Season 10 of Southern Charm documents Shep Rose's new relationship with Sienna Evans Miss Bahamas World. This relationship presented challenges due to its long-distance nature.
Shep Rose Expresses Uncertainty and Tension in Long-Distance Relationship with Sienna Evans on Southern Charm
On Season 10 of Southern Charm Shep Rose described feeling "twisted up" and unsure about his relationship with Sienna Evans. In Episode 8 Shep discussed with Austen Kroll and Craig Conover the difficulties of being in a long-distance relationship lacking constant contact with Sienna. During Episode 9 which aired on February 6 Shep admitted in a confessional to feeling insecure despite claiming not to be generally insecure. He stated he had not felt this uncertain in a relationship since he was 24 years old. He perceived an imbalance of power in the relationship noting Sienna might be "up here" while he is "down here". Shep also acknowledged his mind playing tricks on him when he is "really into somebody" and expressed frustration with this feeling.
Austen Kroll's "Bizarre" View of Shep Rose and Sienna Evans' Long-Distance Relationship
Austen Kroll a cast member of “Southern Charm” shared his perspective on Shep Rose’s relationship with Sienna Evans. In a January 2025 podcast interview Austen Kroll described Shep Rose's relationship with Sienna Evans as "bizarre". Austen Kroll expressed doubt in Shep Rose's ability to maintain a successful long-distance relationship. Austen Kroll suggested Craig Conover and he believe Shep's relationship with Sienna Evans was influenced by his previous breakup with Taylor Ann Green in 2022. Austen Kroll theorized Shep sought a deep connection similar to what he had with Taylor Ann Green after their breakup.
Shep Rose Details Breakup with Sienna Evans Citing Disagreement Over Flight Booking
Shep Rose explained that he and Sienna Evans took a break prior to their official breakup. Shep Rose mentioned unhappiness with Sienna Evans due to a disagreement about flight arrangements for a visit. He recounted Sienna Evans asking him to book her flight to North Carolina at the last minute despite her initial promise to handle it. Shep Rose booked the flight but conveyed his disappointment to Sienna Evans regarding her handling of the situation. According to Shep Rose Sienna Evans responded "indignantly" stating "Where I come from the man takes care of everything." This response prompted Shep Rose to suggest "taking a step back" which Sienna Evans agreed to.
Patricia Altschul Reveals Sienna Evans Approached Whitney Sudler-Smith Before Shep Rose on Dating App
Patricia Altschul a cast member on Southern Charm revealed Sienna Evans approached Whitney Sudler-Smith on dating app Raya before dating Shep Rose. Patricia Altschul mentioned this information during a conversation with Madison LeCroy in a recent episode. Patricia Altschul stated Sienna Evans contacted Whitney Sudler-Smith on Raya a dating application. Patricia Altschul indicated Whitney Sudler-Smith did not want her to disclose this information but Patricia Altschul chose to reveal it. Patricia Altschul and Madison LeCroy considered Sienna Evans's approach to both Whitney Sudler-Smith and Shep Rose as potentially motivated by ulterior motives.
Shep Rose Shares Text Messages with Austen Kroll Revealing Relationship Challenges with Sienna Evans
Shep Rose shared text messages with Austen Kroll on Southern Charm. In these messages Shep Rose described his emotional state and concerns about Sienna Evans after her return from Africa. According to text messages Shep Rose had not heard from Sienna Evans for two days after she returned from Africa. Shep Rose admitted to "spiraling" due to lack of contact from Sienna Evans. In text messages Shep Rose expressed worry to Sienna Evans emphasizing her importance in his life. He conveyed his love for Sienna Evans and mentioned making future plans involving her. Sienna Evans responded to Shep Rose in text saying she needed "space" due to personal struggles.