Kris Jenner Never Dates Men Her Own Age — And the Massive Gap in Every Relationship Stands Out

The one thing Kris Jenner and the Kardashian clan have gained attention for is their dedication to looking perfect—regardless of how they achieve it! Jenner, head of the Kardashian family and mom of six famous children—Kim, Kylie, Kendall, Khloé, Kourtney, and Rob has often been associated with cosmetic procedures.

Recently, Kris displayed a full makeover, looking unrecognizable after the facelift. The 69-year-old has been in the headlines not just because of her makeover, but also her personal relationships have also raised eyebrows.

According to The List, Kris Jenner’s dating life is filled with big stories and drama. Moreover, her personal life is so exciting that fans believe it deserves a show of its own. Kris has had many public breakups before the family gained popularity with their show Keeping Up With The Kardashians.

Not many are aware that Kris has spent most of her life in long relationships. She was first married to Robert Kardashian Sr. for 13 long years, and then, she got married to Caitlyn Jenner for over 2 decades. She has also dated Corey Gamble for around 12 years. In her book, Kris once hid her boyfriend’s real name and instead called him “Anthony”.

Kris Jenner has had a history of complicated relationships and dating people with astonishing age gaps. In her 2011 memoir, Kris Jenner ...And All Things Kardashian, the momager revealed that she was not faithful in her marriage to Robert Kardashian. Again, she and Caitlyn Jenner’s personal animosity got in the way after Caitlyn underwent gender change surgery in 2017. Kris was around 11 years younger than her first husband, Robert Kardashian, and had a 12-year age gap with Sanudo, whom she secretly called "Anthony" in her book. Kris was born in 1955, and Caitlyn was born in 1949, and had a gap of six years.

After her marriage to Caitlyn Jenner ended, Kris took a bold step to try something new with her dating life. She began dating Corey Gamble, and the two had an age gap of 25 years between them. Shocking as it may sound, this age gap is more than double the age difference of her past relationships. But, despite the massive age gap, the two have been dating since 2014.

Kris Jenner revealed how initially, she was not sure about dating a man with a massive age gap. In the 2024 episode of her TV show, the mom of 6 talked about her feelings and their 25-year age gap. She also said how Corey helped her understand that their age difference was okay. According to People, Kris said, “I didn’t get the age gap, and then he taught me that age is just a number. It is a fu—---- big number, but it’s a number.” Kris Jenner and Corey Gamble, since then, have served major couple goals.

In an interview with WSJ Magazine, Kris also shed light on how they work things out. She revealed that both Corey and she help each other in making business decisions, and Kris also ensures that Corey gets along with her family easily.