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It was during her divorce with Robert that Kris and the Olympic gold medallist first met.
Although Bruce had nothing at that time, Kris revealed she fell in love with him and saw the potentials in him.
So in case you're wondering about their astrological compatibility (of course you are, we're not judging), it could go either way.
According to Astrology.com, "When two Scorpions make a love match, it is a fierce tempest of intense passion.
Whether that is true or not, here is a look at all her previous relationships: The first publicly known person to have dated Kris Jenner was the Mexican-American professional golfer, Cesar Sanudo.
At the time, Kris who was just 17, had just graduated from high school and was on a trip when she met the golfer in Hawaii during a golf tournament.
In fact, there are sources that claim he may actually be the father to her third child, Khloe, a rumor that Simpson had to deny after leaving prison in 2018.
Sanudo was out of town, only to come back and meet his then-fiancée and Robert on his bed. Kris Jenner and her newfound Armenian lover dated for some time before the rich young attorney left her for the ex-wife of Elvis, Priscilla Presley.