Macaulay Culkin’s Girlfriend History: From Wife Rachel To Mila Kunis Romance To Babies With Brenda Song

  • He has had numerous high profile relationships, including one with Mila Kunis.
  • Macaulay discreetly celebrated the arrival of his second offspring with his partner Brenda Song in 2023.
  • Macaulay Culkin is one of the most beloved child stars of the 90s, starring in popular films like Home Alone and Home Alone 2: Lost in New York. After taking a brief hiatus from acting, he returned to the screen in recent years, taking on small one-off roles in various projects, including the TV shows Gemstones, The Righteous and American Horror Story. He also fronted the comedy band Underground Pizza and appeared in independent films like Monster Party in 2003. Macaulay Culkin has become a holiday staple in many households, thanks to his roles in films like My Girl and The Good Son.

    While Macaulay rose to fame as an adult and grew up in the public eye, it seems he keeps his personal life out of the public’s view for the most part. Over the years, he has made headlines for some of his romantic relationships, and now as an adult with his own son, he seems to be more interested in finding out about his romantic history.

    Macaulay and Brenda have been dating since 2017. (London Entertainment /

    In a conversation with the media, she mentioned that Brenda also praised the amiable nature of the Home Alone actor. He expressed, “No, sometimes it’s simply satisfactory,” and he felt relieved upon discovering that it wouldn’t happen. During a 2020 interview with Esquire, Macaulay confessed that he was “anticipating something negative to occur”. Both performers have openly expressed their deep affection for each other. The duo crossed paths while collaborating on the film Changeland, which debuted in 2019. Macaulay has been in a relationship with Brenda Song, who is 34 years old and known for her role in The Social Network, since 2017.

    The pair hasn’t publicly announced any marriage plans, but it was reported that actress Cody and Zack of Suite Life on Deck fame got engaged in 2022. They were seen with a diamond ring while out and about. After their son Dakota, named after Macaulay’s sister who was tragically killed in a car crash at the age of 30 in 2008, they welcomed their first child together. In April 2021, they reached a major milestone, but they have also occasionally appeared together on each other’s social media and in other projects.

    In 2022, they greeted a newborn son named Carson “at some point prior to the previous Christmas,” as reported by Us Weekly. A revelation surfaced in March of 2023 stating that they had privately received their second offspring as a couple.

    Mila Kunis

    Mila and Macaulay dated from 2002 until 2011. (NC1/WENN/Newscom/The Mega Agency)

    He said, “It’s a good thing, but we try to keep our public and private lives separate… It’s going very well… I have a very beautiful, very wonderful relationship.” In a 2003 interview with 20/20, he dismissed speculation about their engagement and the rumors surrounding Macaulay. They were often the subject of engagement rumors and the spotlight as both actors grew up as child stars. Mila Kunis began dating Macaulay in 2002 during his acting hiatus in the early 2000s.

    In a 2007 interview with Parade, Mila opened up about her relationship. She stated, “It’s a good thing but we try to keep our public and private lives separate… It’s going very well with somebody I have a very beautiful and wonderful relationship with.” She described the guy she met as sweet, kind, aware, smart, and probably the most amazing person she has ever met.

    WTF happened between Mila and Macaulay Culkin in 2011? After their split, Mila opened up about the breakup in an interview with Marc Maron, discussing the years they spent together and the reasons behind their separation.

    Rachel Miner

    Macaulay was briefly married to fellow child star Rachel Miner. (Bei/Shutterstock)

    When we got married, we thought we would be together forever. Of course, sometimes things happen that you never want to happen. Before King Larry asked why it didn’t work, he said, “We got married when we were 17, and we were married for 50 years.” You would be surprised at how many letters we received, but it’s not the average age or the norm. In a 2004 interview on “Live with King Larry,” Alice, the star who split up with Macaulay, opened up about why he chose to get married. After their divorce was finalized in 2002, the couple separated for two years. They announced in 1998 that they planned to get married when they were still teenagers. Macaulay made headlines when he married his fellow actress, Rachel Miner, when she was 17.