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May 14, 2026, 4:11 PM CUT

The Meaning Behind Katy Perry’s ‘The One That Got Away’: Tracing Back to Her Time With Josh Groban

Credits: Katy Perry/ @katyperry via Instagram

Katy Perry’s whirlwind romance with Josh Groban has long been tied to the emotional backbone of 'Teenage Dream', especially the aching hit ‘The One That Got Away’. As Perry’s love life continues drawing headlines, from Orlando Bloom to Justin Trudeau, Groban’s recent engagement has fans revisiting their brief romance and the bittersweet pop anthem it allegedly inspired.

According to Josh Groban's famous Detail magazine interview, the stars first crossed paths before either became tabloid royalty, bonding over awkward humor and self-described 'goofball' energy. When Perry separated from Travie McCoy in early 2009, the pair quietly slipped into a romance carefully hidden from cameras. Representatives denied everything at the time, while the Grammy-winning vocalist later admitted they were on the edge of dating.

Their relationship remained intensely private because both performers feared public scrutiny swallowing whatever chemistry they had built behind closed doors. By late 2009, Perry and Groban mutually ended the romance after realizing that demanding schedules and relentless fame made stability nearly impossible. Instead of dramatic interviews or public feuds, the former couple settled into an unusually respectful friendship.

The relationship gained pop-culture immortality when Perry released ‘Teenage Dream’, featuring the aching ballad ‘The One That Got Away’. For years, Groban politely dodged speculation, even downplaying rumors during a 2013 Details interview. Then, during Perry’s chaotic 2017 Witness livestream with James Corden, the pop superstar casually revealed Groban inspired the song that had haunted fans for years.

Josh Groban appeared genuinely stunned when the confession resurfaced during a 2018 appearance on Watch What Happens Live with Andy Cohen. Laughing through disbelief, the singer joked he never owned a Mustang or matching tattoos like the song’s tragic boyfriend, making the inspiration murky to this day.

Their friendship seems wonderfully intact, with Katy Perry jokingly treating Josh Groban’s engagement like an 'in another life' romantic tragedy.

Katy Perry's reaction to Josh Groban's engagement

Katy Perry responded to Josh Groban’s engagement with full theatrical commitment after the singer announced his Disneyland proposal to Natalie McQueen. In a video posted to her social media accounts, Perry appeared in a white robe while screenshots of the engagement headlines hovered in the background beside none other than ‘The One That Got Away’.

Perry completed the bit by fake-crying into her drink while her vocals turned the clip into pure breakup theater. Her understated caption only sharpened the joke, while the Drink De Soi collaboration cleverly transformed the entire 'in another life' mourning routine into playful brand promotion.

What do you think about Katy Perry and Josh Groban's friendship? Let us know in the comments!

Written by

Iffat Siddiqui

Edited by

Adiba Nizami