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Kanye West’s latest controversial remarks have taken aim at his ex-wife Kim Kardashian through crude messages shared with DJ Akademiks.

The “Off the Record” podcast host revealed screenshots of his conversation with West, 47, on Instagram Wednesday, which included the rapper’s intended tweet about his former spouse.

“Me and Ray J need to hit Kim from both sides for that Superstar home video part 2,” West wrote, making a tasteless reference to Kardashian’s 2009 intimate video with her former boyfriend. He added, “Only question is, who’s gonna hit it first?”

The comment appears to reference Ray J’s 2013 track “I Hit It First,” which was released shortly after Kardashian and West began their relationship.

DJ Akademiks responded by praising West’s humor, to which the musician replied with multiple crying emoji symbols.

Representatives for both Kardashian and Ray J have not yet commented on the situation.

The messages also revealed plans for another installment of West’s recent controversial interview with Akademiks, where the artist appeared wearing KKK-styled attire, complete with the signature pointed hood.

During that conversation, West made disparaging comments about Kardashian, 44, stating he “didn’t want to have children with” her. The former couple, whose marriage lasted from 2014 to 2022, share four children: North, 11, Saint, 9, Chicago, 7, and Psalm, 5.

Following their 2021 separation and 2022 divorce settlement, West married Bianca Censori. However, his new track “Bianca” from the “WW3” album suggests relationship troubles, with lyrics confirming his 30-year-old wife’s departure amid his concerning social media behavior: “My baby she ran away, but first she tried to get me committed.”

West’s recent behavior, including antisemitic statements and negative comments about Beyoncé and Jay-Z’s young twins, has reportedly led Kardashian to consider seeking changes to their custody arrangement.