Rob Kardashian turns 39 on March 17, 2026, and what better way to say, “Happy Birthday, Rob,” than celebrating his major milestones through the years? Although Rob adopted a private lifestyle since his time regularly appearing on Keeping Up With The Kardashians, he’s just as important to the show as his famous sisters, Kim, Kourtney, Khloe and Kendall and Kylie Jenner. The only son and brother in the Kardashian clan, has gone through a real maturation over the years. He started a sock business, became a father, overcame personal struggles with his weight and more.
Audiences first met Rob back in 2007 when he was just 20 years old. The then-younger party boy loved the spotlight and nights out on the town, some of which included Kourtney’s ex, Scott Disick — and it was all documented in the earlier seasons of KUWTK. Along with the family’s dynamic and careers, the show also explored their high-profile romances. Between 2007 and 2009, Rob dated former Cheetah Girls singer Adrienne Bailon. Their relationship was chronicled on the show before the couple went their separate ways.
Relive Rob’s transformation and early days in reality TV below!
Rob Kardashian Then (2011)
Rob found some success outside of the E! reality TV series. In 2011, he appeared on the thirteenth season of Dancing With The Stars, where he went on to place second on the reality competition series with his professional partner, Cheryl Burke.
In 2015, Rob took to social media to share a throwback photo from the beginning of his weight loss struggles. “Started right here with these milkshakes,” he wrote in his caption, adding, “#throwbackthursday”. Rob’s unhealthy lifestyle resulted in the reality star gaining 100 pounds over the course of one year. His physical transformation eventually caused confidence issues and insecurities, which led to Rob isolating himself away from family, friends and milestone events, such as Kim and Kanye West‘s 2014 wedding in Italy. The famous family has been open about Rob’s struggles on both social media and KUWTK.
Things changed for Rob, however, a few years later when he began dating model Blac Chyna. The couple’s relationship was chronicled on the series Rob & Chyna in 2016, which only lasted six episodes. The two announced their engagement in April 2016, after only a few months of dating. They also revealed that they would be welcoming their sweet daughter, Dream Kardashian, whom Chyna gave birth to in November of that same year. Unfortunately, things took a turn for the couple.
Rob and Chyna announced their split in December 2016.
Through it all, though, Rob has turned negatives into positives and shed the drama in his life. Along with sharing sweet, candid moments with his precious little girl, Rob appeared happier in social media posts and in sporadic moments his family shares.
In 2020, Rob began stepping out again, even at Khloe’s 36th birthday party in June. He was all smiles in various photos with Kourtney (pictured above) and Khloe’s then-boyfriend, Tristan Thompson. At the time, a source told Hollywood Life that Rob was happier and living a much healthier lifestyle.
Rob Kardashian Now
In February 2021, fans got a glimpse at Rob when he shared an adorable photo with niece Stormi Webster, (Kylie and Travis Scott‘s daughter) in celebration of her 3rd birthday.
While Rob has made occasional public appearances, such as in season 7 of The Kardashians, he’s rarely ever shown up on social media. However, thanks to sister KoKo, fans got to see a photo of the siblings in June 2023 when Rob wished his sis a “Happy Birthday.”
