For more than a decade, the Southern Charm cast’s dating lives have woven a tangled web of serious relationships, fun flings, complicated love triangles, and messy breakups. Of course, fans can expect the upcoming Season 12 to be no different.
When Southern Charm returns on Nov. 12 on Bravo, the Season 12 cast — including Craig Conover, Austen Kroll, Shep Rose, Madison LeCroy, Salley Carson, Venita Aspen, Molly O’Connell, Whitner Slagsvol, Rodrigo Reyes, and Allie Newman — will enter new chapters in their romantic lives, as “true feelings bubble up and juicy rumors catch fire,” according to the official announcement.
Need a fresher on who’s dated who on Southern Charm? Read on for a breakdown on the Season 12 cast’s past and current relationships, as well as a preview of what’s ahead.
Who has Craig Conover dated?
Craig Conover’s relationship with Naomie Olindo
Craig met Naomie while they were both students at the College of Charleston and dated from 2015 until 2017. They began documenting their relationship beginning in Season 3 and moved in together during Season 4.
After Craig and Naomie broke up in 2017, he explained to Bravo Insider that they were simply “too different” of people, at the time. However, the two are on good terms today, with Craig sharing on Watch What Happens Live with Andy Cohen in October 2026, “Naomie and I are friends now.”
Craig Conover’s relationship with Natalie Hegnauer
Craig confirmed he was in relationship with Natalie in Dec. 2020, just prior to her appearing on Season 7 of Southern Charm. “I’m pretty sure I love this girl, and I haven’t had this feeling since Naomie,” he said on the show.
Craig continued to date Natalie while filming Winter House Season 1, before confirming in a May 2021 episode of Austen’s podcast that he was single.
Craig Conover’s relationship with Paige DeSorbo
Also during Season 1 of Winter House, Craig connected with Paige in early 2021, though the two did not publicly confirm their relationship until that September when they attended Kyle Cooke and Amanda Batula’s wedding together.
Craig and Paige shared a behind-the-scenes look at their long-distance relationship on several seasons of Southern Charm and Summer House. In that time, they’d discussed a possible engagement and the possibility of Craig relocating to New York City. However, Paige announced her and Craig’s split after three years together in Dec. 2024, sharing that they’d broken up shortly after the Thanksgiving holiday.
RELATED: Craig Conover Reveals New Details on His Love Life: “I’m Very Codependent”
Who has Austen Kroll dated?
Austen Kroll’s relationship with Chelsea Meissner
Austen and Chelsea’s romance began playing out during Seasons 4 of Southern Charm, but he confirmed in July 2017 that they were no longer together. At the time, he blamed their differing lifestyles but insisted that they had remained “great friends.”Â
Austen went on to briefly date Chelsea’s friend Victoria, whom he described as a “breath of fresh air,” in a 2018 interview with Bravo Insider.
Austen Kroll’s relationship with Madison LeCroy
Beginning in Season 6, which premiered in May 2019, Austen dated Madison on and off for two years. Though they broke up on camera during Season 7, the two continued to talk. By December 2020, however, Madison confirmed she and Austen had called it quits for good.
Despite the drama that followed, Austen and Madison are good friends today.
Austen Kroll’s relationship with Olivia Flowers
Austen began dating Olivia in late 2021, and viewers got an inside look at their romance during Season 8 of Southern Charm. At the Season 8 reunion, however, Austen revealed that he and Olivia had ended their romantic relationship in order to preserve their friendship.
“We both talked and were like, ‘I don’t want to ever lose you in the capacity that we’ve seen our friends,'” he shared during the reunion episode that aired in October 2022.
Austen Kroll’s relationship with Audrey Pratt
Austen began his long-distance relationship with Audrey in Feb. 2024, but the two split in late 2025, as he discussed during Season 11 of the show.
According to Austen, Audrey, who lived in Charlotte, North Carolina, while they dated, wanted to move in with him after a year and a half together. However, he realized that he simply was not ready to take that step and ended their relationship.
“This is the first time I think that I’ve initiated a breakup with someone that I really love,” he said on Southern Charm. “It’s heartbreaking because she didn’t do anything wrong. But, for me, there’s something there that is missing, at no fault of her own.”
Shep Rose’s relationship with Taylor Ann Green
Shep confirmed he was dating Taylor in in May 2020, and she made her debut on Southern Charm in Season 7. During that year’s reunion, Shep admitted to cheating on Taylor by texting “an old flame” and kissing another girl in a stairwell, but they still decided to stay together.
After two years of dating, Shep and Taylor broke up in July 2022. However, the exes reconnected as friends while Shep was filming Season 12 of Southern Charm in 2026.
“I was just so overjoyed to see Taylor again,” Shep recently told Bravo Insider. “I thought I’d lost her forever, which is very sad to me because I care about her and her family a whole hell of a lot.”
