Steaming Hot Romance Revealed: Dive into the Love Lives of 'Southern Charm' Cast

When it comes to Southern hospitality, the cast of Southern Charm goes beyond mere friendship. In fact, notable stars such as Shep Rose, Kathryn Dennis, and Austen Kroll have a tendency to date their fellow cast members, even when the cameras aren't rolling.

Kathryn, who is a mother to two children from her previous relationship with former Bravo personality Thomas Ravenel, had a rebellious streak when the show premiered in February 2014. In the first season, she had a romantic encounter with fellow cast member Whitney Sudler-Smith before becoming involved with Thomas. Additionally, she also showed interest in Craig Conover and had a close relationship with Shep.

Cameras Eubanks and Leva Bonaparte from the original cast of Southern Charm were already married prior to joining the reality show. On the other hand, Craig has now found love with Paige DeSorbo from Summer House, having moved on from a complicated breakup with Naomie Olindo.

Keep reading for a comprehensive overview of the relationships within the Southern Charm cast.

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‘Southern Charm’ Cast’s Dating History: Inside Shep Rose, Craig Conover and More Stars’ Love Lives

When it comes to demonstrating Southern hospitality, the cast members of Southern Charm go above and beyond mere acquaintances. In fact, several of the show's notable personalities, such as Shep Rose, Kathryn Dennis, and Austen Kroll, have a track record of engaging in romantic relationships with their fellow castmates – even when the cameras aren't rolling.

Kathryn, who has two children with ex-Bravo personality Thomas Ravenel, had a rebellious side when the show first aired in February 2014. In season 1, she had a fling with fellow cast member Whitney Sudler-Smith before getting involved with Thomas. She also showed interest in Craig Conover and had a close relationship with Shep.

Original cast member Cameran Eubanks and Leva Bonaparte were already married when they joined the reality show. Craig, on the other hand, has found love with Paige DeSorbo from Summer House, following a messy breakup with Naomie Olindo.

Scroll down for a complete guide to the cast of Southern Charm’s relationships:

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Shep Rose

Shep is known for his reputation as one of the most flirtatious members of the cast and a person who attract women easily. He was previously in a relationship with Danni before the show, and they have managed to remain close friends over the years. He has also had flirtatious encounters with former co-stars Landon Clements and Chelsea Meissner, but their relationships never developed into anything more.

One of Shep's most notable relationships was an on-and-off hookup with Kathryn that lasted for years, but it never became a serious commitment. In 2018, he briefly dated Bella Clark, the winner of his short-lived spinoff show, RelationShep.

Shep's romance with Taylor Ann Green was officially confirmed in May 2020, following speculation about their relationship earlier that year. Taylor made her debut on Southern Charm in its seventh season, which also premiered in the same year. Although it was revealed in January 2021 that Shep had cheated on Taylor by kissing an ex, he later confessed during the season 7 reunion that they were still together. However, in July 2022, Us confirmed that the couple had decided to part ways.

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Craig Conover

Craig and Kathryn had a flirtatious relationship in season 1, but he became just a friend when she started dating Thomas. Later, Craig started dating Naomie, whom he first met at the College of Charleston. They were together for three years before breaking up in 2017.

In December 2020, Craig confirmed his relationship with Natalie Hegnauer, just before her debut on Southern Charm. They met in early 2020 and spent quarantine together in South Carolina. However, they ended their relationship the next year. According to a source, they are still friends but realized they weren't a good match.

Two months later, it was revealed by Us that Conover and Summer House star Paige DeSorbo are dating. This news came after they had filmed Winter House together earlier in the year. In October 2021, an insider detailed that their friendship had developed into a romantic relationship due to the increased time they spent together recently.

In July 2021, Craig's actions raised suspicions when he and Austen were rumored to be involved in a love triangle with Kristin Cavallari. However, Cavallari, who rose to fame on Laguna Beach, denied any romantic involvement with either Bravo star, claiming they were just friends. Craig, on the other hand, confessed during a January 2022 episode of Summer House that he had been intimate with Cavallari. This revelation occurred after Paige confronted him about it while they were in the Hamptons.

