With reports claiming Jack Antonoff and Margaret Qualley have allegedly split, the internet has once again started digging through every corner of his dating history. And yes, that includes one of the weirdest celebrity stories of the past few years: Caroline Calloway’s claim that Lena Dunham dropped Margaret Qualley from playing her in a biopic after she started dating Antonoff. Broadimage/Shutterstock If you somehow missed the Caroline Calloway cinematic universe, she’s an American influencer and author who first found fame thanks to her dreamy Instagram posts about studying at the University of Cambridge. What began as carefully curated stories about her student life eventually spiralled into years of internet scandals, viral controversies and chaotic reinventions. After Natalie Beach’s bombshell 2019 essay about their friendship sent Calloway back into the spotlight, Caroline said she sold the rights to her life story to Lena Dunham. According to Calloway, Dunham wrote a screenplay based on her life and wanted Margaret Qualley to play her on screen. The project was never made, and the rights eventually reverted back to Calloway after the option expired as Dunham moved on to other projects, including directing the upcoming Polly Pocket film. Caroline has since claimed there was another reason the film fell apart. She alleged that Qualley was set to play her until the actor began dating Jack Antonoff, who had previously been in a long-term relationship with Dunham. According to Calloway, once Qualley and Antonoff got together, she was dropped from the project. Todd Williamson/January Image/Shutterstock Neither Dunham nor Qualley has publicly confirmed Calloway’s version of events. The old story has resurfaced after People reported that Antonoff and Qualley have allegedly separated after nearly three years of marriage. The renewed attention has also brought readers back to Dunham’s 2026 memoir, Famesick, where she reflects on both her relationship with Antonoff and the emotions she felt when he later married Qualley. In the book’s epilogue, Dunham writes about seeing paparazzi pictures of the couple together for the first time. “He’d won the friend that I wanted, so when I wept like a child on the first afternoon I saw a paparazzi picture of them kissing on the Brooklyn Bridge, I knew that nobody would understand why I was so upset, that they’d assume it was because I was jealous of her, and that made me weep even harder,” she wrote. Whether Calloway’s version of the biopic saga is actually what happened remains unclear, but with Antonoff’s alleged split putting his past relationships back under the microscope, the story has inevitably found a new audience. For all the latest film and TV updates and hot takes, like our Facebook page. Featured image credit: Shutterstock/Broadimage, Todd Williamson Post navigation Next storyPrevious story