A Look at Olivia Rodrigo's Alleged Dating History

Olivia Rodrigo may be this generation’s breakup-anthem queen, but she doesn’t kiss and tell. Like her music idol Taylor Swift, Rodrigo finds solace in channelling heartbreak into lyrics. The “Traitor” singer isn’t afraid to get exceptionally raw and honest, either, but her music is where she draws the line. Rodrigo has never confirmed any of her rumoured relationships, including her highly speculated romance with “High School Musical: The Musical: The Series” costar Joshua Bassett.

Even with “Driver License”‘s cult following, Rodrigo has kept quiet about who inspired the song. “I totally understand people’s curiosity with the specifics of who the song’s about and what it’s about, but to me, that’s really the least important part of the song,” she told Billboard in 2021. “It’s resonating with people because of how emotional it is, and I think everything else is not important.”

While the singer-songwriter’s social media tends to be a relationship-free zone, eagle-eyed fans can’t help but speculate which rumoured flame Rodrigo is going to write about next. Get a full rundown of Rodrigo’s alleged dating history ahead, including the rising DJ she’s rumoured to be seeing now.

Getty / Jeff Kravitz / Image Group LA

Joshua Bassett (2019-August 2020)

Despite all the drama and cryptic messages that unfolded between the “HSMTMTS” costars in 2021, Rodrigo and Joshua Bassett never confirmed that they were an official couple. Presumably, they met in 2019 on the set of “HSMTMTS” where they played onscreen love interests. In March 2020, Rodrigo fueled romance rumours when she teased a new song on Instagram: “I wonder what I would say if I knew back then that brown-eyed boy would be my best friend and the one I gave my heart to.”

In August 2020, speculations about the rumoured pair fizzled after a JustJared report published a photo of Basset and singer-actress Sabrina Carpenter out enjoying each other’s company in LA. Fast forward to January 2021, Rodrigo releases her debut single “Drivers License,” which seemingly centred on her alleged relationship with Bassett.

Fans strongly believe that “Drivers License” is about Rodrigo and Bassett’s rumoured relationship. However, they’ve both refrained from mentioning one another’s names when asked about the song’s inspiration in interviews.

“The cool thing about music is people will relate it to their own personal experience, and lately, people have been making it about other people’s experience and assuming things and just making it their own thing,” Bassett told POPSUGAR in March 2021, ahead of his self-titled EP debut.

Getty / Jeff Kravitz / Ethan Miller

Zack Bia (February 2022-Present)

Rodrigo allegedly has a new love interest in her life: Zack Bia, a rising DJ and former boyfriend of singer Madison Beer. The so-called couple first sparked romance rumours when Rodrigo was spotted at Bia’s 2022 Super Bowl party, according E! News. In April, E! News published photos of the rumoured couple cosying up with one another while strolling around New York City. Neither Rodrigo nor Bia have confirmed the rumours that they are dating.

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