Madelyn and her Outer Banks costar Chase Stokes started dating in April 2020, and they hard-launched their relationship a few months later with a cute IG post. madelyncline/InstagramAfter just about a year of dating, Jackson and Madelyn reportedly went their separate ways in July 2023. Pete Davidson: 2023–2024Gotham // Getty ImagesNews of Madelyn and Pete Davidson’s relationship first broke in September 2023. “Pete and Madelyn are dating,” a source told Us Weekly at the time. The two sparked dating rumors a second time in June 2025, which is when a fan captured them looking cozy at Audemars Piguet’s 150th anniversary celebration.