Season 10 of Southern Charm introduced viewers to Shep Rose’s new love interest after his split from his co-star Taylor Ann Green. In Episode 2, viewers see Shep FaceTiming his long distance girlfriend, Sienna Evans, who not only lives in the Bahamas, but is Miss Bahamas.
Shep revealed that he met Sienna on a dating site, and the two seemed to hit it off even with their 18-year age difference. Despite being with Sienna for just a few months and seeing her in person “for six weekends,” Shep was already making future plans with her.
However, as Episode 8 revealed, Shep’s relationship is being questioned by his cast after learning she might just be a Southern Charm superfan.
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Shep Rose Saw A Future With Sienna Evans
Shep Rose Was Willing To Live In The Bahamas For His Girlfriend
When fans are first introduced to Sienna Evans, in Season 10, Shep Rose appeared to be very much in love. Shep shared that he was “enthralled” by Sienna, a pageant queen and model, despite the couple rarely seeing one another as Sienna called the Bahamas home. However, that didn’t seem to bother Shep, as he made it clear in Episode 2 that he’d fly out to the Bahamas at any moment, given she had time out to see him with her busy schedule.
In Episode 7, Shep chats about his relationship with Craig Conover and viewers learn just how deeply invested he is in this relationship. He admits it’s way different from his previous romance with Taylor, who he dated for two years.
“The crazy thing is, I don’t get that into girls. So for it to happen so quickly after Taylor was a little bit of an epiphany,” he shared.
During their conversation, Shep revealed that he had already told Sienna he loved her. “We were not clothed, I’ll say that, … And then I said it a couple more times,” he spilled. He also let Craig know that he was only seeing Sienna, and hoped she was doing the same as they continued a long distance relationship.
Shep revealed major future plans with his girlfriend. Viewers were certainly seeing a new side to Shep they’d never seen before. In a confessional, Shep states:
“It’s the first time I’ve really thought about the future seriously with somebody…”
The scene then cuts to Shep discussing his future with his friend, Austen Kroll. Shep expressed that he was looking forward to moving his life to the Bahamas, having children, and getting a motel by the beach with Sienna.
“You don’t have those fantasies if you don’t feel strongly about someone. The feeling is there,” he adds in his confessional. In Episode 3, he tells Austen, “I do think about the future with her, 100%.”
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Shep’s Co-Stars Called Sienna A “Stalker” And Fan Of Southern Charm
Miss Patricia Revealed Sienna Evans Messaged Whitney Sufler-Smith On Raya
Sienna might be with Shep for all the wrong reasons, according to Patricia Altschul and Madison LeCroy. In Episode 8, the women have a champagne and caviar sleepover at Miss Patricia’s historic Charleston home where the socialite drops a bomb about Miss Bahamas.
However, Madison was first to bring up Sienna after the women had met for the first time at Rodrigo Reyes’ Doggy Parton party. In a flashback, Sienna shares that her grandmother is “like the President of the Southern Charm fan club,” in the Bahamas. In fact, she reveals that her grandmother is,
“The reason I even went on a date with Shep in the first place.”
There’s certainly a ton of red flags here, and Madison knows it. However, Miss Patricia has some news that could drastically change Shep and Sienna’s relationship. The Bahamas native did not disclose to Shep that she actually reached out to her son, Whitney Sudler-Smith, first, on the celebrity dating app, Raya. (After Craig and Paige DeSorbo split, the former was spotted on the exclusive dating app).
“I said to Whitney, ‘You owe it to Shep to tell him,'” Miss Patricia shared, to which Whitney allegedly replied that he wasn’t going to tell him. The Charleston socialite believes Sienna has “ulterior motives,” and both women agree that she may just be a Southern Charm fanatic, or as they put it, “a stalker.”
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Are Shep And Sienna Dating Today?
Sienna Asked For “Space” In Season 10, Episode 8
Although viewers see Shep and Sienna dating in Season 10, they are no longer a couple. Shep revealed that he was very much single while attending Bravo Fan Fest in Miami in November 2024. In fact, he told fans that he was back on Raya, and looking for someone “28 and above.”
Further explaining his short-lived romance with Sienna, he shared:
“Obviously Taylor and I’s relationship ended, and I was convinced that I wouldn’t meet anyone that I felt strongly about for a while. I don’t know why I thought that, I was just like, it’s hard to find—and it is hard to find — but sometimes it can happen right on top of each other after a relationship.” “And I thought that that was this, and I was super optimistic. And we were saying very, very nice things to each other.”
“So, it was interesting. Long distance is tough, though.”
There appeared to be cracks in their relationship in Episode 8. While meeting up with Austen, Shep shared that he was “spiraling” when Sienna didn’t message him for two days. However, when she finally did, she admitted that she just needed some space.
In fact, the camera panned over to his text messages with Sienna to reveal that he was fully committed to her and wasn’t lying about seeing a future with her.
The text thread read as follows:
Shep’s texts start with him telling Sienna: “You’re an important part of my life. And I was worried about you. And I like it honestly because it means I care. I like caring. It makes me a better person. I don’t like not talking to you.”
The text was followed up with: “Because I love you. And I’m happily making plans for the future as with us in mind. I wanted to get on a plane and find you this weekend. I didn’t have to film.”
After sharing a selfie of the two, and texting her, “And wanted to do this and other things,” Sienna replied to Shep. “Okay I’m sorry. I’ve just been going through a lot and I kinda need the space.”
Shep’s last text read, “Ok. But part of the way that I’ve been feelings towards you is that I want to share everything with you. Good and bad. And I’m usually the king of keeping everyone at arms length…”
While the two are no longer a couple, fans will continue to see their relationship play out in Southern Charm, including Shep finding out that Sienna had allegedly reached out to Whitney on Raya. The trailer also sees the cast on a trip to the Bahamas, but it doesn’t look good for Shep.
