Macaulay Culkin And Brenda Song Relationship Timeline

Macaulay Culkin and Brenda Song met later in life, but their shared childhood stardom makes their love story sweeter.

Seth Green’s 2017 film Changeland brought them together in Thailand. Culkin told Esquire that he “was waiting for the other shoe to drop” when he and Song started dating, but “No—sometimes it’s just lovely.”

Macaulay Culkin And Brenda Song got engaged in 2021 after having a son.

“Macaulay and Brenda have loved being together as a family since welcoming Dakota,” a source told PEOPLE in January 2022. “They should engage. Their future is exciting.”

Brenda Song: “We Don’t Have a Nanny”
Macaulay Culkin and Brenda Song’s relationship timeline spans from career support to first-time parenthood.

June 2017: Macaulay Culkin And Brenda Song Meet At A Movie Shoot

Changeland, Seth Green’s directorial debut, introduced Culkin and Song in Thailand.

In 2020, Green, who co-starred with Culkin and Song, told Esquire that he was shocked by their chemistry. “I wasn’t expecting that,” he said.

July 2017: Macaulay Culkin And Brenda Song First Appear Together

In July 2017, they were seen having dinner together in Los Angeles. Their first public appearance after filming fuelled rumors that they were more than costars.

August 2018: Macaulay Culkin Discusses Wanting Children With Brenda Song

Culkin discussed wanting a family with Song on The Joe Rogan Experience podcast. “This one’s good,” he joked. “We’ve practiced.”

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He stated that he and Song live well. “I have a beautiful girl, dog, cat, and family. Moving, “they said. “The house and everything that.”

August 26, 2019: Brenda Song Instagrams Macaulay Culkin’s 39th Birthday

Song posted a nice Instagram birthday message for her “favorite human.” Sharing balloons that spelled “Happy B-Day Mack,” the Suite Life On Deck actress wrote. Thanks. Love you most.”

November 19, 2019: Brenda Song Hosts Macaulay Culkin

Song’s Hulu show Dollface reunited the duo. In “History Buff,” Culkin plays Shay Mitchell’s date, Dan.

February 11, 2020: Macaulay Culkin Announces He And Brenda Song Are Attempting To Conceive

Culkin revealed in his Esquire cover story that he and Song were attempting to conceive. He answered, “We practice lots.” “We’re working out the timing. Because “Honey, I’m ovulating” turns you on.”

Song told Esquire why she likes Culkin for the story. She claimed people don’t realize how kind, loyal, kind, and brilliant he is. “Mack’s uniqueness is his unapologetic ness.”

Further, “He’s confident in his identity. That’s very sexy.”

April 5, 2021: Macaulay Culkin And Brenda Song Have Their First Child

Dakota Song Culkin, their first child, was born in 2021. The couple announced their “overjoyed” pregnancy and named their child Dakota after Culkin’s sister Dakota, who died in a car accident in 2008.

January 2022: Macaulay Culkin Proposes To Brenda Song

Culkin and Song became engaged in January 2022. In Beverly Hills, California, the actress wore a diamond ring on her left hand before the news.

Macaulay Culkin And Brenda SongSource: People

A source said that Macaulay and Brenda have embraced being a family since welcoming Dakota. “They should engage. Their future is exciting.”

April 2022: Macaulay Culkin And Brenda Song’s Son Turns One

The ecstatic parents celebrated Dakota’s first birthday at Sesame Place in San Diego. Culkin and Song posted photos of themselves with Elmo and Tango on Instagram. In his caption, Culkin thanked Sesame Place in San Diego for hosting his son’s first birthday. “They fulfilled a boy’s wishes. My son had fun too.”

Song complimented the staff for “making BOTH my boys’ wishes come true and for hosting the most magical first birthday for our kid!” “It was great!”

September 13, 2022: Macaulay Culkin And Brenda Song Discuss Wedding Planning

Song told a source, “Wedding planning is very expensive, and it takes up so much time.” As a parent, event planning is “very hard because it’s all about priorities,” she said.

Amazon Handmade, where the actress debuted her wedding collection, allowed her to “quit at any time.”

“I don’t have to continuously make an appointment to talk to someone or run to the store,” Song added. “And it’s incredibly hard to do that, not only for new parents but for working moms or dads or those going to school.”

Song said it’s “so much fun” to customize things for the online merchant, like a gold bar bracelet with Culkin’s name. “I have one similar that I can put my son’s name on, which is incredibly wonderful,” she said.

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