Southern Charm Cast: A History of On-Screen and Off-Camera Romances
The cast of Southern Charm is known for more than just their on-screen friendships. They have a history of dating each other, both on and off-camera. Kathryn Dennis, Shep Rose, and Austen Kroll have all been involved in romantic entanglements with their fellow cast members.
Kathryn Dennis, who has two children with Thomas Ravenel, had a wild streak when the show first aired in 2014. She had flings with Whitney Sudler-Smith, Craig Conover, and Shep Rose. Cameran Eubanks and Leva Bonaparte were already married before joining the show, while Craig dated Summer House's Paige DeSorbo after his split from Naomie Olindo.
Shep Rose is known for his flirtatious nature and has had relationships with several cast members. He dated Danni Baird before the show and had an on-again, off-again fling with Kathryn Dennis. Shep confirmed his relationship with Taylor Ann Green in 2020 but later admitted to cheating on her. He also had a brief romance with Molly O'Connell.
Craig Conover had a flirty relationship with Kathryn Dennis before dating Naomie Olindo for three years. He later dated Natalie Hegnauer and Paige DeSorbo. Craig was rumored to be in a love triangle with Kristin Cavallari, but she denied any romantic involvement with him. He is currently dating Natalie Buffett.
Madison LeCroy was married to Josh Hughes before dating Austen Kroll. They had an on-and-off relationship for two years before breaking up in 2020. Madison was briefly linked to Jay Cutler and was accused of sleeping with married men by Craig during the show's reunion. She later confirmed a relationship with Brett Randle, whom she married in 2022. They welcomed their daughter, Teddi, in 2025.
Austen Kroll dated Chelsea Meissner before getting involved with Madison LeCroy. Their relationship ended in 2020, and Austen was later linked to Kristin Cavallari and Ciara Miller. He confirmed his relationship with Olivia Flowers in 2022 but they broke up shortly after.
Whitney Sudler-Smith had a fling with Kathryn Dennis before she started dating Thomas Ravenel. He later dated Larissa Marlot and briefly dated a model named Daisy. Naomie Olindo confirmed that she and Whitney had a hookup during season 8 of the show.