Kevin Costner’s romantic life has become a subject of public fascination since his highly publicized divorce from Christine Baumgartner in 2024. The 70-year-old Academy Award-winning actor, known for his iconic roles in films like “Dances with Wolves” and the hit series “Yellowstone,” has been guiding the complex world of dating after nearly two decades of marriage. Following a messy divorce that involved heated disputes over child support, property division, and custody arrangements, Costner has emerged with a renewed sense of optimism about finding love again.
The actor’s post-divorce journey has been marked by numerous dating rumors, celebrity connections, and speculation about his romantic preferences. From alleged encounters with A-list celebrities like Jennifer Lopez and Jewel to his clear preference for non-Hollywood partners, Costner’s dating life has provided endless fodder for entertainment media. What makes his story particularly compelling is his candid approach to discussing love and relationships, expressing genuine hope that romance could still be in his future while maintaining his focus on his children and career.
As Costner enters this new chapter of his life, he’s been strategic about his approach to dating, reportedly having his team help arrange introductions while being selective about the type of partner he seeks. His journey reflects the challenges many face when rebuilding their romantic lives after a significant relationship ends, particularly in the public eye.
The Aftermath of Divorce: Costner’s Emotional Recovery
Kevin Costner (Image via Getty)
The divorce from Christine Baumgartner took a significant emotional toll on Kevin Costner, who admitted to being “totally blindsided” by his ex-wife’s decision to end their 19-year marriage. The couple, who share three children together – Cayden, 17, Hayes, 16, and Grace, 14 – went through a contentious legal battle that lasted months and involved disputes over everything from child support to household items.
Costner’s confidence reportedly “took a nosedive” following the divorce, as he struggled to adjust to single life after nearly two decades of marriage. The actor had grown accustomed to having “a pretty wife who made their home beautiful and took care of everything when he was away on long shoots,” making the transition to independence particularly challenging. The divorce settlement ultimately required Costner to pay $63,000 monthly in child support, while Baumgartner received $200,000 for a new home, property tax coverage, and homeowner’s insurance.
Adding to the emotional complexity, Baumgartner quickly moved on with Josh Connor, a financier who was reportedly once Costner’s friend. The pair announced their engagement in January 2025, which undoubtedly added another layer of difficulty to Costner’s healing process. Despite these challenges, Costner has maintained his focus on co-parenting and has expressed that his primary concern remains the well-being of his children.
Current Dating Status: Who’s Kevin Costner Seeing?
Kevin Costner (Image via Getty)
As of 2025, Kevin Costner appears to be actively dating but hasn’t confirmed any serious romantic relationships. Multiple sources indicate that the actor has been having his agent and close friends arrange introductions with potential partners, suggesting a more structured approach to finding love. This methodical strategy reflects both his celebrity status and his desire to find a meaningful connection rather than casual encounters.
Recent sightings have included lunch dates with what media initially reported as a “mystery woman,” though sources later clarified that his companion was actually his long-time assistant, indicating the challenges of maintaining privacy in his dating life. The incident highlights how every public appearance is scrutinized for romantic implications, making genuine relationship-building more complex for the Hollywood star.
Costner’s approach to dating in 2025 appears focused on “figuring out his projects and carving out time for his personal life,” with sources noting that “he wants to get out more and maybe meet the right person” while maintaining an optimistic outlook about his romantic future. This balanced approach suggests he’s learned from past experiences and is prioritizing both personal fulfillment and professional responsibilities.
Celebrity Connections and Dating Rumors
Kevin Costner’s post-divorce dating life has been linked to several high-profile women, though most of these connections have been either denied or remain unconfirmed. The most notable rumored relationship was with singer Jewel, following their appearance together at a charity event on Richard Branson’s Necker Island in December 2023. However, Costner definitively addressed these rumors during a Howard Stern interview, stating, “She’s beautiful and smart… It just has never happened for us.”
More recently, Costner sparked dating speculation when he was spotted with Jennifer Lopez at the mountain hotspot Kemo Sabe in Aspen, Colorado, in December 2024. The sighting generated significant media attention, particularly given Lopez’s own recent high-profile divorce from Ben Affleck. However, neither party has confirmed any romantic involvement, and the encounter may have been purely coincidental or friendly.