Shep Rose’s relationship with Sienna Evans
Shep met Sienna, who is a Bahamas-based model and a former beauty queen, on a dating site, and their long-distance relationship played out during Season 10 in 2024. Toward the end of the season, Shep announced that he and Sienna had split, referring to their breakup as feeling “like a death by a thousand paper cuts.”
Though he had been quick to profess his love her, Shep and Sienna were ultimately not on the same page about how deep their romance actually was. “Maybe we weren’t serious, but I was serious,” he said on an episode of the Southern Charm After Show for Season 10.
Who has Madison LeCroy dated?
Madison LeCroy was married to her ex-husband, Josh Hughes, from 2010 to 2015, and the two share a son, Hudson, who was born in Nov. 2012. She dated Austen for two years, before marrying her current husband, Brett Randle, in November 2022. Madison and Brett welcomed their daughter, Teddi, in June 2025.Â
Madison LeCroy’s relationship with Brett Randle
Madison is currently in marital bliss with Brett. “My love life is the best life,” Madison told Bravo Insider ahead of Season 12. “No drama there.”
After meeting by chance while on vacation in Arizona, Madison and Brett began dating in 2021. Six months later, the couple got engaged, and were married the following year. The two welcomed daughter Teddi in 2025.Â
RELATED: Will Brett Randle Appear on Southern Charm Season 12? Madison LeCroy Says…
Who has Salley Carson dated?
Salley Carson’s relationship with Andrew Dietz
Salley introduced her boyfriend Andrew during Season 10, which was filmed in 2024, noting that he wasn’t her “usual type.” She explained, “I’m typically with a businessman, I feel like. You know, really aggressive? But Andrew wants to communicate everything and talk so soft. I don’t know. I love that my type’s changing.”
Salley and Andrew had bonded over the fact that their respective exes, Taylor and Gaston, were also dating each other at the time. However, Salley revealed during a January 2025 Instagram Q&A that she and Andrew had broken up.
Salley Carson’s fling with Austen Kroll
Salley expressed her interest in Austen during Season 11 when he was still dating Audrey. After Austen and Audrey split later in the season, he and Salley kissed during the cast trip to Mexico.Â
Post-filming, Salley and Austen played coy during the Season 11 reunion when host Andy Cohen asked if they had been “intimate,” but she at least confirmed that there had been “more than kissing” between them.
Since then, the two have been open about their “complicated” friends-with-benefits arrangement, but they’ve never officially been in a relationship. As for why he and Salley never exclusively dated, Austen hinted during October’s Bravo Fan Fest 2026 that “Season 12 of Southern Charm really dives into that.” Added Salley, “Tune in!”
Who has Venita Aspen dated?
“I feel like this season’s going to be the first season where I’m really open about dating and trying to fall in love and trying to find the right guy,” Venita recently told Bravo Insider. “You guys kind of get a little bit more of an inside scoop to my personal life, which I feel I haven’t been very loud about. But I was really excited to show more of that this season.”
Who has Molly O’Connell dated?
Even so, Molly described her love life as being “non-existent” on Season 12, explaining to Bravo Insider that she was “newly single” during filming.
Who has Whitner Slagsvol dated?
Whitner was single when he joined Southern Charm last year, but he teased to Bravo Insider that viewers can expect to see him “attempt” to date newcomer Allie during Season 12, in addition to going out with Taylor. Whitner said that he’s currently dating someone else entirely however, adding, “I was seeing a girl, who was my date to the finale and who I’m still seeing.”
Who has Rodrigo Reyes dated?
“My love life is still going strong with my fiancé, Tyler,” Rodrigo updated Bravo Insider ahead of the Season 12 premiere. “I mean, we’re almost at 11 years together and working on a two-year-long engagement.”
Who has Allie Newman dated?
Aside from her attempted romance with Whitner, Allie told Bravo Insider that she also “went on a few dates” with Austen before signing on for Southern Charm Season 12. She was also fresh off a “really hard” breakup when filming began.
Previewing what’s to come in her “tragic” love life on Season 12, Allie said, “I went through a really hard breakup and am trying to put myself out there again, trying to date again. Let’s just say I don’t have the best taste in men. I have a bad picker. I’m trying to date. I’m very much single still, so trial and error for sure.”
Who has Charley Manley dated?
Charley Manley’s relationship with Justin Assad
Charley revealed she and Justin were dating during the Southern Charm Season 11 reunion, which was filmed on Feb. 4. Though Charley has already denied engagement rumors, she told Bravo Insider that she and Justin have discussed their future together.
“I hate to be one of those people that’s like, ‘It’s amazing,’ but it really is,” Charley shared. “My family loves him, I love his family, and things are great. We definitely talk quite a lot about our future together, and we’re making the steps to get married one day. We want a family together. It’s really exciting.”
As you await more new romance updates, don’t miss details on where Southern Charm is filmed.
