Is Kris Jenner Single? Find Out Who the Kardashian Matriarch Is Dating

Fans catch Kris Jenner on Keeping Up with the Kardashians each week, but she’s far from the star of the show. She certainly has her screen time but her daughters have a knack for the spotlight. We’re spoon-fed relationship updates for Kim K and Kanye West, Khloe and ex-bf Tristan Thompson, and Kylie and Travis Scott weekly, but what about the Kardashian family matriarch? What’s her relationship status like?

Who was Kris Jenner’s first beau?

Kris Jenner
Kris Jenner | Jason LaVeris/FilmMagic

Contrary to what you might believe, Robert Kardashian wasn’t Kris’s first serious boyfriend. She was actually dating pro golfer Cesar Sanudo when the two crossed paths in 1973 as the Del Mar racetrack. She was just 17 years old at the time. Robert, on the other hand, was 28 and fell in love at first sight.

Kris was also pretty attracted to Robert. Instead of calling it quits with her boyfriend, she invited Robert to her and Sanudo’s home. Things got out of hand, just in time for Cesar to waltz in and catch his lady love locking lips with another man. What happened next was a messy altercation that ended in Kris and the golfer calling it quits.

As they say, when one door closes, another opens. Kris left Cesar behind and began pursuing a relationship with the high profile lawyer.

Robert Kardashian proposed to Kris Jenner more than once

Robert truly experienced love at first sight when he met Kris on the track that day. So much so that he had the guts to propose to her again after she turned him down. Kris was a flight attendant when Rob first popped the question but she kept it real with him. She had no desire to settle down. The second time, Kris accepted and the two were wed just five years after their first meeting. 

The duo moved into a home in Beverly Hills and immediately got started on making a family. Enter Kourtney, Kim, Khloe, and Robert Jr. But, history is doomed to repeat itself. Eventually Kris found herself bored with her housewife duties and began shacking up with soccer player Todd Waterman. In her memoir Kris Jenner…And All Things Kardashian, she described the adultery in pretty amusing detail.

“…wild crazy sex all the time. We had sex in cars, sex on the tennis court, sex in the pool house, sex in the garage when we got home, sex up and down the stairs, sex everywhere, all the time.” – Kris Jenner

It’s pretty clear that Todd fulfilled Kris’ needs at the time. He injected excitement into her life that was otherwise lacking. Of course, once her husband found out he immediately ended their marriage. Kris considers the affair and the resulting divorce to be the biggest mistake in her entire life.  

How Kris Jenner met Bruce Jenner

Robert and Kris remained pretty good friends, so much so that her next beau, Bruce (now Caitlyn) Jenner, asked him for permission to marry her in 1991. The two actually crossed paths while she was going through the divorce with her ex-hubby. They remained a married couple until 2014 when they went their separate ways thanks to “irreconcilable differences.”

Before calling it quits (and before the reassignment surgery), the affluent couple gave birth to two baby girls — Kylie and Kendall Jenner. While the transition didn’t occur until after the divorce, the Kardashian matriarch has admitted that it was a really tough time in her life. One where she wished she had Robert to fall back on. Sadly, he had already passed away in 2003 after losing the fight to cancer.

Is Kris Jenner dating anyone now?

She sure is! She actually began dating Corey Gamble in 2014, the same year she and Caitlyn divorced. Corey, unlike the other men in her life, is younger than her — a quarter of a century younger. Maybe that’s why Khloe didn’t think her relationship with the young man wouldn’t last very long.

That’s not the only issue either. Corey is known to be pretty secretive, a trait that led to a pretty big blow up on the most recent episode of Keeping Up With The Kardashians. Despite all the drama, Kris has said that Corey is taking better care of her than anyone ever has.