In April 2022, Dylan O'Brien and Gracie Abrams were spotted together in New York, as reported by DeuxMoi (a pseudonymous Instagram account that publishes celebrity gossip). Before this, their interactions had mainly been online, primarily through Twitter (now X). While they were not seen together again, nor were any dating rumors confirmed, in October 2024, Abrams released two new songs, "Cool" and "That's So True," which fans speculate may hint at a rumored fling with O'Brien. In "Cool," she references several women associated with O'Brien, such as Sadie Sink, Sarah Ramos, and Elle Fanning, with lyrics like, "You stranded Sadie and Sarah when they opened up / You probably met up with Elle." There’s also a nod to the Maze Runner film series, in which O'Brien starred: "Waited for your walls to close on me, they did." In "That's So True," Abrams seems to allude to O'Brien's former alleged affair with Sabrina Carpenter: "Looking into big blue eyes / Did it just to hurt me, make me cry." Despite these suggestive lyrics, the connection remains fan speculation, and any relationship between Abrams and O'Brien was never confirmed.