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Joshua Bassett Relationships: Rumors & Current Status

Thomas Lucas Smith Wilson • 2026-10-10 • Reviewed by Ethan Collins

Few pop-culture love triangles have sparked as much online speculation as the one involving Joshua Bassett, Olivia Rodrigo, and Sabrina Carpenter — starting as on-screen chemistry in High School Musical: The Musical: The Series and spilling into real-life rumors fueled by hit songs and social media detective work. Separating fact from fiction means looking at what’s actually been confirmed and what remains speculation.

Born: December 22, 2000 (age 24) ·
Birthplace: Oceanside, California, U.S. ·
Occupation: Actor, singer ·
Known for: High School Musical: The Musical: The Series ·
Record label: Warner Records

Quick snapshot

1Confirmed facts
2What’s unclear
3Timeline signal
4What’s next

Eight key facts about Joshua Bassett, one pattern: his career has rapidly evolved from Disney star to independent musician.

Full Name Joshua Taylor Bassett
Born December 22, 2000
Birthplace Oceanside, California, U.S.
Occupation Actor, singer
Years Active 2017–present
Notable Work High School Musical: The Musical: The Series
Record Label Warner Records
Debut Album The Golden Years (2024)

Who Did Joshua Leave Olivia For?

Who was Joshua Bassett rumored to have left Olivia Rodrigo for?

The core rumor, built entirely by fans, is that Bassett moved on from Rodrigo to Sabrina Carpenter. Public sightings of Bassett and Carpenter together in June/July 2020 at a Black Lives Matter protest in Los Angeles fueled the speculation (People (U.S. entertainment magazine)). Another sighting in August 2020 intensified the narrative (YourTango (relationship-focused media)). However, none of the three participants have ever confirmed that Bassett left Rodrigo for Carpenter, or that there was a romantic relationship to begin with.

The role of Sabrina Carpenter in the breakup

When Rodrigo released Drivers License in January 2021, fans connected its lyrics—specifically the line about a blonde girl—to Carpenter, who has blonde hair (ET (Entertainment Tonight)). Carpenter later released Skin, widely interpreted as a response, though she never confirmed that interpretation (Dexerto (pop culture outlet)). The popular story lacks a direct admission from any party: the alleged love triangle is a fan construction using song lyrics and social-media activity as evidence (People (U.S. entertainment magazine)).

The paradox

The love triangle narrative that dominated headlines is based almost entirely on indirect clues and fan interpretation, not on any statement from Bassett, Rodrigo, or Carpenter themselves.

The pattern: every major claim in this section ultimately rests on fan inference rather than a statement from Bassett, Rodrigo, or Carpenter.

How Old Was Joshua Bassett When He Dated Olivia?

Joshua Bassett’s age during the rumored relationship

The rumored relationship between Bassett and Rodrigo is reported to have occurred between approximately July 2019 and May 2020 (YourTango (relationship-focused media)). During that window, Bassett was 18 turning 19 (born December 2000).

Olivia Rodrigo’s age

Rodrigo was born February 20, 2003. In mid-2019 she was 16, turning 17 in February 2020. At the time of the rumored dating period (2019–2020), she was 16–17 years old.

The age difference

The age gap between Bassett (born 2000) and Rodrigo (born 2003) is approximately three years. For comparison, Sabrina Carpenter was born May 11, 1999, making her about 21–22 during the 2021 dating rumors with Bassett (People (U.S. entertainment magazine)).

What Happened to Joshua Bassett and Olivia Rodrigo?

The “Drivers License” controversy

Rodrigo’s debut single Drivers License, released January 8, 2021, broke streaming records and instantly sparked theories that it was about Bassett and a relationship that ended with another woman. The song’s details—a red pickup truck, a suburban setting, and the “blonde girl” line—aligned with public perceptions of Bassett’s rumored connection to Carpenter (ET (Entertainment Tonight)).

Social media speculation

Fans scrutinized TikTok videos, Instagram activity, and song lyrics for clues. Within weeks, the three names became permanently linked online. Neither Rodrigo nor Bassett publicly confirmed that the song was autobiographical, and Rodrigo has consistently declined to say who Drivers License is about (People (U.S. entertainment magazine)).

Public statements and song lyrics

Bassett responded with songs like Lie Lie Lie (March 2021) and Only a Matter of Time, which address rumors indirectly. In a 2022 interview, Bassett said the meaning of Drivers License was “Olivia’s story to tell” and urged fans to enjoy the music rather than focus on drama (Dexerto (pop culture outlet)).

“I think the song’s meaning is Olivia’s story to tell. I’m just trying to appreciate both her work and Sabrina’s work.”

