The Ultimate Exposé: Unveiling the Juiciest Romance Connections Among the ‘Southern Charm’ Cast

The stars of Southern Charm are completely smitten with each other, leading to a tangled web of relationships, breakups, and intense drama. Starting from its debut in 2014 with season 1, original cast members Craig Conover, Shep Rose, and Kathryn Dennis have allowed fans to witness both the beautiful and complicated aspects of their love lives.

Craig's failed relationship with Kathryn led her to pursue romantic connections with both Whitney Sudler-Smith and Thomas Ravenel. Kathryn and Thomas had two children together before finally ending their tumultuous relationship in 2016.

Before the show even began, Shep's love life extended back to his involvement with Danni Baird. Later on, Shep became involved with Chelsea Meissner, who also caught the attention of Austen Kroll. In more recent years, Shep dated Taylor Ann Green from 2020 to 2022.

Austen's relationship turmoil has been consistently tumultuous throughout the years. It all started with his fierce pursuit of Chelsea's affections in season 4. Subsequently, he embarked on a relationship with Madison LeCroy before stirring up speculation of a romance with Taylor prior to season 9 in 2023.

Keep scrolling to discover the Southern Charm personalities who have become romantically involved:

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A Complete Guide to Who in the ‘Southern Charm’ Cast Has Dated Each Other

The Southern Charm stars can’t get enough of each other — and that’s created a dizzying web of relationships, break ups and drama.

Starting from season 1's debut in 2014, original cast members Craig Conover, Shep Rose, and Kathryn Dennis offered fans an unfiltered glimpse into the complexities of their love lives. Following Craig's failed relationship with Kathryn, she pursued both Whitney Sudler-Smith and Thomas Ravenel. Kathryn went on to have two children with Thomas before their intermittent romance came to an end in 2016.

Shep has been involved in various relationships throughout his time on the show. He initially dated Danni Baird before moving on to romance Chelsea Meissner, who was also pursued by Austen Kroll. From 2020 to 2022, Shep was involved with Taylor Ann Green.

Austen's relationship drama has been consistently intense throughout the years, starting with his determined pursuit of Chelsea's affection in season 4. Following this, he engaged in a relationship with Madison LeCroy before stirring up speculation of a romance with Taylor prior to season 9 in 2023.

Keep scrolling to discover which Southern Charm stars have formed connections:

Credit: Courtesy of Danni Baird/Instagram

Danni Baird and Shep Rose

Prior to being cast on the Bravo show, the two individuals had been in a romantic relationship. However, they have since maintained a friendship. In the course of the sixth season, which aired in 2019, Madison alleged that Danni had contracted chlamydia from Shep during their time together, a claim that both parties vehemently denied. Unfortunately, this hurtful accusation intensified the existing conflict between Madison and the rest of the group.

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Kathryn Dennis and Whitney Sudler-Smith

During season 1 of the series, which aired in 2014, Kathryn initiated a romantic involvement with Whitney before she began a committed relationship with Thomas. Whitney consistently denied their relationship until season 3 when he admitted to sleeping with Kathryn. In an unexpected twist during season 6, which aired in 2019, the mother of two stunned fans by revealing that she and Whitney had once again hooked up.

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Danni Baird and Thomas Ravenel

The former politician tried to woo Danni during season 1, but she stopped him from kissing her at the end of their one date.

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Kathryn Dennis and Thomas Ravenel

The duo first hooked up during season 1. They then dated on and off until 2016. The exes share daughter Kensie and son Saint, whom they welcomed in 2014 and 2015, respectively.

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Naomie Olindo and Craig Conover

Naomie and the founder of Sewing Down South were in a relationship for three years until they decided to end things in 2017. The ups and downs of their relationship were highlighted on seasons 3 to 5 of the Bravo series. On season 8, which premiered in the summer of 2022, the former couple revealed that they rekindled their romance in Las Vegas in 2021 and had another encounter in Charleston.

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Landon Clements and Shep Rose

During the airing of season 3 in 2016, Landon made a confession about her feelings for Shep, whom she had been acquainted with for years. In one episode, she expressed her jealousy towards his other relationship, while also admitting, "Well, maybe I love you. I've loved you for a long time. Of course, you've known." Shep, on the other hand, claimed to be unaware of her feelings and no further developments arose from their conversation.

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Thomas Ravenel and Landon Clements

In season 3, Landon formed a bond with Thomas, as he dealt with the complicated situation revolving around Kathryn's pregnancy. As season 4 unfolded, their connection seemed to grow stronger, encouraged by Patricia Altschul.

Landon, however, debunked any speculation about a romantic relationship with Thomas in a May 2017 interview with Entertainment Tonight. "Thomas and I have a strong bond as really good friends," she clarified. "We go way back, like forever-ever. He's more like a family member to me, akin to an uncle or cousin. Our relationship has never ventured into romantic territory and it never will."

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Shep Rose and Chelsea Meissner

The RelationShep alum attempted to romance Chelsea during season 4 but was shut down. He tried once more while drunk and again came up with nothing.

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Austen Kroll and Chelsea Meissner

After Shep tried and failed to date Chelsea, Austen made his move during season 4. The pair had a brief romance in 2017 before things fizzled out.

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Kathryn Dennis and Shep Rose

The podcast host, Kathryn, shared in 2018 that she had engaged in multiple encounters with Shep before and after giving birth to her two children with Thomas. Their on-screen dynamic has showcased a combination of friendship and flirtation throughout the years.

Credit: Courtesy Madison LeCroy/Instagram

Austen Kroll and Madison LeCroy

Fans first met Madison during season 6, which filmed in 2018, when she started seeing Austen. The twosome’s rocky romance lasted two years before their December 2020 split.

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Shep Rose and Taylor Ann Green

Taylor became a cast member of Southern Charm in 2020 during season 7, initially as Shep's girlfriend. However, for season 8, she became a full-time member. In July 2022, it was confirmed by Us that Taylor and Shep had ended their two-year relationship.

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Austen Kroll and Olivia Flowers

In May 2022, it was confirmed by Us that Austen and Olivia, a new addition to season 8, were romantically involved. However, during the reunion episode that aired in October 2022, Olivia confirmed that she and Austen were no longer in a relationship.

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Naomie Olindo and Whitney Sudler-Smith

Naomie has disclosed in season 8 that following the cast's doggy wedding, she and Whitney engaged in a kissing session. During an episode in August 2022, she mentioned, "Speaking of the dog wedding, I didn't tell you, but right after, I did kiss Whitney," while also expressing that it was enjoyable. Moreover, Naomie admitted, "He spent the night here."

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Austen Kroll and Taylor Ann Green

In this article

Austen Kroll

Craig Conover

Kathryn Dennis

Madison LeCroy

Shep Rose

Thomas Ravenel

Southern Charm