Macaulay Culkin and Brenda Song have been together since 2017 and share two children. Both grew up as child stars, which has made their relationship special. They first met in Thailand while working on Seth Green’s movie Changeland. Culkin mentioned that at the beginning of their relationship, he was cautious and waiting for something to go wrong, but eventually realized that “sometimes it’s just good.”

Macaulay Culkin

The couple welcomed their first child, a son, in 2021 and got engaged shortly after. In March 2023, Kieran Culkin, Macaulay’s brother, confirmed that Macaulay and Brenda had quietly welcomed their second child.

Mila Kunis has spoken highly of her former boyfriend, Macaulay Culkin, calling him the “most brilliant person” she ever met. The two dated from 2002 to 2011, a period during which Kunis often praised Culkin’s intelligence and character.

Macaulay Culkin celebrated Brenda Song’s 36th birthday in a unique and playful way. The couple enjoyed a getaway in Mexico, where Culkin added a humorous twist by pretending to be hotel staff. He took on roles like poolside waiter and room service attendant, making the celebration both fun and memorable.

Macaulay Culkin

Here’s a complete timeline of Macaulay Culkin and Brenda Song’s relationship timeline.

June 2017: Macaulay Culkin and Brenda Song meet on the set of a movie

Macaulay Culkin and Brenda Song first met in 2017 on the set of the movie “Changeland” in Thailand. They kept their relationship private initially, but by July 2017, they were seen together publicly. Since then, the couple has shared a loving and supportive relationship.

August 22, 2017: Macaulay Culkin appears on Brenda Song’s Instagram

On August 22, 2017, Macaulay Culkin made his first appearance on Brenda Song’s Instagram. She shared a group selfie that included Culkin and Seth Green, showing them enjoying time together. This post marked one of the earliest public acknowledgments of their relationship, which began while filming the movie “Changeland” in Thailand. Since then, the couple has been relatively private but has shared some glimpses of their life together on social media.

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August 2018: Macaulay Culkin talks about wanting to have kids with Brenda Song

In August 2018, Macaulay Culkin expressed his desire to have children with Brenda Song during an appearance on The Joe Rogan Experience podcast. He spoke about their plans to start a family, jokingly saying, “I’m gonna make some babies” and referring to having “tiny little Asian babies” with Song, who is of Asian descent. Culkin’s comments highlighted his excitement about their future together, sharing that they were already “practicing” and had a happy life with their pets​.

June 3, 2019: Macaulay Culkin and Brenda Song attend the premiere of Changeland

On June 3, 2019, Macaulay Culkin and Brenda Song attended the premiere of their movie “Changeland” at the ArcLight Hollywood. The film, directed by Seth Green, stars Culkin and Song alongside other actors such as Breckin Meyer and Clare Grant. The couple, who had met on the set of the movie, walked the red carpet separately but both were present at the event.

February 11, 2020: Macaulay Culkin reveals he and Brenda Song are trying to have a baby

On February 11, 2020, Macaulay Culkin revealed in an interview with Esquire that he and Brenda Song were actively trying to have a baby. Culkin humorously mentioned that they were “practicing a lot” and were serious about starting a family together. He shared that their efforts were a source of joy and excitement for both of them​.

August 26, 2020: Brenda Song celebrates Macaulay Culkin’s 40th birthday on Instagram

On August 26, 2020, Brenda Song celebrated Macaulay Culkin’s 40th birthday by sharing a heartfelt tribute on Instagram. She posted a picture of the two wearing matching pajamas and expressed her deep admiration and love for Culkin. In her post, she described him as a “magical being” and highlighted his wonderful qualities, including being “kind, loving, genuine, loyal, honest, brilliant, and hilarious.” Song also mentioned feeling incredibly fortunate to be loved by him, calling him her “unicorn” and expressing how grateful she is to share her life with him​.

April 5, 2021: Macaulay Culkin and Brenda Song welcome their first child

On April 5, 2021, Macaulay Culkin and Brenda Song welcomed their first child, a son named Dakota Song Culkin. The baby was born at 1:10 p.m. in Los Angeles, weighing 6 pounds, 14 ounces. The name Dakota honors Macaulay’s late sister, who passed away in 2008. Both parents expressed their joy and happiness over the arrival of their son, marking a significant moment in their relationship.

January 2022: Macaulay Culkin and Brenda Song get engaged

In January 2022, Macaulay Culkin and Brenda Song announced their engagement. The news surfaced after Brenda Song was seen wearing a diamond ring in Beverly Hills. The couple, who have been together since 2017 and share a son named Dakota, are excited about this next step in their relationship. The engagement ring is notable for its size, with some experts estimating it to feature a 6 to 8-carat diamond, valued between $400,000 and $600,000.

January 31, 2022: Brenda Song opens up about parenting with Macaulay Culkin

On January 31, 2022, Brenda Song opened up about her parenting approach with Macaulay Culkin in an interview. The couple, who have a son named Dakota, revealed they manage their parenting duties without a nanny. Instead, they rely on Song’s mother for assistance, especially when Song is working.

