Rob Kardashian Through the Years: From Reality Star to Private Dad

Rob Kardashian has come a long way since he and his family rose to fame on Keeping Up With the Kardashians in 2007. Born in March 1987 to Kris Jenner and the late Robert Kardashian Sr., the sole male Kardashian-Jenner sibling used his KUWTK celebrity status to land a second-place finish on Dancing With the Stars’ 13th season in 2011. That following year, he launched a designer sock label called Arthur George. Rob eventually got his own one-season KUWTK spinoff in 2016 titled Rob & Chyna, in which he costarred alongside his then-fiancée, Blac Chyna, with whom he welcomed his daughter, Dream, in 2016. Outside of entertainment, the reality star earned a college degree in 2009 from the University of Southern California’s Marshall School of Business. He has also faced multiple hardships over the years and in the public eye, including a type 2 diabetes diagnosis in 2015 — he shared he was diabetes-free the following year — weight struggles and a messy 2020 custody battle with Chyna. (The exes share 50/50 custody of Dream.) Scroll down to see Rob’s evolution over the years:

Like the Brady Bunch! In this throwback photo from 1993, 5-year-old Rob poses for a family portrait session. Joining the young cutie were his sisters (Kim, Kourtney, and Khloé Kardashian), his stepsiblings (Burt, Brody, Brandon and Cassandra Jenner), as well as his stepdad, Caitlyn Jenner (formerly known as Bruce Jenner) and his mom, Kris Jenner.

That smile! Rob, 7, beamed as he posed front and center at an event with his family members, including (from left) Khloé, Kourtney, Bruce (now Caitlyn), Kris and Kim.

A then–20-year-old Rob hit the L.A. premiere of Keeping Up With the Kardashians with his sisters — Khloé, Kourtney and Kim, from left — who were on the brink of fame at the time.

His girlfriend! Rob and his then-girlfriend, former Disney star Adrienne Bailon, posed for a picture at Khloé's birthday party in Las Vegas.

A suit-clad Rob joined his stunning sisters Kim and then-pregnant Kourtney at TAO Bistro in Las Vegas for an event. Close family pals who joined the crew that night included La La Anthony, Ciara and Jonathan Cheban (not pictured). 

Rob, sporting a crew cut, joined his big sister Kim at Ocean Drive's anniversary party in Miami Beach.

This is how the Kardashians celebrated 2011: Four years into their show, Rob and Kim were the main attractions at TAO's New Year's Eve 2011 party at the Venetian in Las Vegas.

Rob sported a backwards hat while attending his sister Khloé's birthday bash at the Chateau Nightclub & Gardens in Las Vegas.

Kris Jenner's son partnered with Cheryl Burke during season 7 of Dancing With the Stars. The duo eventually landed in the runner-up spot, and Rob impressed everyone with his fancy dance moves.

His empire grew! Rob presented his very own Arthur George sock collection at Neiman Marcus Bal Harbour in Miami Beach.

Rob showed off his tattooed arms and posed adorably beside his mom, Kris, at his 26th birthday celebration at 1 OAK in Las Vegas.

He got it from his mama! Rob affectionately posed beside his mom, Kris, at an Arthur George sock line launch at Kardashian Khaos at the Mirage in Las Vegas.

Rob threw on shades as he posed for photos with fans at the unveiling of his Arthur George sock line at Neiman Marcus in Las Vegas.

Ahead of Kim's wedding to Kanye West in Italy, Rob artfully dodged cameras until he finally resurfaced at LAX. Rob flew to Europe, but ultimately skipped the nuptials and flew home.

The look of love! The couple celebrated Chyna's birthday celebration while unveiling her "Chymoji" Emoji Collection in Hollywood. 

The couple attended a party in Las Vegas, where a source told Us Weekly Chyna appeared to be in a "great mood" while she was "sipping on water and eating chicken fingers." Another eyewitness added that the couple were “cute together and showed affection.”

After their February 2017 split, the duo sparked reconciliation rumors when they were spotted on a dinner date at TAO in Hollywood. 

Rob spent July 4 having a pool day with his and Chyna's daughter, Dream. Just one day later, he took to Instagram to slam Chyna, accusing her of cheating and alleging he paid for her jewelry and cosmetic surgeries. 

Rob showed off a slimmer figure on Halloween in costume with Kris after retreating from the public eye in recent years. The reality star was dressed as a Troll doll, while the Kardashian-Jenner matriarch wore a mariachi suit and skeleton face makeup.

Rob made a rare appearance on KUWTK to pay tribute to sister Kim for her 40th birthday. He was joined by several family members as they relived the Skims founder’s best moments over the years.

Rob posed for photos with four of his five sisters in October 2020 while attending Kim’s 40th birthday bash. He appeared to be in good spirits and was all smiles as he celebrated his big sister with Kourtney, Khloé and Kendall.

After successfully launching his own hot sauce, Grandeza Hot Sauce, in October 2020, Rob announced in January 2021 that he had a new food venture in the works. The reality star teamed up with Exotic Pop to create his own vanilla cream soda drink.

The California native popped up in the first trailer for the final season of Keeping Up With the Kardashians in January 2021, sitting beside Corey Gamble while on a family vacation. After being absent from the show for years, Rob appeared in a few moments from season 19 in 2020 and will seemingly be a part of the farewell 20th season.

Rob joined his older sisters and Kourtney's boyfriend, Travis Barker, for a group dinner. "Dinner with my fave couples," Kim captioned a set of Instagram photos from the occasion, which showed Khloé sitting with her brother. "FOEVA @robkardashianofficial," the Good American founder added in a comment. 

The designer showed off his slimmer figure while celebrating his daughter Dream's 5th birthday.

Kim shared a family photo with Rob, Kourtney, Khloé, Kris and grandma MJ in honor of the momager's 67th birthday. The sweet image was a treat for fans since the sock designer is rarely seen on social media.

Rob shared a sweet snap of himself via Instagram to celebrate Khloé’s birthday in June 2023. “Wishing you nothing but good health and happiness forever my darling buttercup!” he captioned the sibling pic. “I love you so much and so thankful to have u in my life and for all that U do for Dream and I. I don’t know what I would do without you.”

Rob made a rare family photo appearance in Instagram pics Kim shared from the family’s April 2025 Easter celebrations. Rob wrapped his arm around his mother while he, Kim and Khloé posed with several of their kids.

In a rare interview with sister Khloe, Rob explained why he chooses not to be part of any reality TV projects.

“I'm not comfortable in my skin, so why would I wanna go be on camera and just be vulnerable and let people in?” he said on the July 16 episode of the “Khloé in Wonderland” podcast. “That's not what I wanna do. I'm not gonna just put myself out there if I'm not comfortable with myself. I haven't been comfortable with myself in years."

Rob said there’s “definitely nothing wrong” between any of his family that prevents him from filming. Instead, he is choosing “my own happiness and peace.”

“I love filming if it's positive, and if it's natural, and I'm feeling good about myself,” he said about a possible return to the small screen. “I like being around my family, so that stuff is good to me. Obviously, I have nothing against it. The reason I don't is because I'm a homebody and I just choose, like I said, my peace and happiness."