Eminem Makes Fun of Caitlyn Jenner in Freestyle Rap: “No Pun Intended, That Took a Lot of Balls”

Eminem and Caitlyn Jenner
Eminem mocked Caitlyn Jenner in his latest freestyle rap. Kevin Mazur/WireImage; NCP/Star Max/GC Images

Notorious rabble-rouser Eminem didn’t hold back during an eight-minute freestyle rap session on SiriusXM radio show “Sway in the Morning” on Thursday, July 23 — and no celebrities were off-limits.

The Detroit-born rapper ripped into several big names during his spiel, including Bill Cosby, Azealia Banks, Hillary Clinton, and Miley Cyrus — but saved one of his more searing lines for Caitlyn Jenner.

“This is a true statement, I see the bitch in you, Caitlyn,” he rapped. “I keep the pistol tucked like Bruce Jenner’s d—k/ No disrespect though, not at all/ No pun intended, that took a lot of balls.”

In another particularly pointed rhyme, Eminem called out Cosby: “I’m as off-putting as Bill Cosby is/ Treat women like property.”

The 42-year-old emcee is well-known for taking down celebrities with his rhymes, sometimes sparking years-long feuds but oftentimes causing little more than a few raised eyebrows.

“The rhyme, by the way, it’s all in fun,” he said on the show following his freestyle set. “I just say sh-t to say it. I don’t even know if there’s anything. …It’s one of them things that’s not … It’s very rarely, very rarely personal. Put it this way, if it was ever personal, someone would know it. It’s all in fun.”

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In previous years, the rapper has attracted media attention for his raps about Britney Spears, Christina Aguilera, Jennifer Lopez, and Mariah Carey.

Carey’s music video for 2009 hit “Obsessed” featured the singer dressed in drag, presumably as Eminem, as an obsessed fan of the megastar, following Eminem’s public assertion that the two dated.

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