Dylan O’Brien and Britt Robertson (2012-2018)
O'Brien and Britt Robertson met on the set of their 2012 rom-com, "The First Time." Though the pair raised eyebrows with their palpable on-screen chemistry, they didn't confirm their real-life romance until they began showing up on each other's movie sets. While it's unclear when exactly the pair started dating in real life, they provided rare glimpses into their relatively private relationship through various media interviews.
In a September 2015 chat with ODE, O'Brien talked about how Robertson watching him act could be intimidating. "You get nervous, you know," he said, adding, "I get nervous with her on set because you know, I think the world of her as an actress too, not just my girlfriend, you know, she's also like a fantastic actress, so you're kind of just shy doing it; you get butterflies."
While filming the final Maze Runner movie, "Maze Runner: The Death Cure," in 2016, O'Brien got in a near-fatal accident while filming a stunt. The failed stunt left the actor with severe injuries, including a concussion and a facial fracture. O'Brien opened up about the psychological and physical impact of the accident in a September 2017 interview with People, sharing how his loved ones came through for him throughout his recovery. "My parents and my girlfriend were by my side the whole way," he said. "My girlfriend was with me every step of the way, even in my hospital bed, she's a saint. She also got up to Canada so quickly, I didn't know that was possible, and was there one of the first times I opened my eyes."
In June 2017, the O'Brien-Robertson shippers were thrilled to see an engagement announcement from Robertson's official Instagram. The caption read, "Yes, we are officially engaged. #Brylan is real confirmed by Chikri." As the second part of the message had the fans scratching their heads, the photo was soon taken down, with the actress informing the world that her account had been hacked.
By the end of 2018, O'Brien and Robertson had dialed back on their joint public appearances, leading fans to wonder if all was well with the couple. Eventually, US Weekly confirmed in December 2018 that the longtime pair had quietly called it quits. The private couple also kept the reason for their breakup private.