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Macaulay Culkin and Brenda Song are reportedly engaged. Here's a complete timeline of their relationship.

Insider
Insider
 2022-01-26

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On the left: Macaulay Culkin in October 2018. On the right: Brenda Song in November 2019.
  • Actors Macaulay Culkin and Brenda Song met on the set of the movie "Changeland," released in 2019.
  • Song gave birth to her first child with Culkin, a son named Dakota, on April 5, 2021.
  • In January 2022, People and E! News reported that the couple got engaged.
  • Visit Insider's homepage for more stories .

Macaulay Culkin and Brenda Song are reportedly engaged, almost a year after they welcomed their first child together.

On Wednesday, People and E! News reported that the couple will be getting married in the future. Here's a complete timeline of Culkin and Song's relationship.

June 2017: Culkin and Song met on the set of the 2019 movie 'Changeland'

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Macaulay Culkin and Brenda Song in "Changeland."

The film was written and directed by Seth Green, who also starred alongside the pair in the movie. Song and Culkin's relationship was a surprise to fans and Green, who told Esquire in 2020, "I didn't see that one coming."

Years after they started dating, Culkin told Esquire that at the onset of the relationship, he was waiting for the other shoe to drop because it felt too good to be true.

"And it's always gonna drop," he said. "Something bad's gonna happen. Someone's gonna die!"

July 2017: The two stars were linked after being photographed in public together

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On the left: Macaulay Culkin at New York Comic Con in October 2017. On the right: Brenda Song at a Knott's Scary Farm event in September 2017.

Dating speculation began in summer 2017 when paparazzi snapped photos of them getting dinner at Craig's in Los Angeles, California .

According to Us Weekly , Culkin and Song later went on a double date with Green and his wife Clare Grant on Friday, September 29. The group reportedly spent time at Knott's Berry Farm in Buena Park, California.

Then in December 2017, they were seen in France with Paris Jackson, Culkin's goddaughter.

Song said that she, Culkin, and their 'Changeland' costars bonded over being child stars

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Macaulay Culkin and Brenda Song both started their acting careers at young ages.

"Child actors, we don't even get to talk about it, you just look each other in the eye and you nod and we know," Song told Entertainment Tonight in April 2019 of working with Culkin, Green, and Breckin Meyer.

Culkin's acting career began as a child in the 80s. He rose to fame after starring as Kevin in "Home Alone," the hit family film that resulted in a sequel that he also starred in and a franchise led by other actors.

Meanwhile, Song gained prominence thanks to roles in Disney Channel films and shows. She starred in three of the network's original movies called "Get a Clue," "Stuck in the Suburbs," and "Wendy Wu: Homecoming Warrior" in addition to landing a role on the sitcom "Phil of the Future."

Song is perhaps best recognized for playing a spoiled heiress named London Tipton on Disney Channel's " The Suite Life of Zack and Cody ," which starred Dylan Sprouse , Cole Sprouse , and Ashley Tisdale .

August 2018: Culkin said that he was 'practicing' starting a family with Song

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Brenda Song and Macaulay Culkin in September 2018.

"This one's a good one, so I'm probably going to put some babies in her in a little bit," Culkin said during an interview for a podcast called "The Joe Rogan Experience," released in August 2018.

"I mean, we've definitely been practicing," he said.

"I'm going to have some pretty babies. She's Asian, so I'm gonna have tiny little Asian babies. It's going to be adorable — a bunch of Sean Lennon's running around the house, that's what I'm looking for," Culkin added, referring to the son of John Lennon and Yoko Ono.

Culkin also said they were planning on moving into a house together.

September 7, 2018: Song described her relationship with Culkin as 'great'

"I don't like to talk about my personal life, but everything's wonderful and I'm happy," she told Us Weekly while in attendance at a Stand Up To Cancer event in Santa Monica, California.

June 29, 2019: They attended CatCon together in Pasadena, California

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Brenda Song and Macaulay Culkin at CatCon at on June 29, 2019 in Pasadena, California.

They met up with a few other cat-lovers at the event, like Song's "Dollface" costar Kat Dennings and "The Office" alum Angela Kinsey.

December 25, 2019: Culkin got Song a cat named Santa Claws

Song posted photos of their cat on Instagram with the caption: "Introducing the newest member of our family... Santa Claws!!! #bestchristmaspresentever."

As of April 2021, they have two other cats named Apples and Dude, a Shiba Inu named Panda , some fish, and a blue-headed pionus (a kind of parrot), per Esquire .

August 26, 2020: Song shared a heartfelt post for Culkin's 40th birthday, calling him a 'magical being'

"Happy 40th birthday to this magical being," the " Social Network " star captioned a photo of the couple wearing matching flannel pajamas with their names written on the back.

She continued: "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. But firstly, that would take me an eternity and secondly, you won't even see this because you don't ever use instagram."

"My unicorn that I never thought could exist, I am luckiest person in the world because I am loved by you," Song concluded.

February 2020: In a cover story for Esquire, Culkin again spoke about his desire to be a parent

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Brenda Song and Macaulay Culkin in September 2018.

"We practice a lot," he told the publication . "We're figuring it out, making the timing work. Because nothing turns you on more than when your lady comes into the room and says, 'Honey, I'm ovulating.'"

Elsewhere in the article, Song gushed about Culkin and said, "people don't realize how incredibly kind and loyal and sweet and smart he is."

"Truly what makes Mack so special is that he is so unapologetically Mack," she continued. "He knows who he is, and he's 100 percent okay with that. And that to me is an incredibly sexy quality. He's worked really hard to be the person he is."

Additionally, Song spoke about Culkin's hardships and said that "he is the actor he is now because of all the things he had to go through."

At the time of the article's publication, the two stars had moved into their home together with their pets.

According to the cover story, the "Dollface" star also keeps a customized notebook near her bed, which she fills with Culkin's humorous one-liners.

April 5, 2021: The couple welcomed a son together named Dakota Song Culkin

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Macaulay Culkin and Brenda Song in September 2018.

Culkin and Song shared the news with Esquire magazine that month with the statement: "We're overjoyed."

Baby Dakota was born at 1:10 p.m. in Los Angeles, weighing 6 pounds and 14 ounces, the publication reported. The couple's newborn was named after Culkin's sister who died in 2008 after being struck by a car in Los Angeles.

The news came as a surprise to fans, who either didn't know they were in a relationship or were unaware that they were expecting a child.

January 26, 2022: People and E! News reported that Culkin and Song got engaged

People was the first to report the engagement, followed by E! News . Both publications cited an anonymous source.

The reports emerged the day after Song was photographed wearing a ring with a large gemstone on her left ring finger while in Beverly Hills.

Representatives for Culkin and Song didn't immediately respond to Insider's requests for comment.

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