren.It was a moment that held a lot of meaning for both Kris and Psalm.

A Pair of Lemons

Kris and Penelope wore matching lemon-print dresses in this adorable photo shared for Penelope's 9th birthday in July 2021. Kris noted on Instagram, "Happy birthday to my little cutie pie granddaughter Penelope! You are the brightest light, the smartest girl, the most amazing chef, an incredible musician, the most creative at planning special events and surprises, the most thoughtful granddaughter, amazing daughter, sister, cousin and niece and make every single day I am with you very special!" This photo showcased the fashion sense and individuality of Penelope.It was a celebration of her personality and the love between Kris and her granddaughter.

Wearing White

In November 2021, Kris paid tribute to Dream on Instagram, writing: "Happy birthday to my precious beautiful granddaughter Dream! You are truly a DREAM GIRL and you bring such joy and happiness to all of our lives!" This photo captured a moment of celebration and the special bond between Kris and Dream.It was a reminder of the impact that Dream has on the family.

Hugs from Lovey

Kris celebrated her "little Sainty" as he rang in his 6th birthday in December 2021. She captioned a handful of photos on Instagram, including one of her hugging Saint with a big smile, writing, "You are the sweetest boy who warms my heart and lights up every room with your big delicious smile!" This photo showed the warmth and affection between Kris and Saint.It was a moment that captured the essence of their relationship.

Kris Kisses

Kris shared a throwback photo of herself kissing Stormi on the cheek as she celebrated her granddaughter's fourth birthday in February 2022. After calling her "the light of our lives," she continued in the caption, "You are the most amazing daughter, granddaughter, cousin and friend and we are all so blessed to have you in our lives." This photo was a reminder of the special connection between Kris and Stormi.It was a moment that held a lot of love and significance.

Easter Celebrations

In April 2022, Kim shared a sweet photo of Grandma Kris hanging out with Chicago, Stormi, and Dream during their family's Easter celebration. This photo captured the joy and togetherness of the Easter holiday.It was a moment that brought the family closer and created lasting memories.

Wearing All-Black Ensembles

In April 2022, Kris paid tribute to True for her 4th birthday. Alongside a handful of photos of them together, she wrote: "Happy birthday to my beautiful granddaughter True!! You are kind, sweet, thoughtful, funny, smart, and curious… always learning and playing and joyful! You have a smile that lights up a room and you give the best hugs! Thank you for all of the love you always give all of us I love you to the moon and back precious adorable True!!!!" This photo and caption showcased True's personality and the love Kris has for her.It was a celebration of True's growth and the special bond between them.

Hanging on the Outdoor Couch

In April 2024, Kim Kardashian shared a sweet adorable black-and-white photo of her mom snuggling grandsons Saint and Tatum. In the picture, Grandma Kris embraced Tatum, who was focused on a ball in his hand, while Saint sat on the other side, arms wrapped around his little cousin. This photo captured a moment of warmth and togetherness.It was a reminder of the love and connection between generations.

Kris Jenner with Her Little Easter Bunny

In honor of True's 6th birthday, Grandma Kris posted a carousel of photos of herself with True from throughout the years, including an adorable shot of them together on Easter. She wrote in her caption, "I can't believe my beautiful granddaughter, True, turns six today! Words cannot express the pride and joy I feel watching you grow into the incredible young lady you are becoming. You are the most amazing daughter, sister, granddaughter, cousin and friend and you have the best dance moves! You are kind, sweet, thoughtful, funny, your energy and love for life is so infectious and you spread so much love and happiness wherever you go." This photo and caption were a celebration of True's life and the love between them.It was a moment that held a lot of meaning for Kris and True.

Sitting on Lovey’s Lap

When Tatum celebrated his 2nd birthday in July 2024, Kris took to Instagram to share adorable snapshots of the toddler with his loved ones, including a sweet moment of her holding him on her lap. She captioned the post, "Happy Birthday to my amazing little Grandson Tatum!!!! You are such a beautiful boy filled with wonder, joy, amazement, curiosity and so so so much love. You are the sweetest most special little love bug and every day fill me with such happiness and the best energy to start my days. I am so blessed God chose me to be your Grandma and I love you beyond measure!!!! Lovey P.S. you are Rob to the T!!!!!!!!" This photo and caption were a celebration of Tatum's life and the love between Kris and her grandson.It was a moment that held a lot of warmth and affection.