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Skip to main content Trending on Billboard Diplo got the short end of the stick in his “love triangle” with Katy Perry and Justin Trudeau — something he joked about in a hilarious recent Instagram post. On Monday (Nov. 3), the DJ shared a selfie he once snapped at a crowded event with the former Canadian prime minister on Instagram. In the picture, Diplo makes a silly face while Trudeau stares straight into the camera. A Timeline of Katy Perry & Justin Trudeau’s Relationship Katy Perry & Justin Trudeau Confirm Relationship With First Public Appearance as Couple in Paris Katy Perry Jokes About Justin Trudeau Romance Rumors at Concert: ‘You Heard I Was Single?’ “the one that got away,” the musician wrote in his caption, playfully referencing Perry’s 2011 hit of the same name. The humorous post comes a few weeks after Diplo addressed his past fling with the pop star — who is now linked to Trudeau — on Nayeema Raza’s Smart Girls Dumb Questions podcast. At the time, the host had started to say that she knew “so many people” who’d dated the politician, but before she could finish, Diplo had interjected, “… who’ve dated Katy Perry? Like me?” Indeed, the producer and Perry were briefly romantically involved circa 2014. Three years later, the singer would rank Diplo last on her list of best and worst ex-partners in the bedroom, after which he would write on X that he’d “won the bronze in sex Olympics.” “Now, Katy Perry’s dating Justin Trudeau,” Diplo continued on Raza’s show. “Pretty fire.” He went on to joke that he’d “dated Trudeau, too,” but ultimately determined, “That was a weird one, though. I’m just not into politicians. He is kinda hot.” Diplo’s remarks come shortly after Perry and Trudeau made their debut with their first public outing as a couple, stepping out together in Paris. Before that, the Ottawa native had attended one of the musician’s concerts in Montreal before packing on the PDA with Perry on a boat. See Diplo’s selfie with Trudeau below, and check out his appearance on Smart Girls Dumb Questions above. View this post on Instagram Get weekly rundowns straight to your inbox Want to know what everyone in the music business is talking about? Get in the know on Visit Billboard Pro for music business news Billboard is a part of Penske Media Corporation. © 2025 Billboard Media, LLC. All Rights Reserved. Powered by WordPress.com VIP optional screen reader Manage Account Billboard Hot 100™ Billboard 200™ Hits Of The World™ Songs Of The Summer Year-End Charts Decade-End Charts R&B/Hip-Hop Business News Record Labels View All Pro Songwriters & Producers Artist Index Royalty Calculator Market Watch Industry Events Calendar Billboard Español Cultura y Entretenimiento Crossword Puzzle GET ACCESS TODAY
