For Bravo fans, “Southern Charm” is more than just a reality show—it’s a tangled web of friendships, flirtations, and romances set against the backdrop of Charleston’s tight-knit social scene. Since its debut in 2014, the series has thrived on the messy, magnetic connections between its castmates, many of whom have known each other for over a decade.
From Shep Rose’s playboy reputation to Kathryn Dennis’ headline-making love life, the show’s dating history is a rollercoaster of hookups, breakups, and the occasional “did that really happen?” moment. With season 10 bringing fresh faces and old flames back into the mix, it’s time to unravel the romantic pasts of Charleston’s most charming crew. Here’s your guide to who’s dated who on “Southern Charm.”
The Original ‘Southern Charm’ Players: Shep, Craig, and Whitney
Shep Rose, Craig Conover, and Whitney Sudler-Smith have been fixtures since season 1, and their love lives have fueled plenty of drama. Rose, the self-proclaimed bachelor, has left a trail of connections across the cast. He had an on-again, off-again fling with Dennis, confirmed by her in a 2018 podcast, though it never turned serious. His two-year relationship with Taylor Ann Green was a fan favorite until his reluctance to commit ended it in 2022—followed by a quick rebound with newcomer Salley Carson.
Rose also “hung out” with Chelsea Meissner before she fell for Austen Kroll, sparking tension, and had a college-era hookup with Landon Clements that stayed platonic on-screen. Even Danni Baird couldn’t escape his orbit, sharing a complicated early-season romance.
Conover, meanwhile, has been the group’s steady heartthrob. His nearly three-year romance with Naomie Olindo, which began in college and ended in 2017, was a cornerstone of the show’s early years. They briefly rekindled things in 2021 with a Las Vegas hookup, but it fizzled. Craig’s three-year stint with “Summer House” star Paige DeSorbo ended in December 2024, leaving fans wondering what’s next—especially since he’s denied rumors of a fling with Dennis despite cast trip speculation.
Sudler-Smith, the show’s producer and a quieter romantic figure, hasn’t escaped the dating pool. He fell hard for Dennis in season 1, only to lose out to Thomas Ravenel, bruising his ego. Years later, in 2022, he dated Olindo—a “slow build” that irked her ex, Conover, for breaking “bro code.” Newcomer Molly O’Connell also revealed a years-long, on-and-off fling with Sudler-Smith in season 10, hinting at lingering feelings.
Austen Kroll’s Romantic Ripple Effect
Kroll arrived in season 4 as Rose’s buddy, but his love life quickly stirred the pot. His three-year, on-and-off relationship with Madison LeCroy was a stormy highlight, ending for good in 2020.
Before that, he dated Meissner in seasons 4 and 5, a pairing that seemed perfect until life goals diverged. Kroll’s brief romance with Olivia Flowers in season 8 ended dramatically when he wouldn’t commit, and his kiss with Green—Rose’s ex—sent shockwaves through the group in 2023.
While he didn’t officially date Green, their flirtation tested their loyalties. Kroll’s now with Audrey Pratt, who debuted on Instagram in 2024, but his past keeps fans guessing.
Kathryn Dennis and the Ladies of Charleston
Dennis was the wild card of season 1, juggling hookups with Sudler-Smith, Rose, and a flirtation with Conover before settling into an on-and-off relationship with Ravenel, with whom she shares two kids.
Post-TRav, she and Rose kept things casual over the years, while a rumored 2019 fling with Sudler-Smith was hotly debated (and denied by him).
LeCroy, meanwhile, went from Kroll’s longtime love to a media frenzy after a flirty 2021 fling with Jay Cutler and a “never physical” connection with Alex Rodriguez. She’s now happily married to Brett Randle, expecting their first child in 2025.
Green, post-Rose, kissed Kroll and sent flirty pics to Sudler-Smith, but she’s since settled with Gaston Rojas—despite newcomer Salley Carson’s past with him.
‘Southern Charm’ Newcomers Stirring the Pot
Season 10’s fresh faces have their own ties. O’Connell’s fling with Sudler-Smith adds a layer of intrigue, while Carson’s history with Rose and Rojas ties her to Green’s orbit. Venita Aspen, a breath of fresh air since season 7, “dated” Jarrett “JT” Thomas briefly in 2024 before he ghosted her for Ali Perless, leaving her frustrated on-screen.
JT, for his part, pined for Green in season 9 but never won her over. Flowers moved on from Kroll to Rod Razavi for a few season 9 dates, and now she’s engaged to Alex Williams as of 2024. Rodrigo Reyes, a season 9 addition, brings stability with his nine-year romance and 2024 engagement to Tyler Dugas.
Not everyone’s love life is a cast crossover, though. Leva Bonaparte has been married to Lamar Bonaparte since 2013, keeping her romance off the drama radar. Patricia Altschul, the group’s matriarch, stays above the fray, while her son’s off-screen relationships—like his six-year stretch with Larissa Marolt and a brief fling with Daisy—offer a quieter counterpoint.
From Rose’s wandering heart to Kathryn’s chaotic flings, “Southern Charm” has turned Charleston into a dating playground for over a decade. Season 10 proves the past still haunts every hookup and heartbreak, whether it’s Kroll’s kiss with Green or Sudler-Smith or Rose’s tangled ties with Molly and Salley.
“Southern Charm” airs Thursdays on Bravo.
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Southern Charm: A Complete Guide to Who Has Dated Who