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Austen Kroll’s romantic life has been a whirlwind of relationships and flings, often playing out in front of the cameras on various reality television shows. His first notable on-screen romance was with Chelsea Meissner during season 4 of Southern Charm in 2017. Though short-lived, their connection lingered into season 5, creating tension with Austen’s then-girlfriend Victoria, who questioned his loyalty to her due to his maintained friendship with Chelsea. This pattern of overlapping relationships and lingering feelings would become a recurring theme in Austen’s love life.

Following his relationship with Victoria, Austen embarked on a highly publicized, turbulent two-year relationship with Madison LeCroy. Their on-again, off-again romance, filled with drama and public disputes, ultimately ended in December 2020. The breakup marked a turning point, leading to speculation about Austen’s subsequent romantic endeavors. Shortly after his split from Madison, rumors began circulating about a potential romance with reality star Kristin Cavallari. They were spotted partying together in late 2020 and again in June 2021, though both parties consistently denied any romantic involvement, insisting their interactions were purely platonic within a larger friend group.

Austen’s foray into the Winter House spinoff in early 2021 brought another brief romantic entanglement with Ciara Miller. Their flirtation continued during his visit to the Hamptons that summer, which unfolded on season 6 of Summer House. However, his involvement with Ciara became complicated by a kiss he shared with longtime friend Lindsay Hubbard during his stay at the Summer House, creating a rift within the group and further demonstrating Austen’s tendency to become entangled in complex romantic situations.

In May 2022, Austen confirmed his relationship with Olivia Flowers, a newcomer to the Southern Charm cast for season 8. Their relationship initially seemed promising, offering a fresh start for Austen after a series of tumultuous romances. However, their connection wasn’t built to last. By the Southern Charm season 8 reunion, which aired in October 2022, Olivia revealed that she and Austen had parted ways, adding another chapter to his chronicle of short-lived relationships.

The beginning of 2023 saw Austen embroiled in yet another wave of relationship drama, this time involving fellow Southern Charm cast member Shep Rose’s ex-girlfriend, Taylor Ann Green. Rumors of a hookup between Austen and Taylor swirled, initially denied by both parties. However, during an October 2023 episode of Southern Charm, Austen confessed to Shep that he and Taylor had shared a kiss, though he maintained that their interaction went no further. This incident further complicated Austen’s relationships within the Southern Charm circle, adding a layer of awkwardness and tension to the group dynamic.

Finally, a semblance of stability seemed to arrive for Austen in early 2024 when he introduced his girlfriend, Audrey Pratt, to the public via Instagram. Sharing photos of a group trip to Mexico, Austen officially confirmed his relationship with Audrey, signifying a potential shift towards a more settled romantic life. Whether this relationship will prove to be a lasting connection or another short-lived chapter in Austen’s romantic history remains to be seen. His past patterns suggest a tendency towards complex and often overlapping relationships, leaving audiences to wonder if he has finally found a stable and lasting partnership with Audrey. Time will tell if this new romance marks a turning point in Austen’s search for love or if it’s just another stop on his ongoing journey through the world of relationships.

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