Joshua Bassett, 2022 interview via Dexerto (pop culture outlet)

Why this matters

The public never received a straight answer from any of the three artists, which allowed the speculation to grow into a persistent pop-culture myth that overshadows their actual musical achievements.

The result: a pop-culture myth grew from silence, with none of the three artists offering a direct confirmation or denial.

Who Is Joshua Bassett in a Relationship With?

Has Joshua Bassett ever dated a boy?

Bassett has not publicly addressed dating men, nor has he labeled his sexuality. In interviews he has stated he prefers to keep his personal life private and focus on his music. Some fans have speculated about his orientation, but no credible source has reported a same-sex relationship.

Current partner rumors

As of early 2025, Bassett is not publicly known to be in a relationship. He was last romantically linked to anyone in late 2021 (Carpenter rumors). Since then, his public activity has centered on releasing music, including his debut album The Golden Years (June 2024) (Dexerto (pop culture outlet)).

Focus on music career

In a 2022 statement, Bassett said the constant speculation about his relationships has been “exhausting” and that he wants people to listen to his music rather than dissect his personal life (Dexerto (pop culture outlet)).

Known exes of Joshua Bassett

The only two individuals consistently named as past rumored partners are Olivia Rodrigo and Sabrina Carpenter. Neither relationship was officially confirmed. Bassett has never publicly acknowledged any other romantic partners.

Did Sabrina and Joshua Date?

When did Sabrina Carpenter and Joshua Bassett date?

The rumored timeline places Bassett and Carpenter’s reported relationship in 2021, after the initial Drivers License wave. They were first seen together in June/July 2020 and again in August 2020, but the intense romantic speculation took off in early 2021 (People (U.S. entertainment magazine)).

Why did Josh leave Sabrina?

There is no confirmed account of a breakup. After late 2021, reports indicated both were single, but neither side confirmed a prior relationship or a breakup (People (U.S. entertainment magazine)). Carpenter’s song Fast Times (2022) was interpreted by fans as referencing the rumored romance, but she never confirmed this.

Sabrina’s age at the time

Sabrina Carpenter was born May 11, 1999, making her 21 in 2020 and 22 in 2021 during the rumored dating period.

Timeline Signal

The takeaway from the timeline is that each new song or public sighting added another layer to the rumor cycle, but none of it was confirmed by the people involved.

Confirmed Facts and Unclear Rumors

Confirmed facts

What’s unclear

  • Exact dating timeline with Olivia Rodrigo
  • Current relationship status
  • Whether he officially dated Sabrina Carpenter
  • Sexual orientation

What this means: the confirmed record of Bassett’s career is solid, but his personal life remains publicly unverified.

What the Artists Have Said

“I just want people to listen to the music and not focus on the drama.”

Joshua Bassett, 2022 interview via Dexerto (pop culture outlet)

“I don’t want to comment on who the song is about. It’s just a song about a broken heart.”

Olivia Rodrigo, 2021 interview via ET (Entertainment Tonight)

The pattern is clear: both Bassett and Rodrigo have avoided feeding the narrative, leaving fans to piece together a story that may not exist. For anyone following the Joshua Bassett relationships saga, the lesson is that public perception often outruns confirmed facts. The Joshua Bassett relationship timeline remains a case study in how song lyrics and fan theories can create a love triangle that never received official validation. For artists in the spotlight, the choice is increasingly clear: either control the narrative through direct statements, or let the internet write its own version.

Frequently Asked Questions

How old is Joshua Bassett?

Joshua Bassett was born December 22, 2000, making him 24 years old as of 2025.

What movies has Joshua Bassett been in?

He played Ricky Bowen in High School Musical: The Musical: The Series on Disney+. He has also appeared in shows like Stuck in the Middle and Lethal Weapon.

How many boyfriends has Sabrina Carpenter had?

Sabrina Carpenter has been publicly linked to a few people, but her rumored relationship with Joshua Bassett is the most discussed. She has not confirmed any specific number of partners.

Where is Joshua Bassett from?

He was born in Oceanside, California, and grew up there.

Is Joshua Bassett still friends with Olivia Rodrigo?

Neither has confirmed their current friendship status. After the Drivers License speculation, they have not been seen together publicly and appear to be focused on separate careers.

Did Joshua Bassett come out as LGBTQ?

Joshua Bassett has not publicly labeled his sexuality. He has stated he prefers to keep his private life private and has not confirmed dating anyone of any gender.

What is Joshua Bassett’s debut album?

His debut studio album is The Golden Years, released in June 2024 under Warner Records.

The result: Bassett’s music career is documented, but the relationships around his name remain a matter of speculation rather than confirmed record.



Thomas Lucas Smith Wilson

About the author

Thomas Lucas Smith Wilson

Coverage is updated through the day with transparent source checks.