Kristin Cavallari is embracing her post-divorce life with renewed vigor, stepping back onto the dating scene after her breakup with Mark Estes. Confirming her new relationship on January 5, 2025, she described her partner as “a good guy with so much depth.” Though she has chosen to keep his identity private for now, sources indicate he is in his 40s, has children from prior relationships, and has already visited Cavallari in Nashville. This new romance signifies her positive outlook after the notable 13-year age difference she grappled with during her last relationship.
Following her split from Estes, Cavallari has been enjoying her single life, exploring new connections, and finding comfort in her independence. Reports mention she has been dating several individuals, primarily outside the public eye. She has expressed her optimism about this fresh start, claiming it is exactly what she “has been needing.”
During her candid Instagram stories Q&A, Cavallari also revealed she has had her eye on Hollywood's Kevin Costner, saying she has had the 69-year-old star as her “forever crush.” Despite emphasizing her preference for non-famous dates, she playfully invited her followers to “give him my number.” The interesting twist is both recently ended significant relationships—Costner with his ex-wife Christine Baumgartner and Cavallari with Estes—which creates common ground between the two.
While Cavallari has been keeping her options open, she’s been linked to up-and-coming personalities like country music star Chase Rice, comedian Jeff Dye, and “The Bachelorette” alum Tyler Cameron since her October breakup with Estes. Reflecting on her dating experience, she remarked, “When I was dating last fall, I was still doing split custody with my ex and I had every other week off from my kids, and that's changed.” This scenario has clarified her focus on children and work as priorities.
Kristin's co-parenting relationship with her ex-husband, Jay Cutler, whom she divorced in 2020 after ten years together, has also been under the microscope. She shared with Bunnie XO's Dumb Blonde podcast about the inevitable challenges of co-parenting three children: Camden (12), Jaxon (10), and Saylor (9). “It's been so up and down,” she admitted, highlighting the difficulties due to “zero f------ consistency” within the arrangement.
Despite the difficulties, Cavallari recalled one heartwarming moment from earlier this year when she and Cutler attended the same basketball game, calling it “the best thing ever.” She joked, “And we haven't sat together since,” illustrating the cartoon-like cut-and-dry nature of their interactions post-divorce.
Cavallari's approach to co-parenting continues to evolve. Although they may not share holidays together, she recognized the lesson this provides for their children, believing it will “make them stronger.” “Happiness for me is peace and making this home exactly how I want it,” she asserted during her podcast, indicating her commitment to establishing stability at home.
On the dating front, Cavallari has had her ups and downs, examining her connection with Morgan Wallen. She described their initial date positively, which included what she called “a true gentleman” experience, with Wallen meeting her kids during the first outing. The initial thrill was balanced by some stress, as she noted, “Morgan was the first guy… who wasn’t like just completely enamored with me,” throwing her off balance.
Despite the affectionate memories, Cavallari is mindful of her approach. “I love Morgan but I don’t want to be with Morgan,” she concluded, indicating her acceptance and comfort within her current state of independence.
Kristin Cavallari continues to navigate the intricacies of relationships and motherhood with resilience and courage. She remains focused on building her future, prioritizing her children's well-being, and finding joy within the unique challenges of modern relationships. With every new connection and experience, it looks like the reality TV star is stepping forward toward the happiness she envisions.