But those heady initial months weren’t all bedroom innuendos, trips to Mexico and double dates with Kyle Richards and husband Mauricio Umansky. Because ever the protective daughters, Khloe and her sisters voiced objections to the man they viewed as an interloper. 

“It’s so annoying that my own family is being so judgmental because all I really want to do is live my life,” Kris complained to Keeping Up cameras of fighting for her kids’ approval.

The way Khloe saw it, though, she never imagined the first guy her mom truly dated would be a keeper. “I was like, ‘Okay, this probably isn’t going to last,'” she explained. “I just didn’t feel the need to get that connected or attached.” By the time she realized she had misjudged the situation, “We tried to get to know him, but he has not been receptive in this whole thing.” 

He shared enough to get along, reassuring Khloe and close pal Malika Haqq in one 2015 episode that he’d never been to prison (“Nah. I ain’t mister perfect, none of that type of stuff. No trouble that’s a disrespect or threat to another human”) and telling Kendall in another that “being with your mom is better than being with any chick my age or younger. I think we do more than you younger girls do.” (Ahem, perhaps that’s what Kris meant when she called her man a “walking, talking Luther Vandross song.”) 

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