Olivia Rodrigo & Joshua Bassett Are Still Coping With Their Very Public Fallout

Eleven months after “Drivers License,” Bassett responded with a set of new songs.

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Joshua Bassett and Olivia Rodrigo's Relationship Timeline
Amy Sussman/KCA2021/Jon Kopaloff/Getty Images

It’s been almost one year since Olivia Rodrigo skyrocketed to pop music superstardom with the release of her hit single “Drivers License.” The song details a devastating breakup and paints a picture of the 18-year-old driving past her ex’s house in utter despair. Shortly after the song’s release, fans on social media unanimously agreed that the track’s scathing lyrics must have been about Rodrigo’s High School Musical: The Musical: The Series co-star Joshua Bassett, who allegedly left her for another popular Disney star by the name of Sabrina Carpenter.

To this day, Bassett, Rodrigo, and Carpenter have not explicitly confirmed whether or not their rumored love triangle was real. But the release of “Drivers License” appeared to be only the beginning of the trio’s complicated relationship saga. Both Bassett and Carpenter have since put out songs of their own that may have hinted at the situation, but now Bassett is back telling his side of the story with three new singles: “Crisis,” “Secret,” and “Set Me Free.” According to GQ, the tracks were written about six months ago, but Bassett told the magazine that he wasn’t in the right mindset to share them. “I finally found the courage to speak up for myself,” he confessed.

Now that Bassett’s new songs are out for all to hear, fans are already working hard on decoding the lyrics and piecing together what actually happened. But let’s start with the basics and explore Bassett and Rodrigo’s relationship history. Their rumored relationship began on-screen.

November 2019: High School Musical: The Musical: The Series Debuts

Bassett and Rodrigo’s chemistry was palpable following the premiere of HSMTMSM at the end of 2019. In fact, their connection was so natural that Bassett was able to improvise a scene in which his character, Ricky, told Rodrigo’s character, Nini, that he loves her. “It is the most powerful feeling in the world when you don’t even have to think, and it just comes through you,” the 20-year-old actor told the Los Angeles Times. “It was really a magical moment.”

When fans watched the scene, they wondered if perhaps Rodrigo and Bassett were more than just friends IRL. But alas, neither Bassett nor Rodrigo ever confirmed that they were romantically involved. Still, it’s worth noting that the two frequently appeared on each other’s Instagram feeds, which only further fueled speculation that they were not just friends and co-stars, but rather a full-fledged couple.

January 2020: Olivia Calls Joshua Her “Best Friend”

How many times have we heard rumored celebrity couples water down their romantic relationships by calling their significant other their “best friend”? Well, it’s entirely possible that Rodrigo did just that in a January 2020 interview with the LA Times. “I love him so much,” she said of her HSMTMTS co-star. “He’s my best friend, so that really made the acting authentic and really truthful. It was like I wasn’t acting.” Maybe she wasn’t.

July 2020: Joshua Is Spotted Out With Sabrina Carpenter

Long before the entire world tuned in to 2021’s greatest love triangle (allegedly), Bassett released a song called “Anyone Else” in July 2020 that fans thought was about Rodrigo. “How am I supposed to think about anything else? How am I to go on keeping this to myself?” he sings on the emotional track. “I am done pretending I want anyone else, anyone else, anyone else.” Bassett never said if Rodrigo was his muse, but he later revealed that the song was about falling for a friend who “was in a relationship with someone else.”

That same month, rumors surfaced that Bassett moved on from Rodrigo when he was spotted at a Black Lives Matter protest with Carpenter. According to an onlooker who was also present at the protest, Bassett kissed the Girl Meets World star on the forehead. A month later, the two were spotted out eating together. Inevitably, their rumored romance left fans wondering what happened between Bassett and Rodrigo, which Rodrigo may have addressed on her TikTok account.

August 2020: Olivia Hints At Heartbreak

Amid all of those Bassett and Carpenter sightings, Rodrigo hinted that she got her heart broken on TikTok. In August 2020, she posted a clip of herself on the app eating a muffin while listening to “All I Want” from HSMTMTS. “And that’s on failed relationships,” she captioned the not-so-subtle post.

January 2021: Olivia Releases “Drivers License”

Fast-forward to the beginning of this year and Rodrigo broke the internet with the release of her first single, “Drivers License.” On the track, which stayed at No. 1 on the Billboard Hot 100 for eight weeks straight, Rodrigo sings about the “blonde girl” that her ex-boyfriend left her for. This raised some eyebrows, and rumors started swirling that the track was about Bassett and Carpenter.

However, when asked who the song was about, Rodrigo wouldn’t budge. “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. “It’s resonating with people because of how emotional it is, and I think everything else is not important.”

The release of the record-breaking hit was only the beginning. Roughly one week later, Bassett released a song called “Lie Lie Lie,” which he claimed was written about a friend who lied to him behind his back. Shortly after, Carpenter dropped a song called “Skin,” which features a clear nod at that buzzed-about “Drivers License” lyric: “Maybe you didn’t mean it. Maybe ‘blonde’ was the only rhyme,” the former Disney Channel star sings. But when Carpenter was asked about the meaning of the song, she kept her response vague.

“[‘Skin’] isn’t calling out one single person,” Carpenter wrote on Instagram at the time. “Some lines address a specific situation, while other lines address plenty of other experiences I’ve had this past year ... it also shows that many things have actually gotten under my skin ... and I’m still learning to not give other people so much power over my feelings.”

