Shep Rose fell hard for Sienna Evans after only dating for a few months — but their romance was short-lived.
“Sienna and I met on this dating site. I used to be enthralled together with her,” Rose said during a December 2024 episode of Southern Charm. “I just think she’s so sexy.”
The couple, who sparked a romance in early 2024, dated long-distance all through their romance and before calling it quits that fall.
After their relationship fizzled out, Rose detailed considered one of their biggest fights that transpired after Rose purchased two tickets for the Miss Bahamas to travel to Charleston. Ahead of her third visit, Rose was surprised to learn that Evans — who was 26 years old on the time — hadn’t booked her flight.
“She was like, ‘Hey, I’ve been really busy. Will you only get my flights?’ … I said yeah, OK, and I bottled it up,” Rose recalled during a December 2024 appearance on the “Two Ts in a Pod” podcast. “After which after the weekend, I said something to her… I said, ‘I actually need to get this off my chest … I just don’t appreciate the way in which that was handled.”
He noted, “I made a whole lot of plans and I took care of the whole lot” and asked her to “meet me somewhere in the center.” Rose identified he was “not a desperate man who’s flying girls around.”
Evans allegedly responded, “Where I come from, the person takes care of the whole lot,” which led to a temporary split. The twosome eventually reconnected before calling it quits for good.
Scroll all the way down to see Rose and Evans’ whirlwind romance from the beginning:
January 2024
Eagle-eyed fans noticed that Shep began to comment on Evans’ social media posts in the brand new 12 months. “Love grows,” Evans captioned a photograph of roses blooming on January 7.
“I’ve never heard that song before in my life. However it has my last name in it. So I’ll support,” Rose replied, referring to Edison Lighthouse’s full song title, “Love Grows (Where My Rosemary Goes)” from their 1970 hit.
Evans cheekily wrote back within the Instagram comments, “‘You’re so vain … you almost certainly think this song is about you …’”
March 2024
Rose revealed during a season 10 episode of Southern Charm that he first told Evans he “loved her” once they were in Palm Beach, Florida in March 2024. “I meant it. I felt it,” he said of the large moment.
April 2024
The model met the majority of Rose’s friends during a visit to Charleston, which was filmed for season 10 of Southern Charm. During her trip, she attended a Doggy Parton birthday bash for Rodrigo Reyes’ pooch.
May 2024
Rose brought his Bravo castmates all the way down to the Bahamas to see Evans while they were dating. The getaway was captured on film for season 10 of the truth show. In the course of the episode, which aired in 2025, Rose revealed he hadn’t seen Evans in person in “over a month and a half.”
November 2024
Rose teased his and Evans’ relationship status at Bravo Fan Fest, saying, “I don’t know if I would like to disclose due to Season 10, but I used to be right there and I got pretty cut down, let’s just say. And it’s all on the market for everybody to see, so.”
He seemingly confirmed he was single again, revealing that he was back on the dating app Raya. Rose noted this time around that he upped his minimum dating age to “28 and above,” whereas it was 26 years old.
December 2024
Evans made her Southern Charm debut during season 10, episode 2, while on a FaceTime call with Rose. The next episode, Evans showed up in person to attend a dog party in Charleston where she was introduced to his ex Taylor Ann Green. (Green and Rose called it quits in July 2022 after two years of dating.)
“Nice to fulfill you. I’ve heard a lot about you,” Evans told Green within the episode. Green replied, “Oh, thanks. Well, hopefully good things. Were they good?” Evans then responded, “Mostly.”
As Rose and Evans’ relationship played out on the Bravo series, the TV personality got real about his feelings for her pre-split.
“She was a really interesting girl,” Rose revealed during a December 2024 appearance on the “Two Ts in a Pod” podcast. “I actually liked talking to her and spending time together with her, and we had a whole lot of very lovely, tender moments, and it was not for nothing. I mean, don’t imagine the whole lot you see on TV.”
January 2025
The cracks in Rose and Evans’ relationship became more evident throughout the January 30 episode of Southern Charm. Rose explained to pal Austen Kroll that after Evans traveled to Africa, she began to ghost him.
“I used to be kinda spiraling,” Rose explained, noting that when Evans eventually texted him, she said she needed “space.” Rose later confessed, “My fear, my paranoia is there’s some f—ing dude.”
Elsewhere within the episode, Patricia Altschul told Madison LeCroy that Evans approached her son, Whitney Sudler-Smith, before Rose began pursuing her. “It screams ulterior motives to me,” Altschul said of Evans “angles.”
February 2025
Rose admitted throughout the February 6 episode of the Bravo series that he wasn’t “quite sure” where he and Evans stood. “There’s a component of me that thinks … we kinda remember how much we make one another blissful, and we move from there,” Rose said of his hopes for his trip to the Bahamas to see Evans.
Once the group was within the Bahamas, which was highlighted in multiple February episodes, it became clear that Rose was more enthusiastic about Evans than she was about him.
“I do know where I stand. I don’t know where she stands,” Rose told his friends throughout the February 13 episode, while Craig Conover and Kroll claimed that Evans was leading Rose on.
When Evans showed as much as the resort, Rose told her how much he loved her and missed her, and he or she didn’t give back the identical energy. “I’m wildly, wildly drawn to you and I’m actually in love with you,” Rose confessed. Evans responded, “I feel like we never kinda defined what the connection was.”
The Southern Charm stars can’t get enough of one another — and that’s created a dizzying web of relationships, break ups and drama. Starting with season 1, which premiered in 2014, OG stars Craig Conover, Shep Rose and Kathryn Dennis let fans see the nice, the bad and the messy parts of their romantic relationships. […]
Evans broke her silence concerning the relationship on February 19, first clearing up Sudler-Smith’s claims that they connected on Raya before Evans met Rose. Evans alleged via TikTok that it was Sudler-Smith who “direct requested” her first.
She explained that it felt like a “total catfish” when she did meet Sudler-Smith in person while visiting Rose in Charleston because she “didn’t recognize him” based on his photos. It wasn’t until she was stateside with Rose that she allegedly realized they knew one another — or that Sudler-Smith previously messaged her.
Evans also claimed that despite her grandmother being a Southern Charm fan, she didn’t know Rose was on the series once they first connected on Raya. “He messaged me and he was like, ‘Oh, you’re from the Bahamas? I at all times go to the Bahamas, I like the Bahamas,’” she recalled. “And I used to be like, ‘Oh, he’s cute,’ or whatever, and that’s how we met. After which he followed me on Instagram and we began talking on Instagram and that’s sort of how things began.”
