uring Season 10, Episode 10 of Southern Charm, Shep Rose was left placing call after call at the airport when he went to visit his then-girlfriend, Sienna Evans, in the Bahamas and she didn't show up to greet him. And during the Southern Charm After Show, he had a chance to think back on how he felt at the time.
“This is my life, and this is my soul or whatever you wanna call it. And I was just like, ‘You're playing games here. Like, I should be driving this bus," he explained while chatting with Austen Kroll. "I’m not trying to rock the boat. I understand that there's trouble in paradise — no pun intended — but I got quite angry about it."
Shep was particularly upset because in his eyes, he and Sienna were on track for a serious relationship. "She was supposed to come with my whole family to Italy, and we were gonna go see Coldplay in Milan and then go meet my family in Positano. Is that not a relationship? I mean, who does that? Who makes that plan?”
What did Austen Kroll think about Shep's girlfriend, Sienna?
Austen said on the Southern Charm After Show that he felt “incredibly bad” for his buddy. “I'm not trying to be heartless here. For me, it's making me angry towards her. I'm like, ‘Why do all this then? Why did you do all this? Why, why, why?" he said.
How does Craig Conover feel about Sienna and Shep's relationship?
Craig Conover explained on the Southern Charm After Show that had a theory about Shep and Sienna. “I mean, my theory the whole time was he has never been as happy as he was when he was with Taylor [Ann Green],” he said. “And he's chasing that relationship. Like, he wants that feeling again. And he met a girl that he could see work in his head and he was like, ‘I need this to work so I can be happy again.’"
Still, Craig was all for the relationship working out. "I started smiling from the moment he told me we were going to the Bahamas," he added. "I was like, 'We're going to find Sienna. This is amazing.' I did want him to give her the benefit of the doubt. Austen was just like, ‘Just stop talking to her.’ I was like, ‘Look, long distance is hard. You have to trust each other and you can't let your deepest insecurities run the roost.’"
But then, Craig saw how things were working out.
“She went to South Africa and didn't call him and she went to Cuba and didn't call him,” the pillow magnate added. “Then we went to the Bahamas and she didn't greet us at the airport.”