"No, let me clarify, it was like this, I have previously had a romantic encounter with her," the individual from Delaware mentioned on the episode recorded in July 2021. They asserted that Austen strongly disliked the fact that they were involved in kissing Kristin.

After the episode aired, a trusted source informed Us that Craig was fabricating the story - it is completely false. The source additionally revealed, "They never engaged romantically."

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Madison LeCroy

The stylist, who was previously married to Josh Hughes from 2010 to 2015, shares a son named Hudson with him. Madison's appearance on the reality show coincided with the beginning of her romantic involvement with Austen, one of her co-stars. Their relationship went through ups and downs for a period of two years before it was officially confirmed in December 2020 that the couple had decided to end their relationship.

Madison had a flirtatious relationship with Pringle, a new addition to season 7 of Southern Charm, before her breakup with Austen. Their playful interactions were showcased on the show, but they never developed into anything serious.

In January 2021, it was confirmed that Madison, who is originally from Greenville, South Carolina, was enjoying herself and getting to know former quarterback Jay Cutler after his split from Kristin Cavallari in April 2020. However, their relationship quickly deteriorated when Madison made a video targeting Cavallari, who had been seen spending time with Madison's ex-boyfriend Austen.

Cutler and Cavallari asserted on their Instagram accounts that the world is teeming with users, and that this has remained unchanged for a decade. In response, the TV personality retaliated by publicly sharing her alleged text messages with Cutler, thereby concluding their brief romance.

In a similar vein, during the seventh season Southern Charm reunion, Craig accused Madison of engaging in extramarital affairs with married men, specifically ex-MLB players. Although the Southern Belle vehemently denied these allegations at the time, she later admitted that the individual in question was Alex Rodriguez, who was then engaged to Jennifer Lopez. Madison clarified in an interview with the New York Post's Page Six in February 2021 that there was never any physical infidelity between her and Rodriguez. She emphasized, "He has never physically cheated on his fiancée with me. It has never transcended beyond a physical level." Two months later, Lopez and Rodriguez announced their separation.

Madison embarked on a new journey with an enigmatic companion in June 2021, eventually disclosing his identity as Brett Randle. The scent of this budding romance lingered from April of that same year when she subtly mentioned her boyfriend to an Instagram follower. In a clandestine manner, she finally revealed their betrothal in October 2021, strategically withholding his surname. Sealing their love in matrimony, they exchanged vows in November 2022.

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Austen Kroll

Austen briefly dated his costar Chelsea during the fourth season of Southern Charm in 2017, but their relationship quickly fizzled out. Their romantic storyline continued into the fifth season as Austen dated Chelsea's friend Victoria, who continuously questioned his loyalty due to his friendship with Chelsea. After their breakup, Austen found love with Madison, but their relationship had its ups and downs and ultimately ended after two years. Madison confirmed their split to Us in December 2020.

Following his breakup with Madison, Austen sparked speculation of a new romance with Cavallari after they were seen partying together in late 2020. Austen explained that Cavallari came to town with her friend Justin, and the four of them, along with Craig, had dinner together. They have remained in contact since then and have a close group chat. In June 2021, Austen and Cavallari were seen spending time with their mutual friends when she visited South Carolina, although they have denied dating rumors in the past.

Austen briefly dated Ciara Miller, his Winter House co-star, in early 2021 while filming the spinoff series in Vermont. Their flirtatious interactions continued during Austen's visit to the Hamptons that summer, which was documented in season 6 of Summer House. However, Austen got himself into trouble when he made out with Lindsay Hubbard, a longtime friend, while staying at the group's house.

In May 2022, Austen confirmed his relationship with Olivia Flowers, who joined the cast of Southern Charm for season 8. However, during the season 8 reunion, which aired in October 2022, Olivia revealed that she and Austen had ended their relationship.

