Macaulay Culkin's Romantic Journey: From Child Star To Family Man

As we delve into the details of Macaulay Culkin’s life, you’ll discover how he navigated fame, love, and family. His story is not just about being a child star; it’s about resilience, growth, and the pursuit of happiness. Join us as we explore the different chapters of his life, highlighting his relationships, including his current romance with Brenda Song, and how he's embraced fatherhood in recent years.

Table of Contents

• Biography
• Brenda Song
• Mila Kunis
• Rachel Miner

Biography

Brenda Song: A Love Story

Macaulay has been dating The Social Network star Brenda Song since 2017. The pair met while working on the movie Changeland, which premiered in 2019. Both actors have opened up about how much they love each other. Macaulay admitted that he was “waiting for the other shoe to drop” in a 2020 interview with Esquire. He was relieved to learn that it wouldn’t. “No—sometimes it’s just good,” he said. Brenda similarly complimented how good-natured the Home Alone star is. “You can’t be around him and not be happy,” she told the outlet.

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

In March of 2023, a report emerged that they had secretly welcomed their second child together. According to Us Weekly, they welcomed newborn boy Carson “sometime before last Christmas” in 2022.

Mila Kunis: A Chapter from the Past

During his hiatus from acting in the early aughts, Macaulay began dating Mila Kunis, 39, in 2002. Both actors were child stars growing up in the spotlight, and they were often the subject of engagement rumors. Macaulay dismissed the speculation and said that he planned to keep their relationship private in a 2003 interview with 20/20. “I have a very, very beautiful, very wonderful relationship with somebody. It’s going very well… We try to keep our private lives private and our public lives separate… but it’s a good thing,” he said.

Mila opened up about their relationship in a 2007 interview with Parade. “I have a very, very beautiful, very wonderful relationship with somebody. It’s going very well… We try to keep our private lives private and our public lives separate… but it’s a good thing,” she said. “He’s an amazing, simple guy, who is probably the most brilliant person I’ve ever met. He’s so, so smart and so aware and so kind and so sweet.”

Unfortunately, Mila and Macaulay split up in 2011. Years after their split, Mila opened up about the breakup in an interview with Marc Maron on his WTF podcast. She said they were “probably not as friendly as we could be,” and explained that there were “too many aspects” that “prevented us from ever moving forward.” Even though she said that the two weren’t on great terms, sources close to the Bad Moms actress told HollywoodLife exclusively that she was happy for her ex after he welcomed his son with Mila. “They had a deep love that Mila will always recognize as something special. She ended it badly, they haven’t talked for years and she isn’t going to reach out to him now,” the insider said. “She can take comfort that he is in a good place. That is what she wants for Macaulay.”

Rachel Miner: A Teenage Marriage