Sabrina Carpenter has built a career on turning messy personal moments into chart-topping gold. But for a star who sings so candidly about love and heartbreak, her actual relationship timeline remains a carefully guarded mystery.
The “Espresso” singer has been linked to everyone from fellow Disney Channel alumni to Oscar-nominated actors and pop superstars. Some romances were confirmed, others denied, and a few became so entangled with other celebrities’ drama that they essentially became pop culture lore.
As Carpenter continues her meteoric rise, with a Grammy-winning career and a fiercely loyal fanbase dissecting her every lyric, here’s a comprehensive look at the dating history that helped shape her music.
Bradley Steven Perry (2014 to 2015)
Carpenter’s first public relationship came during her Girl Meets World days on the Disney Channel. She dated fellow Disney actor Bradley Steven Perry, and by her own account, the origin story was genuinely sweet.
It was a really unique way to ask someone out, she told J-14, describing Perry leaving a note inside a bottle, pirate-movie style. The couple lasted about a year and appear to have stayed on good terms. Perry even praised his ex on a 2024 podcast, saying, “My first girlfriend’s doin’ way better than anybody, mostly in the world.”
Griffin Gluck (2019 to 2020)
After a few quieter years, Carpenter was linked to actor Griffin Gluck, whom she met on the set of the 2019 Netflix film Tall Girl. They were photographed together at a premiere party for Gluck’s series Locke & Key in early 2020, and Carpenter later supported him at the Big Time Adolescence premiere.
The relationship was never officially confirmed, and the two stopped appearing together around 2020. They did reunite professionally for Tall Girl 2 in 2022.
Joshua Bassett and the Love Triangle That Broke the Internet (2020 to 2021)
This is the relationship that catapulted Carpenter’s love life into mainstream pop culture, whether she wanted it or not.
Carpenter and High School Musical: The Musical: The Series star Joshua Bassett were first spotted together in summer 2020 at Black Lives Matter protests in Los Angeles. By Halloween, they dressed as Sharkboy and Lavagirl, sharing photos in coordinated costumes. Reports suggest they dated for roughly a year.
Then came “Driver’s License.”
Olivia Rodrigo’s January 2021 debut single included the now-infamous lyric: “And you’re probably with that blonde girl / Who always made me doubt / She’s so much older than me.” Fans immediately connected the dots. Rodrigo had dated Bassett, and Carpenter was the blonde girl.
Carpenter responded with her own track, “Skin,” which featured the line: “Maybe you didn’t mean it / Maybe blonde was the only rhyme.” She denied the song was about Rodrigo, but the narrative had already cemented itself in pop culture history.
The drama lingered for years, but by the 2025 Grammys, Carpenter and Rodrigo were photographed sharing a warm hug, signaling the feud had finally cooled.
Shawn Mendes (2023)
In early 2023, Carpenter was romantically linked to Shawn Mendes. The two were spotted together at multiple Los Angeles hotspots and were seen leaving Miley Cyrus’ Endless Summer Vacation album release party in the same car, though they tried to exit separately.
Entertainment Tonight reported they were “hanging out a lot and trying to keep things low-key.” But Mendes shut down the speculation quickly during a March 2023 interview, stating flatly, “We are not dating.”
Timing complicated things further. Mendes rekindled his romance with Camila Cabello shortly after, and fans have long suspected Carpenter’s songs “Taste” and “Coincidence” reference the situation. As of late 2024, Mendes seemingly addressed the overlapping timeline in his own remarks, though he never named Carpenter directly.
Barry Keoghan (2023 to 2024)
Carpenter’s most high-profile and publicly documented relationship was with Irish actor Barry Keoghan. They reportedly met at a Givenchy runway show during Paris Fashion Week in September 2023. By December, they were spotted grabbing dinner in Los Angeles, and the rumored romance became official at the 2024 Met Gala, where they walked the red carpet together.
Keoghan starred in the music video for Carpenter’s “Please Please Please,” playing a charming convict she keeps bailing out of jail. The song became Carpenter’s first Billboard Hot 100 No. 1.
The relationship appeared serious. They double-dated with Taylor Swift and Travis Kelce. Keoghan gushed about Carpenter in interviews, calling her “massively talented and very special.”
But by August 2024, sources told People the couple was “on and off.” In December 2024, they confirmed their split after nearly a year together. An insider said they were “both young and career-focused.”
Then came the cheating rumors.
Social media exploded with speculation that Keoghan had been unfaithful with influencer Breckie Hill. Hill denied ever meeting him. But the narrative took a toll. Keoghan deactivated his Instagram amid the online harassment and later told Billboard he “just disappeared” from public life.
In April 2026, Keoghan finally addressed the allegations directly on the Friends Keep Secrets podcast: “There was a narrative out there that was never really spoken on, a narrative that’s not true, and I never confirmed or said anything about it.”
Carpenter, for her part, appeared to throw subtle shade at her ex with a New Year’s Eve TikTok repost about not getting back with an ex, set to her song “Manchild.”
Joe Keery (2025 to 2026 Rumors)
In October 2025, Carpenter sparked dating rumors with Stranger Things star and musician Joe Keery after she playfully “arrested” him during her Austin City Limits festival set as part of her Short n’ Sweet Tour. The viral “pink cuffs” moment sent fans into a frenzy.
Speculation intensified when they followed each other on social media and Carpenter was spotted attending Keery’s ACL set. A January 2026 sighting at the same Saturday Night Live after-party added more fuel.
But in May 2026, a viral post claiming they were “reportedly dating” was traced back to a parody account with the bio “Pushing fan agendas.” Neither Carpenter nor Keery has confirmed any romantic involvement.
Piero Hincapié (2026 Rumor)
During the 2026 FIFA World Cup, Carpenter was photographed in the stands cheering for Ecuador, triggering rumors she was dating Ecuadorian defender Piero Hincapié. The claim originated from an X account that cited TMZ, but no such TMZ report existed.
Both parties were reportedly single at the time. Hincapié had recently split from influencer Aura de la Cruz, and Carpenter had been single since her breakup with Keoghan. But the rumor remains entirely unsubstantiated.
Is Sabrina Carpenter Dating?
As of mid-2026, Carpenter is widely regarded as single. She confirmed her single status in early 2025, telling Rolling Stone: “Am I doing the single thing right now? I’m doing the 25-year-old thing right now, whatever that means.”
Her romantic history has become fodder for her art. Man’s Best Friend is packed with lyrical references that fans have decoded as nods to Keoghan, Mendes, and others. But Carpenter herself has kept her cards close, offering only glimpses into a personal life that remains, by celebrity standards, refreshingly guarded.
For a pop star whose career thrives on emotional honesty, the real story may be that she’s learned to save the most vulnerable parts for the studio, not the tabloids.
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