Unveiling the Timeline of Macaulay Culkin and Brenda Song's Relationship
Macaulay Culkin and Brenda Song's journey from their relationship's inception to the birth of their first child in April 2021, followed by significant milestones and projected future events
Macaulay Culkin and Brenda Song have experienced major life events together, despite not always being together in person. They first met while filming the movie Changeland in 2019 and sparked romance rumors during production in September 2017, when they went on a double date at Knott’s Berry Farm in Buena Park, California.
Song and Culkin have kept their relationship private in recent years, but they have occasionally shared about their love. “The relationship is great,” Song told We exclusively in September 2018. “I prefer not to discuss my personal life, but everything is wonderful and I'm happy."
One month ago, Culkin discussed his desire to start a family with Song during an August 2018 episode of the "Joe Rogan Experience" podcast.
"I'm planning to have children," he stated. "She's a great partner, so I'll likely be starting a family with her soon. We've definitely been preparing for it."
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Two years after, the couple had their first child, a son named Dakota, in April 2021. They later expanded their family in December 2022 by welcoming their second son, Carson, secretly. Below, you can take a look at Culkin and Song’s relationship over the years.
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Macaulay Culkin and Brenda Song’s Relationship Timeline
Though they haven’t always been with each other physically, Macaulay Culkin and Brenda Song have shared some major life experiences together.
The actors met while co-starring in the 2019 film Changeland. Romance rumors first surfaced in September 2017, when they went on a double date at Knott’s Berry Farm in Buena Park, California. Although Song and Culkin have maintained a relatively private relationship, they have occasionally spoken about their love for each other.
"The relationship is fantastic," Song revealed to We in September 2018. "I prefer to keep my personal life private, but everything is going well and I couldn't be happier."
Just a month before, Culkin discussed his desire to start a family with Song during an episode of the "Joe Rogan Experience" podcast in August 2018.
"I plan on starting a family," he mentioned. "This woman is the right one, so I think we'll have kids together soon. We've certainly been preparing for it."
The couple's first child, a son named Dakota, was born in April 2021. Their family grew the next year when they had a second son, Carson, in December 2022.
Scroll down to take a look at Culkin and Song’s relationship through the years:
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September 2017
The pair sparked romance rumors when they were spotted holding hands on a date at Knott’s Berry Farm. Culkin and Song were joined by Seth Green and his wife, Clare Grant.
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December 2017
While vacationing in France, Culkin and his goddaughter, Paris Jackson, enjoyed strolling through the streets with Culkin affectionately keeping his arms wrapped around the former Disney Channel star.
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September 2018
Song gushed about her boyfriend in an exclusive interview with Us, noting that while she likes to keep her personal life private, the pair were “wonderful.”
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April 2019
The actress from The Social Network shared with Entertainment Tonight that she and her boyfriend share a unique understanding due to their shared upbringing in the entertainment industry.
"It's like child actors... we don't even need to discuss it. We just exchange a look and we understand," Song, who began her acting career in 1995, said during an interview published on April 29, 2019. Culkin first gained fame for his role in the 1990 film Home Alone.
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August 2019
The actor told Joe Rogan that he and his girlfriend were ready to “make some babies” during the August 7, 2021, episode of the “Joe Rogan Experience” podcast.
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February 2020
Culkin shared that he and Song were officially trying to start a family in an Esquire cover story.
Credit: Courtesy of Brenda Song/Instagram
August 2020
The Suite Life of Zack and Cody alum wished her boyfriend a very happy 40th birthday via Instagram on August 26, 2020.
"Happy 40th birthday to this extraordinary person," she wrote alongside a photo of them both in matching, personalized pajamas. "I could go on and on about how amazing, kind, loving, genuine, loyal, honest, brilliant, and funny you are, and how thankful I am to share this life with you. But it would take forever, and you don't even use Instagram. Haha."
She added, "You're my unicorn, someone I never thought could exist. I'm the luckiest person in the world to be loved by you."
Credit: Jesse Florio
April 2021
The couple disclosed to Esquire that their first son, Dakota, was born on April 5, 2021. The baby boy, weighing 6 pounds and 14 ounces, was given the name of the late sister of the "Bunny Ears" podcast host.
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January 2022
It was confirmed that Culkin and Song were engaged after she was seen wearing a ring on her left hand during a Beverly Hills outing. "They are and always have been very much in love with each other," a source revealed in light of the engagement news.
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March 2022
“They are definitely planning on having more than one child. It could happen very soon,” a source revealed exclusively to Us. The insider also emphasized that the couple is "absolutely determined to organize a wedding and tie the knot" within the next few years. "They are fully committed to each other and are in it for the long run. Their love for each other has been unwavering since the beginning."
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April 2022
"Just want to express my immense gratitude to the wonderful team at Sesame Place in San Diego for hosting my son’s first birthday," Culkin captioned an Instagram photo of him and Song posing with Elmo. "They brought a little boy’s fantasies to life. And my son also had a fantastic time." The Dollface star, who posted the same snap, raved about the unforgettable experience, writing, "Thank you so much to all the incredible people at Sesame Place San Diego for making BOTH my boys’ dreams a reality and for organizing the most enchanting first birthday for our son! We had a blast!"
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March 2023
Us broke the news that the couple secretly welcomed their second child, son Carson, sometime before Christmas 2022.
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December 2023
During Culkin’s Hollywood Walk of Fame ceremony, the Home Alone star gave Song a special shoutout.
Finally, I want to express my gratitude to Brenda. You mean the world to me. You are my rock," he beamed, speaking of Song, who was present with their children. "You are the happiest person for me today. You are not just the most amazing woman I've met, but the most incredible person I've ever known."
