Olivia Rodrigo and Joshua Bassett reunite on the red carpet following rumoured relationship

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Photo credit: Image Group LA - Getty Images
Photo credit: Image Group LA - Getty Images

When it comes to Gen Z celeb duos, Olivia Rodrigo and Joshua Bassett are up there with our ultimate faves. The pair are rumoured to have dated back in 2020 after meeting on the set of High School Musical: The Musical: The Series.

The speculation then paved the way for an absolute onslaught of dating drama surrounding Olivia's 2021 song 'Drivers License', although the pair have never officially confirmed or denied a romance.

Still, it looks like the story might not be over for these two, thanks to their July 2022 red carpet reunion. So, let's take a look back at the pair's whole rumoured relationship timeline, starting with the most recent update....

27th July 2022 - Olivia and Josh reunite on the red carpet

Following tonnes of relationship and split speculation, Olivia and Josh reunited on the red carpet this week - and fans have been very obsessed.

The pair posed for pictures to mark the High School Musical: The Musical: The Series season three premiere, and it looks like smiles all round from these two. Take a look at the cute pictures here:

Photo credit: Getty Images
Photo credit: Getty Images
Photo credit: Getty Images
Photo credit: Getty Images
Photo credit: Getty Images
Photo credit: Getty Images

And here's the rest of their rumoured dating history...

2019 - Olivia and Josh meet on set of High School Musical

Olivia and Josh first crossed paths on the set of Disney+'s High School Musical: The Musical: The Series, which aired in November 2019. Yep, the HSM spin-off made us feel old too.

The duo played on-screen couple Nini and Ricki, and their fictional chemistry appeared to be reflected in their off-screen friendship too. Speaking about a scene where Ricki tells Nini he loves her, Josh touched on his and Olivia's real-life relationship in an interview with the Los Angeles Times.

He explained, "It is the most powerful feeling in the world when you don’t even have to think, and it just comes through you. It was really a magical moment."

Photo credit: Kevin Winter - Getty Images
Photo credit: Kevin Winter - Getty Images

January 2020 - Olivia says she loves Josh, calling him her "best friend"

These two certainly appeared to grow closer post-HSM, with Olivia referring to Josh as her "best friend". She told the LA Times, "I love him so much. He’s my best friend, so that really made the acting authentic and really truthful. It was like I wasn’t acting."

Argh, so much love!

2020 - Olivia and Josh are rumoured to be dating

Following High School Musical and comments from both Olivia and Josh, many fans theorised that the pair dated throughout early 2020. However, sadly neither party ever officially confirmed their relationship.

Rumours claimed that things then came to an end when Josh was linked to singer Sabrina Carpenter around July 2020, with various subsequent songs from the trio seeming to point towards a love triangle.

Photo credit: Image Group LA - Getty Images
Photo credit: Image Group LA - Getty Images

July 2020 - Josh is linked to Sabrina Carpenter

Josh and Sabrina were spotted out together in July 2020, prompting rumours that the pair could be dating. Then, in August, they were pictured grabbing lunch and laughing together, further fuelling speculation that there could be more than a friendship between them.

August 2020 - Olivia opens up about heartbreak

While Josh and Olivia didn't officially confirm a relationship or split between them, Olivia was seen very publicly opening up about heartbreak in an August 2020 TikTok.

Playing her High School Musical song 'All I Want', she wrote, "You think you can hurt my feelings? I wrote this song," adding, "and that's on failed relationships." So, a pretty heavy hint, then.

January 2021 - Olivia releases 'Drivers License', prompting love triangle rumours about Josh and Sabrina

If there's one thing that reminds us of the roughest winter lockdown, it's this song. Olivia dropped 'Drivers License' in Jan 2021, with many fans theorising that it was about her rumoured love triangle with Josh and Sabrina.

See lyrics, "You're probably with that blonde girl who always made me doubt / She's so much older than me, she's everything I'm insecure about," which fans reckon points towards Sabrina.

Subsequent songs from Josh and Sabrina further fuelled love triangle speculation. Josh released 'Lie Lie Lie' which he said was about a friend lying behind his back. Meanwhile, in Sabrina's 2021 song 'Skin', she seemed to refer back to Olivia's "blonde" lyric with the line: "Maybe we could've been friends / If I met you in another life ... Maybe you didn't mean it / Maybe blonde was the only rhyme." So much to decipher!

However, in March, Olivia seemed to quash rumours, saying she doesn't know Sabrina. She told Radio.com, "I think we’ve met once or twice in passing, but I’ve never had a conversation with her," adding, "I don’t think I could write a song that was meaningful or emotional about somebody that I don’t know."

So, that's that then.

April 2021 - Josh congratulates Olivia on 'Deja Vu'

Whether these two are exes or just friends, they certainly still seemed to be on good terms as of April 2021. Josh congratulated Olivia on the release of her song 'Deja Vu,' writing on his Instagram Stories, "SUUUUUUPER late on this but! I love this song so much @oliviarodrigo!!! The world better watch out for the album!!!!!"

May 2021 - Josh comes out as LGBTQ+

In an interview with Clevver News, Josh was seen gushing about his admiration for Harry Styles, calling him "hot" before casually adding, "This is also my coming out video, I guess."

The day after, he followed up with a Twitter statement, telling fans, "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."

He later told GQ, "I’m happy to be a part of the LGBTQ+ community."

December 2021 - Josh says he and Olivia haven't spoken since 'Drivers License'

Opening up about the social media attention that followed 'Drivers License', Josh told GQ, "it sort of felt like a losing battle… If I try and defend myself in any way, it just felt impossible." He went on to add that Olivia "hasn't spoken to me since ‘Drivers License’ came out."

Seemingly referring to the situation with Olivia, he continued, "People don't realize how long ago that was. It's not as recent as it seems. I'm a completely different person now," adding, I’m not here to expose people. It was eating me alive, and I couldn’t keep it in anymore."

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