Shep Rose Clears the Air on Relationship With Molly O’Connell After Their Fling tram

Southern Charm fans are finally getting an update on Shep Rose and Molly O’Connell’s relationship.

“Shep, are you and Molly dating?” Andy Cohen asked during the Thursday, March 27 episode of Watch What Happens Live.

“No, not currently, no,” Shep, 44, responded. “We hung out a couple times, and it was a lot of fun and she’s great.”

Andy, 56, was quick to clock Shep’s hesitant response.

“It’s OK,” the host joked. “You seem like you’re on the witness stand.”

Shep and costars Austen Kroll and Craig Conover started laughing at Andy’s reply.

The Southern Charm men were on WWHL after part 1 of the show’s season 10 reunion, which aired that same night.

During the season 10 finale, which aired last week, Molly, 37, and Shep kissed multiple times during a full cast party. It was also alluded to that they slept together, ending Molly’s sex-drought, which was referenced during the season. The duo confirmed during Thursday night’s reunion that they did sleep together that night and “one more” time before Shep left Charleston to travel for most of summer and fall 2024.

“We had some adult fun,” Shep quipped.

Some of the cast, including Shep’s ex Taylor Ann Green, were hesitant when it came to him and Molly being romantically involved. However, Madison LeCroy was fully on board, noting that “this version of Shep,” is someone she’s OK with dating Molly.

 
Molly, for her part, was proud of Shep for “actively trying to better” after admitting he was partying too much in the past. But things between them, however, haven’t gone much further than a hookup.

During the majority of Southern Charm season 10, Shep was head-over-heels for Sienna Evans, who he was (kind of) dating at the time.

 
The 26-year-old Bahamas native hosted the Southern Charm cast in her home country but hardly spent time with any of the Bravo show’s stars — especially not her then-boyfriend. They eventually split on camera.

Shep and Sienna were first linked in early 2024 and spent the majority of their relationship doing long-distance. During this most recent season of Southern Charm it was alleged that Sienna had reached out to Shep’s costar Whitney Sudler-Smith first. Sienna’s motives were also called into question when it was revealed that her grandmother was a huge fan of the Bravo show.

Sienna has since shared various TikTok videos, breaking down the timeline of events, noting that she was “not a liar” and sharing “proof” regarding when she talked to Whitney and Shep.