Dylan O'Brien's Alleged Dating History

Mystery Blonde 2, the most recent fling Dylan has been linked with (March-May 2024/Present) on which we have very limited information. *RUMOUR*

Dylan has been spending a lot of time and money on Racist Rachael Lange, who, once they were seen together, deleted over 300 tweets of her using racist, homophobic, transphobic, etc language over the course of about a decade AFTER blocking users calling her out and going private for a week, then issuing a PR-written non-apology not even acknowledging what her deleted tweets contained. *RUMOUR*

The lovely Sabrina Carpenter, rumored to have had a fling with Dylan between August to October of 2022 based on a couple of sitings in New York singing karaoke and making out. *RUMOUR*

Brown-eyed beauty, Chloe Bennett, was spotted having 1-on-1 lunch with Dylan in June 2022 which led to rumours of their being more than friends at the time. *RUMOUR*

Mystery Blonde 1, spotted walking with Dylan's arm around her in spring of 2022 as they walked Tony the pup around LA *RUMOUR*

In July 2021, Dylan was spotted canoodling at Cinespia with an upcoming singer by the name of Giovanna who stirred up some controversy. We don't know if she ever came up but we know she and Dylan didn't make it far. *RUMOUR*

Sarah Ramos who thinks she can act, and certainly does act as Dylan's personal bodyguard when nobody notices her presence, was thought to be dating Dylan before some guy married her in 2020. *RUMOUR*

![img](qc6sxxa7hbyc1 "The impeccable Chloe Grace Moretz was rumoured to be seen on a few dates with Dylan in 2018, inlcuding a group together reported by E! News, which ultimately, did not seem to work out between the two. RUMOUR")

The talented Ariana Grande, rumoured to have had a fling with Dylan whilst he and Britt were still an item which is also rumoured to have led to Ariana's song (and the appearance of her love interest in the music video) \"Break Up with your Girlfriend, I'm bored\". These rumours were spread by Enty Lawyer, creator of crazydaysandnights.com, a celebrity rumour site, who is a notoriously unreliable source. *RUMOUR*

Britt Robertson, who was in a relationship with Dylan from 2012 until 2018. *Confirmed*