In early 2023, Austen garnered attention when speculation circulated that he had engaged in a romantic encounter with Taylor, who is Shep's former girlfriend, just prior to the ninth season of the series. Initially, both individuals refuted the accusations, but Austen eventually disclosed the truth to Shep during an episode aired in October 2023. He admitted that he and Taylor had shared a "kiss" but nothing further.

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Whitney Sudler-Smith

The producer of Southern Charm was romantically involved with Kathryn before she began a relationship with his close friend Thomas in the first season of the reality series, which aired in 2014. There were later reports that they were intimate again before the sixth season in 2019, but Whitney denied these claims multiple times.

After his initial romance with Kathryn, Whitney started dating Larissa Marlot, an Austrian model. They first met at a party in New York City in 2013. Their relationship was on and off for six years, and Larissa made occasional appearances on the Bravo series. However, it appears that they ended their relationship in 2019, as they were last seen together in January of that year.

After taking a break from Larissa, Whitney pursued a romantic relationship with Daisy, a model introduced to fans in season 4. This connection between the two occurred in 2017 just before he reunited with Larissa.

In season 8 of the series, which aired in the summer of 2022, Naomie confirmed that she and Whitney had a romantic encounter following his mother's dog's wedding.

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Leva Bonaparte

The restauranter, who joined the cast in season 7, has been married to Lamar Bonaparte since April 2013. The couple share son Lamar Jr., whom she calls “Little.”

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Taylor Ann Green

Taylor and Shep called it quits in July 2022 after being together for two years. The end of their relationship unfolded on season 8 of the series, allowing viewers to witness their breakup. During the reunion in October 2022, Taylor made allegations against Shep, claiming that he had been involved with numerous other women and had cheated on her prior to their separation. Shep chose not to address the specific number of his sexual partners and simply expressed his desire for Taylor's happiness.

Before season 9, speculation about romance between Taylor and Austen arose when news emerged in March 2023 that they had a secret encounter at the end of 2022. Although the costars denied the rumors, Austen admitted during an October 2023 episode to kissing Taylor while confessing to Shep. On the other hand, Taylor firmly stated that nothing else occurred.

In October 2023, Taylor shared exclusively with Us that she is now in a relationship with a new guy named Gaston, whom she met through TJ Dinch of Southern Hospitality.

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Olivia Flowers

The new cast member in season 8 had a romantic relationship with Austen for a few months in 2022. Olivia announced their split during the season 8 reunion in October of that year. In the season 9 premiere in September 2023, Olivia disclosed that Austen attempted to reconnect before the holidays, but she decided not to respond.

She went on a few dates with season 9 addition Rod Razavi, which fans watched unfold on the show.

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Kathryn Dennis

Prior to her relationship with Thomas in the first season of the series, the model was involved with her costar Whitney. Kathryn had an on-again, off-again dating history with Thomas until 2016, resulting in two children together, Kensie and Saint.

In 2018, Kathryn disclosed that she had multiple intimate encounters with costar Shep both before and after becoming a mother. Despite this, their connection remained platonic throughout the years, never evolving into a serious relationship. During the airing of season 6 of the Bravo show in 2019, it was revealed that Kathryn once again had a romantic encounter with Whitney. However, Whitney consistently denied the incident occurred for several episodes.

In 2018, the Charleston native had a short-lived relationship with former Florida politician Joseph Abruzzo before entering into a romantic connection with country singer Hunter Price. Kathryn and the singer crossed paths during a visit to Nashville on New Year's Eve in 2018, but their relationship ended in August 2019, lasting less than a year.

Following this, the TV personality was romantically linked to Chleb Ravenell in July 2020 after being spotted celebrating his birthday together. In November 2021, it was exclusively confirmed that the couple had separated and were no longer residing together after over a year of dating.

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Naomie Olindo

Olindo became a member of the Southern Charm cast in 2016, during the third season. This was around the same time she started dating Craig. Their on-again, off-again relationship was a significant plotline on the show for three seasons, until they ultimately broke up in 2017 after being together for almost three years.

