Dermot Mulroney’s Marriage History: Inside the Actor’s 2 Divorces

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Prior to Dermot Mulroney filing for divorce from Prima Apollinaare in June 2025, the actor had previously experienced a contentious separation from his initial spouse, Catherine Keener, which also involved legal proceedings.

Mulroney and Keener were wed from 1990 until 2007. Just like him, Keener is a well-known actress who’s appeared in many notable films and TV shows, such as “An American Crime” and “The 40-Year-Old Virgin”. Following their separation, she has remained active in high-profile Hollywood productions, with roles in “Percy Jackson & the Olympians: The Lightning Thief” and “Begin Again”.

The actor continued his life with Apollinaire, whom he wed in 2010, but their union didn’t last as Mulroney sought a divorce. According to documents examined by Us Weekly, Mulroney requested spousal support from the court while denying Apollinaire the chance to receive the same.

Us Weekly looks back at the actor’s marriage history and divorces.

Catherine Keener

In 1989, Mulroney and Keener crossed paths during their collaboration on the movie titled “Survival Quest”. According to various sources, they later got married the very next year.

Tammy Keener has accumulated a substantial portfolio in Hollywood. Her acting journey began with the 1986 release of “About Last Night“. During her initial phase, she graced the screen on the TV show “Ohara“, and made guest appearances on “Knightwatch“, an episode of “Seinfeld“, and the movie “Johnny Suede“.

In this new sentence, I’ve tried to maintain the original meaning while using a more conversational tone and providing additional context to help readers visualize Keener’s diverse early roles.

1999 saw her receive an Academy Award nomination in the Best Supporting Actress category for her performance as Maxine Lund in “Being John Malkovich”. In the same year, she and Mulroney became parents to their son, Clyde.

In 2005, she earned her second Oscar nomination for acting as Nelle Harper Lee in the film “Capote.” That same year, Keener also starred as Steve Carell’s love interest, Trish Piedmont, in the movie “The 40-Year-Old Virgin.

Mulroney and Keener separated in 2005. They were officially divorced in 2007.

According to court records reviewed by Extra, the disputes between the couple are too profound to be resolved, causing an irretrievable end to their marriage. No amount of counseling or other attempts can salvage the relationship at this point.

Following her divorce from Mulroney, Keener received a Golden Globe nomination for Best Actress in a Miniseries or Television Film in 2008, portraying Gertrude Baniszewski in An American Crime. Notably, she was also featured in the 2017 movie Get Out, the TV show Kidding from 2018 to 2020, and the film Joker: Folie à Deux which premiered in 2024.

Prima Apollinaare

In December 2010, Mulroney tied the knot with his second spouse. Together they have been blessed with two girls, named Mabel and Sally.

Apollinaire, who’s known for her musical talents, launched the album titled “22” in the year 2024. In February of the same year, she made an appearance on the game show “We Are Family”. There, she collaborated with Mulroney on a beautiful duet performance.

They both reflected on the experience of performing together on the TV program.

Mulroney shared with Entertainment Weekly in February 2024 that the show contacted us for what turned out to be an incredible phone call. They were familiar with Prima’s music and pieced together our long-standing relationship, despite us being together for 20 years in secret, making a sort of hidden Hollywood couple. It fits perfectly for this series. Moreover, it was a privilege to be on a game show that not only provides entertainment but also assists others, while still managing to be an absolute blast.

Apollinaare echoed Mulroney’s sentiment, saying, “We had so much fun. I wish we could do it again.”

Approximately a year and a half following their joint TV appearance, Mulroney filed for divorce from his singer wife in June 2025, marking the end of their 14-year marriage. He attributed the dissolution to “insurmountable differences.” In his petition, he sought spousal maintenance from Apollinaire, and also requested that she be barred from receiving similar support from him.

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2025-06-25 07:23