February 2021: Joshua And Sabrina Collaborate On A Song

If Bassett and Carpenter were trying to quell the relationship rumors, their collaboration on a song called “We Both Know” certainly didn’t help. The Austin & Ally star teased the song in an interview with Radio.com this past February. “I can’t say too much,” she said. “It’s on his project, so I’m like, I don’t want to say too much that I can’t say, but it’s a collaboration very dear to my heart that I’m excited about. We did it a while ago now. I guess you’ll have to see!”

A month prior, Bassett spoke about the song in an interview with Febre Teen and revealed that he slid into Carpenter’s DMs to ask if she wanted to lend her voice. “I sent her a quick message and was like, ‘Hey, I think you’re really awesome and I have this song I think you would sound great on, let me know what you think,’ and she responded like 10 minutes later, gave me her number, and I sent her the song,” he recalled. “Fortunately, she liked it, so we got together in the studio and it was just a blast to make. I’m really happy with how it all turned out.”

Island Records/"Skin" Music Video

In an interview with Billboard, Bassett hinted at the incessant rumors surrounding his love life and made it clear that he planned to focus on his music instead of petty drama. “I didn’t want my EP to be overshadowed by some other narrative that people were trying to make,” he said. “I really want the focus to be on the art instead of some of the talk and the chatter. You shouldn’t live to please everybody, but at the same time, there are ways to be sensitive to situations where maybe [the duet] has a better chance at a different time.”

March 2021: Olivia Addresses The Sabrina Drama

After weeks of speculation that Rodrigo and Carpenter had bad blood, the “Deja Vu” artist said that she actually doesn’t know Carpenter at all. “I think we’ve met once or twice in passing, but I’ve never had a conversation with her,” she told Radio.com before denying that “Drivers License” was about the Tall Girl star. “I don’t think I could write a song that was meaningful or emotional about somebody that I don’t know.”

April 2021: Joshua Congratulates Olivia On “Deja Vu”

In April, Rodrigo released a follow-up single to “Drivers License” called “Deja Vu.” In it, she sings about watching an ex move on with someone else, references Bassett’s jacket, and mentions Billy Joel, an artist that Bassett covered in 2019. Perhaps the most poignant reference to her co-star, though, is the lyric that suggests he left her for someone in the same industry. “Do you call her, almost say my name? ’Cause let’s be honest, we kinda do sound the same,” Rodrigo sings. “Another actress, I hate to think that I was just your type.”

While the song may feel like an obvious ode to the trio’s ongoing drama, Bassett seemed unfazed. Weeks after “Deja Vu” came out, he congratulated Rodrigo on his Instagram stories. “SUUUUUUPER late on this but! I love this song so much @oliviarodrigo!!!” he wrote. “The world better watch out for the album!!!!!”

May 2021: Joshua Comes Out As Queer

These days, Rodrigo is dating producer Adam Faze and it seems that Bassett is single. The latest development, however, is that he recently came out as queer in an interview with Clevver News when he revealed that he has a slight crush on Harry Styles. “I think he’s a nice guy, doesn’t say too much, but when he talks, it matters,” the actor said. “He’s just cool. Who doesn’t think Harry Styles is cool? Also, he’s hot, you know? He’s very charming too. Lots of things. This is also my coming out video, I guess.”

The following day, Bassett made a statement addressing his sexuality on social media. “My entire life people have told me my sexuality,” he wrote, adding that he’s been shamed by hateful people who don’t know what they’re talking about. “Toxicity, hatred, and negativity say less about the subject, but say far more about those who spew it. It’s 2021. We are the generation of love & growth. It’s time we start acting like it. Whether you love me, hate me, or damn me to hell, I love you all the same. Love who you love shamelessly. It’s OK to still be figuring out who you are. Life’s too short to let ignorance and hatred win. I choose love.”

December 2021: Joshua Drops Three New Songs About His Relationship With Rodrigo

In a GQ interview on Dec. 3, Bassett opened up for the first time about the “media storm” he faced after the release of “Drivers License.” Although his relationship with Rodrigo ended long before her debut hit topped the Billboard Hot 100, hearing the song everywhere and being painted as the villain was an overwhelming experience. “I would see TikToks with like 50 million views and 10 million likes saying, ‘I’m going to f*cking kill him,’” Bassett told the magazine. “It’s hard to see that and then be living in New York and walking down the street.”

Bassett also told GQ that it “felt like a losing battle” attempting to combat the negative press. “If I try and defend myself in any way, it just felt impossible,” he said. It’s worth noting that he and Rodrigo haven’t spoken since “Drivers License” came out, but Bassett insists that he’s grown since then. “People don’t realize how long ago that was,” he said. “It’s not as recent as it seems. I’m a completely different person now.” He added that it’s never been his intention to “expose people,” but the rumors became too much to bear. “It was eating me alive, and I couldn’t keep it in anymore,” he confessed.

Elsewhere in the interview, Bassett spoke about his three new singles — “Crisis,” “Secret,” and “Set Me Free” — two of which touch on navigating heartbreak. In “Crisis,” he places blame on his ex for instigating the breakup for publicity. “Messing with my life as a career move / I can’t help but think you won’t make it end,” he sings. “You sensationalize and keep fanning the fire for the sake of headlines.” In “Secret,” he drops a major hint that he’s singing about Rodrigo. “When your woe is me stops working / I bet your songs won’t sound the same,” he croons, making it clear that the ex he’s referring to is a musician.

Bassett told the magazine that he’s not even considering being in another relationship right now. “Ultimately, being in a relationship is a responsibility,” he said. “I don’t know if I’m ready for that.” He also said that his love life is “non-existent” at the moment. “I think that’s been good about this last little bit: I’m good on my own,” he said. “I don’t need somebody else.”

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