The owner of L'Abeye, who left the show in 2020, introduced her boyfriend, Metul Shah, to her Instagram followers in April 2018. Three years later, the couple announced their move to New York City in July 2021. However, news broke in mid-July 2021 that they had broken up, and Olindo returned to Charleston after a short time in New York.

Naomie made headlines in the summer of 2022 when she admitted to having a fling with Craig in Las Vegas one year prior. Their brief reconciliation was featured on season 8 of the series. During an August 2022 episode, the French native also disclosed that she and Whitney had a sexual encounter, and he stayed the night after the group's dog wedding.

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Danni Baird

Prior to appearing together on the reality show, Danni and Shep were in a romantic relationship. Despite their breakup, they have managed to maintain a friendship, with Danni even offering guidance in Shep's other love interests. In July 2016, the artist announced her engagement to Todd Baldree, her longtime boyfriend. However, just weeks before their planned wedding, Danni confirmed the unfortunate news of their engagement called off in August 2017.

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Cameran Eubanks

Cameran, who departed the series in May 2020 after six seasons, has been happily married to Jason Wimberly since April 2014. Together, they have a daughter named Palmer. It is important to note that Cameran's decision to leave the show was unrelated to the alleged cheating scandal involving her husband, which gained attention in 2020. In an Instagram post, the former Real World cast member clarified that she had made the choice to leave the show several months prior and that it had absolutely nothing to do with baseless and untrue rumors about her marriage.

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Thomas Ravenel

The previous political figure, who was dismissed from Southern Charm after season 5 due to multiple allegations of sexual assault, initially engaged in a romantic relationship with Kathryn in season 1. The couple, who have a daughter named Kensie and a son named Saint, intermittently dated until their separation in 2016.

Thomas and Ashley Jacobs dated for over a year before ending their relationship in 2018. Their tumultuous time together, as well as their dramatic involvement with Kathryn, was showcased on seasons 5 and 6 of the Bravo series. After their breakup, Ashley returned to California and became engaged to Mike Appel in August 2019. In June 2021, the couple announced that they were expecting their first child together after having a secret wedding.

As for Thomas, he became a father for the third time in June 2020 when he had a son named Jonathan with Heather Mascoe. Just four months later, he revealed that he was "getting married," but he didn't disclose the identity of his bride. However, in December 2020, the Daily Mail confirmed that Thomas was engaged to his girlfriend Heather. Nevertheless, the couple has since broken up.

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Chelsea Meissner

The hairstylist had an on-and-off relationship with her costar Austen during seasons 4 and 5 of the Bravo show, which aired from 2017 to 2018. While they were together, Shep made advances towards Chelsea, but their relationship never progressed beyond friendship.

Chelsea, who departed from the series before the commencement of the seventh season in 2020, made her relationship with sailor Nick Dana public in 2018. Although she discussed their long-distance love affair during the sixth season of the series, she has not shared any photographs of him since their trip to El Salvador in January 2020. In April 2023, Chelsea announced her pregnancy with her first child, but chose not to disclose the identity of the father.

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Landon Clements

Landon tied the knot with British entrepreneur James Maby, and their marriage lasted for a span of five years before she took part in the cast in 2015. In 2017, the interior designer bid farewell to the show following the conclusion of season 4, embarking on a new journey in California's residential real estate industry. During her time on the series, rumors circulated suggesting a romantic connection between Landon and Thomas. However, she clarified that they were simply long-time friends. Additionally, Landon shared a playful rapport with Shep, whom she has been acquainted with since their college days. In season 3, she disclosed her feelings of being "in love" with him.

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John Pringle

Prior to joining season 7 of the show,

John Pringle

In this article

Austen Kroll

Cameran Eubanks

Craig Conover

Kathryn Dennis

Madison LeCroy

Shep Rose

Thomas Ravenel

Southern Charm