What Happened To Shep Rose & Sienna Evans After Southern Charm Season 10?

Shep Rose fell head-over-heels for Sienna Evans in Southern Charm season 10, making it seem like the Charleston playboy had finally found his soulmate, but their whirlwind romance didn’t last long, and here’s a closer look at what went down. Southern Charm has always been one of Bravo’s wildest reality shows, shifting the spotlight to different cast members each season. Familiar faces like Shep, Austen Kroll, and Craig Conover consistently remained at the heart of the drama, and Southern Charm season 10 was no exception.

If anything, it only reinforced the idea that love on Southern Charm is always a battlefield. Watching Shep’s one-sided romance unfold was tough. Since season 1, he’s been one of the show's more traditional cast members, but even he believed that an ayahuasca retreat might help change his behavior. Still, in season 10, Shep seemed like a changed man, possibly because he was taken by Miss Bahamas herself, Sienna Evans. Let’s dive into how Shep and Sienna’s relationship has evolved once filming for Southern Charm season 10 ended.

Shep & Sienna's Journey On Southern Charm Season 10

They Met Online

Shep and Sienna met on Raya, and he first spoke about their meetup, describing it as love at first sight. However, Sienna posted a carousel of images on January 7, with a cryptic message, "Love grows," which seemingly looked like she was addressing Shep's version of events. The audience saw Shep try to show how serious he was with Sienna throughout the Bahamas trip. He had made a grand gesture to bring down all his friends to hang out with his potential soulmate.

Shep seemed to think he'd move to the Bahamas and start his life there. However, his first night in the Bahamas didn't go as expected, and by day two, Sienna had opted to ditch all the group activities, resulting in Shep sending her a long text. When he read it aloud to his friends, Austen’s reaction stole the show—he was visibly cringing, almost crawling out of his skin. Shep poured his heart out in the message, even raving about Sienna’s perfect lips (via Bravo).

"No one else makes me feel the way that you do, no one! My heart sings when I'm with you, I have heard it from your perfect little freckled lips."

Several Southern Charm season 10 cast members reacted to his text, with some, like Rodrigo Reyes, describing it as cringeworthy. In contrast, others, like Molly O’Connell, who had shown interest in Shep, respected his take and didn't have much opinion about the incident. Shep and Sienna's relationship became confusing throughout Southern Charm season 10, such that even several costars, like Austen, didn't know what to make of it.

Sienna Officially Ended Things With Shep While Filming

She Was Never Invested In The Relationship

While Shep was all in on the relationship, Sienna didn’t feel the same. Although they appeared solid throughout most of the show, they had already gone their separate ways by the time the season wrapped. For those paying close attention, the cracks started to show earlier, especially after Sienna took a trip to Africa and began ghosting Shep.

Even though their relationship was featured during Southern Charm season 10, Shep later revealed on the Two Ts in a Pod podcast that things had started to fall apart. This was after an argument over flight tickets and a decision to take a break, eventually leading to their breakup. It wasn’t all that surprising that Sienna was the one to end things, especially since she refused to put a label on their relationship throughout the season.

In episode 11, Shep opened up about his feelings. He was caught saying he could see Sienna as the mother of his children. But while his emotions ran deep, Sienna wasn’t on the same page. She admitted that she didn’t feel the same way, revealing how one-sided things were.

Shep Moved On With Molly O’Connell For A Short Time

Their Connection Was Brief

Molly made it known she had a crush on Shep. The Southern Charm star was still healing from his breakup with Sienna. Still, he and Molly kissed and were together momentarily before going their separate ways. While the two seemed like they'd made a great couple, Shep confirmed on Andy's Watch What Happens Live that they weren't dating but had gone out several times. They also revealed they slept together, with Shep describing it as some "adult fun," showing nothing serious came out of their time together.

Sienna Is Living Her Best Life Without Shep

Sienna Seems Happy

Since Southern Charm season 10 ended, Sienna appears to be living her best life. The former beauty queen is still pursuing courses that matter to her, including attending women's empowerment summits. Sienna will be a panelist for a retreat on April 26, where she will discuss finding value in health, family, and wellness.

The former model and beauty queen based in the Bahamas hasn't stopped posting gorgeous pictures of her life, as she did on Valentine's Day. The Southern Charm cast member posted a picture of herself in a formal dress, holding flowers, with the caption, "Happy Valentine’s Day to the lovers & to the lovers only! Signed a certified lover girl" (via Sienna Evans). So, it seems life has been good without Shep in it.