Other celebrity connections have included playful interactions with media personalities. Television host Hoda Kotb was suggested as a potential match by mutual friend Rachel Smith, to which Costner responded with humor, saying, “I know how to meet girls if I have to.” Reality star Kristin Cavallari has publicly declared Costner her “forever crush” and encouraged him to contact her. These interactions demonstrate the actor’s appeal across different demographics and his ability to handle romantic speculation with grace and humor.
Costner’s Dating Preferences: Why He Avoids Hollywood
One of the most revealing aspects of Kevin Costner’s current dating approach is his clear preference for non-Hollywood partners. Multiple sources have confirmed that “Kevin doesn’t like dating Hollywood actresses and Hollywood people. He likes a more average woman.” This preference represents a significant shift from typical celebrity dating patterns and suggests Costner values authenticity and normalcy over fame and glamour.
Insiders explain that Costner “dislikes dating Hollywood actors and celebrities” and instead “prefers women who are more typical and average.” This preference likely stems from his desire to find someone who can provide stability and a genuine connection rather than the complications that often come with high-profile relationships. Given his experience with the intense media scrutiny surrounding his divorce, choosing partners outside the entertainment industry may offer more privacy and less public pressure.
This dating philosophy also aligns with Costner’s broader life approach, as he’s consistently emphasized the importance of family, authenticity, and meaningful relationships over superficial Hollywood connections. His preference for “average” women suggests he’s seeking someone who can relate to his desire for a grounded, family-oriented lifestyle despite his celebrity status.
Reconnecting with the Past: Relationship with First Wife Cindy Silva
Kevin Costner (Image via Getty)
An unexpected development in Kevin Costner’s post-divorce journey has been his renewed friendship with his first wife, Cindy Silva, whom he was married to from 1978 to 1994. The former couple, who share three adult children – Annie, Lily, and Joe – have reportedly become close friends again, with Silva providing emotional support during Costner’s difficult divorce from Baumgartner.
This reconciliation is particularly remarkable given their own tumultuous divorce history. Their 1994 split was one of the most expensive celebrity divorces at the time, with Costner paying Silva $80 million in settlement. The divorce occurred amid reports that Silva was unhappy with her husband’s rising Hollywood fame and the lifestyle changes that came with it.
Now, decades later, their relationship has evolved into a supportive friendship. Sources indicate that Silva “has been helping him deal with his heartbreak in recent months because she is a wise woman,” and that Costner “truly values how their heartbreaking breakup has resulted in such a lovely friendship.” Their three adult children have served as the “glue” that has held the ex-partners together, allowing them to spend quality time together and frequently gather for family celebrations.
Halsey, the Grammy-nominated singer-songwriter born Ashley Frangipane, has audiences not only with her powerful vocals and genre-blending music but also with her high-profile romantic relationships. From fellow musicians to actors and writers, the “Without Me” hitmaker’s dating history reads like a who’s who of entertainment industry talent. Currently engaged to actor Avan Jogia, Halsey’s love life has been a source of inspiration for many of her hit songs and has consistently made headlines throughout her career.
The 30-year-old artist has never shied away from being open about her relationships, often incorporating her romantic experiences into her music. Songs like “Without Me” and “You Should Be Sad” contain easter eggs about her past relationships, giving fans intimate glimpses into her personal life. As a single mother to son Ender and someone living with a chronic illness, Halsey has navigated the complexities of dating in the public eye while maintaining authenticity about her experiences.
Her relationship timeline spans nearly a decade of public romances, each bringing its own unique dynamics and challenges. From her early days dating musicians like Matty Healy and G-Eazy to her more recent engagement to Avan Jogia, Halsey’s romantic journey reflects her evolution as both an artist and a person. Her openness about love, heartbreak, and healing has resonated with millions of fans who see their own experiences reflected in her music and public statements about relationships.
Current Relationship: Engaged to Avan Jogia
Halsey and Avan Jogia (Image via Getty)
Halsey is currently engaged to Canadian actor Avan Jogia, best known for his roles in “Victorious” and “Zombieland: Double Tap.” The couple began dating in fall 2023 and confirmed their engagement in September 2024. Their relationship became public when they were spotted kissing and holding hands at a live show in Los Angeles in September 2023.
