After more than a decade together, My Best Friend’s Wedding star Dermot Mulroney and Italian musician Prima Apollinaare are going their separate ways. According to multiple reports, the longtime couple has officially split after 14 years of marriage, with Mulroney filing for a “standard dissolution of marriage” and citing irreconcilable differences.
The news, which surfaced on June 23, 2025, has left fans surprised, especially given how private the couple had been about their relationship over the years. Rarely spotted at red carpet events and seldom featured in media headlines, Mulroney and Apollinaare—who was born Tharita Cutulle—seemed to quietly nurture their bond out of the spotlight. One of the few public appearances they made together was at the 2022 SXSW festival, where Apollinaare supported Mulroney’s thriller Gone In the Night, co-starring Winona Ryder.
But despite their low profile, the recent court filings suggest a complicated end. TMZ reported that Mulroney not only requested the court block Apollinaare from receiving spousal support, but also that she pay him spousal support—an unusual twist that adds a layer of intrigue to the separation.
Mulroney, now 61, is no stranger to Hollywood or heartbreak. Before his marriage to Apollinaare, he was married to actress Catherine Keener from 1990 to 2007. Together, they share a son, Clyde, born in 1997. Following that divorce, Mulroney married Apollinaare in 2010, and the couple went on to have two daughters: Mabel and Sally.
Despite the split, Mulroney has spoken candidly in past interviews about his role as a father. In a 2016 interview with The Hollywood News, the New Girl alum described his parenting style as relaxed and creatively driven. “I try to keep arts in front of them, whether it's music or even just museum trips,” he said. “Let’s just get them through grade school, and then see. We’ve all certainly seen that being a child actor is unhealthy so, I wouldn’t do that.”
It’s unclear what the next chapter holds for either Mulroney or Apollinaare, who has maintained a relatively private profile even while married to a high-profile actor. The divorce documents hint at potential financial disagreements, but no further public comments have been made by either party at the time of reporting.
While their love story has reached its final act, fans of the My Best Friend’s Wedding star will no doubt continue to support his career—and perhaps revisit some of his most beloved roles as he navigates this transition. One thing’s for sure: Dermot Mulroney remains a steady presence in Hollywood, even as his personal life takes a new turn.
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