When did Diplo date Katy Perry? DJ jokes about dating both the singer and Justin Trudeau

Diplo recently joked that he dated both Justin Trudeau and Katy Perry. This comes amidst the reports that the pop star is dating the former Prime Minister of Canada.Diplo, whose real name is Thomas Wesley Pentz, appeared in an episode of the Smart Girl, Dumb Questions podcast with Nayeema Raza, published on October 7. During their conversation, the DJ said:"Now Katy Perry is dating Justin Trudeau ... Pretty fire"Raza then said:"I know some people who kind of ..."Diplo interjected and said:"dated Katy Perry like me?"Raza asked:"Oh, did you date Katy Perry?"When the DJ responded affirmatively, the host said:"I meant Trudeau"He then joked:"I dated Trudeau too. That was a weird one though. Because I'm not into positions"As per Elle, Diplo and Perry dated for a while in 2014, but it was a short fling. It came during her on-and-off relationship with John Mayer from 2012 to 2015. She dated Diplo when she and Mayer had an off period.Also Read: “Ended those ancient stan wars”: Netizens react to Katy Perry and her team dancing to Lady Gaga’s “Just Dance” in new videoMeanwhile, in a conversation with James Corden on a livestream in June 2017, Perry ranked Diplo third in the list of best lovers. As caught by Page Six, Corden asked her to rank the DJ, John Mayer, and Orlando Bloom as lovers. She picked Bloom, Mayer, and Diplo in that order.The DJ responded to this as well, writing in a post on X (formerly Twitter) on June 12:"I don't even remember having sex"diplo @diploLINK@thumpthump I don't even remember having sexHe also posted a picture of himself with the caption:"I won the bronze metal in sex Olympics"Also Read: "Aren’t hiding their love any longer!": Perez Hilton reacts after Katy Perry & Justin Trudeau make first official public appearance as coupleA look at Katy Perry's dating history amidst Justin Trudeau rumorsAs per Elle, The pop star dated the late actor Johnny Perry for around 18 months in 2006. She was then with singer Travie McCoy for less than a year between 2008 and 2009, before having a fling with Josh Groban.Perry then dated Russell Brand and got married to him in 2010. However, they got a divorce just over a year later. The pop star then got into a relationship with John Mayer in 2012, and they dated on and off for around three years. They had broken up in 2013. However, they later got back together before breaking up for good in 2015.Perry then met Orlando Bloom, and they dated for around a year until February 2017. However, they got back together in 2018 and got engaged on Valentine's Day 2019. In August 2020, they announced the birth of their daughter, Daisy Dove.In June 2025, rumors started floating that the couple had split up. Perry and Bloom then released a statement in July confirming their separation.Next month, a report from TMZ claimed that the pop star was seen on a dinner date with Justin Trudeau. They have since been seen together multiple times, with images of them kissing also floating around in October. They have yet to confirm their relationship officially.Also Read: Katy Perry vs Justin Trudeau net worth: Fortune compared as the alleged couple make their first public appearance celebrating the singer's birthday