September 13, 2022: Brenda Song talks wedding planning with Macaulay Culkin

On September 13, 2022, Brenda Song discussed the challenges and excitement of planning her wedding with Macaulay Culkin. She shared insights into how they are balancing wedding preparations with their responsibilities as new parents. Brenda mentioned that wedding planning can be expensive and time-consuming, especially while raising their son Dakota. To manage, she collaborated with Amazon Handmade to create a more convenient and stress-free planning experience.

March 2023: Kieran Culkin confirms that Brenda Song and Macaulay Culkin have welcomed their second child

In March 2023, Kieran Culkin confirmed that his brother Macaulay Culkin and Brenda Song welcomed their second child. The couple, already parents to their first son Dakota, quietly expanded their family. The new baby’s name and other details were not publicly disclosed. Kieran mentioned that due to busy schedules and geographical distance, he and his family had not yet met the new baby​.

December 1, 2023: Brenda Song supports Macaulay Culkin at his Hollywood Walk of Fame ceremony

On December 1, 2023, Brenda Song supported Macaulay Culkin at his Hollywood Walk of Fame ceremony, where he received a star. The couple attended the event with their two sons, Dakota and their younger child, marking the first public appearance of their family together. During the ceremony, Culkin expressed his gratitude to Song, calling her “the best person I’ve ever known” and highlighting the importance of his family in his life. The ceremony also featured appearances by Culkin’s “Home Alone” co-star Catherine O’Hara and other notable guests​.

January 2024: Song congratulates Kieran Culkin on his Emmy win

In January 2024, Brenda Song congratulated Kieran Culkin on his Emmy win for his role in “Succession.” She expressed her excitement by posting a message on her Instagram Story, saying, “YAY KIERAN!!!!!!!” Kieran won the award for Outstanding Lead Actor in a Drama Series, beating out notable contenders such as Brian Cox and Jeremy Strong from “Succession,” Bob Odenkirk from “Better Call Saul,” and Pedro Pascal from “The Last of Us.” Brenda, engaged to Kieran’s brother Macaulay Culkin, celebrated this achievement, highlighting the family’s pride and joy for Kieran’s success.

March 27, 2024: Culkin honors Song on her 36th birthday

On March 27, 2024, Macaulay Culkin celebrated Brenda Song’s 36th birthday with a heartfelt and humorous tribute. He posted a photo on Instagram of Song in a bathrobe, accompanied by a message calling her “the best friend, mother, ally, colleague, lover, and partner” he could wish for, expressing his deep love and appreciation for her. In a playful touch, Culkin also joked about needing to pick up milk, adding a lighthearted note to his heartfelt message. The couple celebrated the occasion with a vacation in Mexico, where Culkin humorously pretended to be a hotel staff member, adding to the fun of their getaway​.

Conclusion

Macaulay Culkin and Brenda Song have built a loving and supportive relationship since they began dating in 2017. The couple shares two children and got engaged in January 2022. Their relationship has been marked by heartfelt moments and playful celebrations, including Brenda’s recent 36th birthday celebration. Throughout their time together, they have maintained a relatively private life, occasionally sharing glimpses of their family life and affection for each other on social media. This timeline highlights the strength and joy in their relationship, making them a beloved couple in the public eye.

Macaulay Culkin and Brenda Song’s Relationship Timeline – FAQs

Who is Brenda Song? 

Brenda Song is an American actress, model, and producer born on March 27, 1988, in Carmichael, California. She is known for her roles in the Disney Channel series “The Suite Life of Zack & Cody” and “The Suite Life on Deck,” as well as her performances in “The Social Network” and “Dollface.”

How did Brenda Song and Macaulay Culkin meet? 

Brenda Song and Macaulay Culkin met on the set of the movie “Changeland” in 2017. They quickly formed a strong connection and have been together since.

Do Brenda Song and Macaulay Culkin have children? 

Yes, Brenda Song and Macaulay Culkin have a son named Dakota Song Culkin, born in April 2021.

What are some of Brenda Song’s notable roles? 

Brenda Song is best known for her role as London Tipton in the Disney Channel series “The Suite Life of Zack & Cody” and “The Suite Life on Deck.” She has also appeared in “The Social Network” and the TV series “Dollface.”

How do Brenda Song and Macaulay Culkin balance their careers and family life?

Brenda Song and Macaulay Culkin prioritize their family life while managing their busy careers. They often speak about the importance of spending quality time with their son and maintaining a strong family connection despite their demanding schedules.

What are some of Brenda Song and Macaulay Culkin’s shared interests? 

Brenda Song and Macaulay Culkin share a love for animals, travel, and the arts. They enjoy spending time with their pets, exploring new places, and supporting each other’s creative endeavors.

What are Brenda Song and Macaulay Culkin’s future plans? 

Brenda Song and Macaulay Culkin have exciting projects on the horizon in both television and film. They plan to continue balancing their professional lives with their roles as parents, providing a stable and loving home for their son.