The engagement announcement came via social media, where Halsey corrected a post that referred to Jogia as her boyfriend, writing “fiancé Avan Jogia.” In interviews, Halsey has been effusive about Jogia’s impact on her life, calling him her “biggest fan” and praising his compassionate nature. She has spoken about how meaningful it was to find someone who accepted her completely, including her role as a single mother and her health challenges.
Their Relationship Milestones
The couple’s relationship has progressed steadily since they first went public. They made their red carpet debut in April 2024 and have been spotted on numerous dates, including Lakers games and supermarket outings. Halsey celebrated Jogia’s birthday in February 2024 with a loving Instagram tribute, and they attended the premiere of “Babygirl” together in December 2024.
In February 2025, Halsey shared the story of Jogia’s proposal, giving fans insight into their romantic milestone. The couple has maintained a relatively private relationship while still sharing glimpses of their happiness on social media.
Past Relationships: A Timeline of Love and Heartbreak
Alev Aydin (2020-2023)
Before Jogia, Halsey’s most significant relationship was with writer and producer Alev Aydin. The couple met when Aydin was tasked with writing Halsey’s biopic, and their professional relationship blossomed into romance. Their relationship became particularly meaningful when they welcomed their son, Ender, in July 2021.
Halsey and Aydin collaborated professionally as well, releasing the music video for “So Good” in June 2022, which featured home videos documenting their relationship. The couple regularly shared their happiness on social media, with Aydin posting sweet Valentine’s Day tributes in 2023.
However, their relationship ended amicably in April 2023, with both parties committed to co-parenting their son. Court documents revealed that Halsey petitioned for full physical custody and joint legal custody of Ender.
Evan Peters (2019-2020)
Halsey (Image via Getty)
Halsey dated “American Horror Story” actor Evan Peters from September 2019 to March 2020. Their relationship became Instagram official in October 2019, and Halsey has shared amusing anecdotes about their time together, including how she first met all of Peters’ friends while dressed as Marilyn Manson for Halloween.
The relationship ended by March 2020, with fans speculating about the breakup when Halsey deleted most photos with Peters from her Instagram account.
Other Notable Relationships
Halsey’s dating history includes several other high-profile romances with fellow entertainers. She dated British musician Yungblud (Dominic Harrison) from January 2019 to April 2020, with their relationship overlapping slightly with her time with Peters. There were rumors of a brief rekindling with Yungblud in 2020, though this was never confirmed.
The singer also had relationships with rapper G-Eazy and The 1975’s frontman Matty Healy earlier in her career. Her debut EP “Room 93” is rumored to be about her relationship with Healy, while her song “Him and I” reportedly draws from her time with G-Eazy. Additionally, she had a brief relationship with model and actress Cara Delevingne in September 2020.
How Relationships Influence Halsey’s Music
Halsey’s romantic experiences have been integral to her artistic expression. Many of her most popular songs contain references to her relationships, with “Without Me” and “You Should Be Sad” being particularly notable examples that fans have connected to specific ex-partners. This transparency in her music has created a deep connection with her audience, who appreciate her vulnerability and honesty.
Her upcoming fifth studio album, “The Great Impersonator,” set for release in October 2025, will likely continue this tradition of drawing from personal experiences. Halsey has consistently used her platform to discuss not just the highs of relationships but also the challenges of dating as a public figure, single mother, and someone managing chronic illness.
Looking Forward: Love and Growth
Halsey and Avan Jogia (Image via Getty)
As Halsey prepares for marriage with Avan Jogia, she represents a new chapter in celebrity relationships—one marked by authenticity, growth, and acceptance. Her journey from high-profile breakups to finding lasting love demonstrates the evolution of both her personal life and artistic expression.
Her openness about the challenges of dating while managing her health and co-parenting responsibilities has resonated deeply with fans who face similar struggles. By candidly sharing her journey—including the highs and lows—Halsey has helped destigmatize conversations around chronic illness, mental health, and single parenting in the public eye.
Her relationship timeline ultimately tells a story not just of romantic ups and downs but of resilience, self-discovery, and a continuous search for genuine connection amid the unique pressures of fame. Through it all, she remains an example of vulnerability and strength, love on her own terms.
