It’s unclear how Conan Gray and Kit Connor first met, though many believe it was through mutual friends like Heartstopper star Joe Locke, who often spends time with Gray and Olivia Rodrigo, Gray’s best friend. In May 2022, Gray followed Connor on Instagram, sparking early whispers of a connection (he later unfollowed, while Connor still follows Gray). Later that year, in late 2022, fans speculated Connor was involved with actress Maia Reficco—something they now believe Conan referenced in a breakup song about a brunette girl his ex had seen after one of their splits. By early 2023, lyrics in Gray’s music led fans to suggest he and Connor may have had an on-again, off-again romance, with a “break” between February and May before what’s interpreted as a final breakup in July. Clues include the track “Connell,” which resembles Connor’s surname (and could also nod to Normal People’s Connell, a character Connor has said he relates to), and a song mentioning a friend named “Charlie,” possibly a reference to Joe Locke, Connor’s Heartstopper co-star. In November 2023, Gray’s music was featured on the Heartstopper soundtrack, though he declined to discuss it further during a livestream. Shortly after, on March 2, 2024, Gray and Connor were photographed together at the Universal Music BRIT Awards after-party. Just days later, on March 8, Gray released his single Alley Rose—which fans noted coincided with Connor’s 20th birthday. Finally, in August 2025, Gray released his album Wishbone, which he described as inspired by a past relationship. Fans immediately linked the record to Connor, pointing out lyrics about a British actor who “is no Romeo” (Connor once played Romeo on stage), and tying them back to the timeline of their supposed relationship. However, despite all the speculation and the many fan theories, the alleged romance between Conan Gray and Kit Connor remains unconfirmed, as neither has ever publicly acknowledged or denied it.