"Have you ever been to jail?" Khloé Kardashian asks Corey Gamble

It’s time for Corey Gamble to meet the parents uh, daughter.

In a sneak peek at the next episode of Keeping Up with the Kardashians, Khloé Kardashian sits down with Kris Jenner‘s boyfriend – and she doesn’t pull any punches while asking about his intentions with her mother.

“Have you ever been to jail?” she asks right off the bat, later adding, “Do you want to get married?”

Kardashian’s best friend Malika Haqq questions the couple’s May-December romance: Jenner is 59, and Gamble is in his 30s.

“You and I are basically the same age,” says Haqq, 32. “Have you always been attracted to older women?”

“Since I hit on my second grade teacher,” Gamble responds, prompting an amused smile from Kardashian, 31. “But it’s not even the age factor, it’s just the connection.”

The Kardashian matriarch and road manager have been together for about a year: They were first linked in October 2014, when they were spotted watching Kanye West perform in Las Vegas. Gamble is Jenner’s first boyfriend since she divorced Caitlyn Jenner, then known as Bruce.

On KUWTK, Gamble recalls seeing her “in a nice ass dress” at a party. Watch the clip above to learn all about their sweet first meeting.

Keeping Up with the Kardashians airs Sunday at 8 p.m. ET on E!