Macaulay Culkin Despite dating several famous women, he has managed to keep his relationship private. Since his relationship history is short and sweet, the former child star doesn’t have a long list of ex-girlfriends or wives. But he was only 18 when he got married.
He rose to prominence just a few short years after his success with holiday films. Home AloneMacaulay was married to Supernatural actress Rachel Miner 1998
At the time, the former lovebirds said in a joint statement that they were “thrilled to have found each other as soul mates at such a tender age,” per Newsweek.
However, the pair ended up divorcing in 2002, with a spokesperson telling ABC News at the time, “It is very amicable, and they remain [the] best of friends.”
The following year, the Home Alone 2 Lost in New York star began dating Mila Kunis. They were a strong duo for many years. That ‘70s Show In an interview in August 2009 with The Independent, alum talked about their successful relationship. Women’s Health.
“I don’t know if I met him at 27 if it would have been a different relationship,” Mila told the publication at the time. “We grew up together. You find a steady rock in your life, and that’s all you need. We have our ups and downs but work through them.”
The couple eventually split in 2010, but the Lucky Girl actress admitted during a 2018 appearance on the “Armchair Expert” podcast that she and Macaulay had a “horrible breakup.”
“I f—ked up, I was an a—hole in my 20s,” she confessed without detailing what exactly went down between the two. “It’s f—ked up what I did, and it’s f—ked how I did it.”
Despite Macaulay’s past heartbreak, he eventually found the love of his life in current fiancée, former Disney Channel star Brenda Song. The couple got engaged by early 2022 and later welcomed two sons — Dakota and Carson — in 2021 and late 2022, respectively.
Although Macaulay and Brenda tend to keep their relationship low-key, they still have a great connection. Suite Life of Zack & Cody Star gushed over her love in August 2020 Instagram post.
“I could sit here and write endlessly about how wonderful, kind, loving, genuine, loyal, honest, brilliant and hilarious you are, and how grateful I am that I get to share and do this life thing with you,” she wrote at the time. “But firstly, that would take me an eternity, and secondly, you won’t even see this because you don’t ever use Instagram. Hahaha. I am the unicorn I had never imagined could exist. [the] luckiest person in the world because I am loved by you.”
Scroll through the gallery to see all of Macaulay’s former relationships.
Macaulay Culkin Has Had a Low-Key Love Life! Meet His Ex-Girlfriends, Former Wife, More!