A Complete Timeline of Brenda Song and Macaulay Culkin’s Relationship

Macaulay Culkin and Brenda Song have been romantically involved since 2017 and are now parents to two children.

The couple, both having grown up in the public eye, eventually crossed paths in 2017 while working on Seth Green’s movie “Changeland” in Thailand. Culkin confessed to initially expecting challenges in their relationship, but he soon realized that sometimes things are just good.

Their journey as a family began in 2021 when they welcomed their first child, a son named Dakota. Less than a year later, Culkin and Song got engaged, marking the next step in their relationship.

In March 2023, Kieran Culkin, Macaulay’s brother, confirmed the birth of their second child during an interview with Access Hollywood.

The couple’s relationship timeline unfolds as follows:

• June 2017: Culkin and Song first met on the set of “Changeland” in Thailand, surprising their director, Seth Green, with their immediate connection.
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• July 2017: The couple was seen together in Los Angeles, sparking rumors of a romantic involvement.
• August 22, 2017: Culkin made his first appearance on Song’s Instagram, signaling a public acknowledgment of their relationship.
• October 2017: Culkin and Song enjoyed a double date with Seth Green and his wife at Knott’s Scary Farm, solidifying their public status as a couple.
• November 2017: The couple spent Thanksgiving in Paris, followed by a dinner with Culkin’s goddaughter, Paris Jackson.
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• January 2018: Song showed support for Culkin’s podcast on Instagram.
• April 2018: Song appeared on Culkin’s podcast, discussing various “firsts” in a “groovy episode.”
• August 2018: Culkin expressed his desire to have children with Song during an interview on The Joe Rogan Experience podcast.
• June 3, 2019: Two years after meeting, the couple attended the premiere of “Changeland.”
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• August 26, 2019: Song celebrated Culkin’s 39th birthday on Instagram.
• November 19, 2019: Culkin made a guest appearance on Song’s show, “Dollface.”
• February 11, 2020: Culkin revealed that they were trying to start a family during an Esquire cover story.
• February 14, 2020: The couple celebrated Valentine’s Day with a nod to Culkin’s podcast, wearing rabbit ears.
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• August 26, 2020: Song celebrated Culkin’s 40th birthday on Instagram with a heartfelt message.
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• April 5, 2021: Culkin and Song welcomed their first child, a son named Dakota.
• November 2021: The couple enjoyed a date night at an L.A. Rams game.
• January 2022: Culkin and Song got engaged after more than four years of dating.
• January 31, 2022: Song discussed parenting and their “hands-on” approach in an interview.
• April 2022: The couple celebrated their son Dakota’s first birthday at Sesame Place San Diego.
• September 13, 2022: Song talked about wedding planning, highlighting the challenges as parents.
• March 2023: Kieran Culkin confirmed the birth of their second child during an interview with Access Hollywood.
• December 1, 2023: Culkin received a star on the Hollywood Walk of Fame, with Song and their two sons in attendance.

During his acceptance speech, Culkin expressed gratitude to Song, calling her his champion and the best person he’s ever known.