Macaulay Culkin and Brenda Song: How They Met and Relationship History

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The media caught many of us off guard with the recent announcement of Macaulay Culkin and Brenda Songs’ first child.

All of a sudden, pictures of the couple were shared on celebrity gossip accounts congratulating them on their first child, which left many people surprised and asking…

How long have Macaulay Culkin and Brenda Song been together? When and Where did they meet?

There are a lot of unanswered questions about the pairing that I’ll answer here. But before we get to their relationship history, here is a brief bio on the two.

Brenda Song

The young actress is most commonly known for her work with the Disney Channel. More specifically, as heiress London Tipton in The Suite Life of Zack and Cody from 2005 to 2008 and then The Suite Life on Deck from 2008 to 2011.

She was born on March 27, 1988, making her 33 years old. Brenda was born in Carmichael, California, and is both Thai and Hmong.

Her grandparents on her father’s side were from the Xiong clan (Hmong) but changed their last name to Song shortly after moving to the United States. Her parents were both born in Thailand but met in Sacramento.

Brenda’s career started at a young age. In fact, she and her mother moved to Los Angeles when she was just six years old to further her career.

The then 16-year-old Brenda Song at the premiere of ThunderbirdsThe then 16-year-old Brenda Song at the premiere of Thunderbirds in Los Angeles on July 24, 2004

In addition to attending auditions and landing small modeling and acting roles, she took taekwondo classes with her brother and now has a black belt.

She was homeschooled for most of her life (though she got the “high school” experience in her television shows), and attended the University of California, Berkeley, majoring in psychology with a minor in business.

In 2002 Brenda signed her first contract with Disney, starring in the Disney Channel Original Movie Get a Clue. Then in 2005, she joined the cast of The Suite Life of Zack and Cody.

Some Disney cast members struggle to make it in mainstream film and television, but Brenda has done well appearing in The Social Network, New Girl, Dads, and more.

Ashley Tisdale, Brenda Song, and Jennifer Tisdale at the premiere of The Greatest Game Ever PlayedAshley Tisdale, Brenda Song, and Jennifer Tisdale at the premiere of The Greatest Game Ever Played in Los Angeles on September 25, 2005

Brenda has kept a pretty low profile. Despite being a young starlet in Hollywood, she has steered clear of the drama and any controversy.

Although in 2008, her picture was used for an escort agency in LA Weekly. This unauthorized use of her photo prompted her to file a libel suit, seeking $100,000 in damages.

Brenda Song dated Miley Cyrus's brother Trace Cyrus for seven yearsBrenda Song dated Miley Cyrus’s brother Trace Cyrus for seven years

Macaulay isn’t the first serious relationship for Brenda. She has been romantically linked to other celebrities, including Miley Cyrus’ brother Trace Cyrus. The two were previously engaged but she called it off in 2011.

Macaulay Culkin

Everyone seems to know the star as Kevin McCallister from the Home Alone series. An iconic role and film that quickly made the child star the center of attention. Born on August 28, 1980, he turned 40 in 2020 and was 10 years old when he starred in Home Alone.

Macaulay Culkin was 10 years old when he starred in the hit film Home Alone as Kevin McCallisterMacaulay Culkin was 10 years old when he starred in the hit film Home Alone as Kevin McCallister

He was born in New York City to a family of performers. His father was an actor on Broadway, and his mother was also an actress. Macaulay had seven siblings and his brother, Kieran, also appeared in Home Alone as his cousin.

Sadly, Macaulay has already lost two of his sisters. His sister Jennifer died of a drug overdose, and his sister Dakota was tragically hit by a car in LA.

The child actors’ career really peaked in the late 80s and early 90s. In addition to Home Alone, he appeared in films such as Uncle Buck, My Girl, Michael Jackson’s “Black or White” music video, and Richie Rich.

In 1994 he said he wanted to retire from acting, seeking a more normal life. He did temporarily take a hiatus from action, however, he has returned to the big screen several times since staring in films such as Saved! and Party Monster.

In 2013 he started a parody rock band called The Pizza Underground which later split up in 2016. He has appeared in periodic television and radio commercials ever since.

Macaulay Culkin shows off his teeth while taking a selfie at the LA Premiere of Gravitas Ventures' "Changeland"Macaulay Culkin shows off his teeth while taking a selfie at the LA Premiere of Gravitas Ventures’ “Changeland” at ArcLight Hollywood on June 3, 2019, in Hollywood, California

Back in 2004, many assumed Macaulay was going down the path many child actors do – drug use. He was arrested for possession of marijuana, Xanax, and Klonopin.

In 2018, he legally changed his name to Macaulay Macaulay Culkin Culkin following a vote on his website, and now goes by his middle name “Macaulay Culkin”.

Mila Kunis and Macauley Culkin dated for 8 years until breaking up at the beginning of 2011Mila Kunis and Macauley Culkin dated for 8 years until breaking up at the beginning of 2011

Brenda Song isn’t the first celebrity relationship for Macaulay. He was married to actress Rachel Miner and was in a long-term relationship with Mila Kunis, whom he dated from 2002 until 2011. They lived together and, despite breaking up, remained friends.

Rachel Miner and Macaulay Culkin married in 1998 and divorced in 2002Rachel Miner and Macaulay Culkin married in 1998 and divorced in 2002

Macaulay Culkin and Brenda Song: Relationship History

Although many people just heard about the pairing with the announcement of their child, the two have actually been together for a few years. Here are all the details on how they met and the relationship milestones they’ve hit over the past few years.

2017

The two first met in July when they co-starred in Seth Green’s movie Changeland. They began dating shortly after the meeting, which was a surprise to Green – “I didn’t see that one coming,” he told Esquire.

at the LA Premiere of Gravitas Ventures' "Changeland" at ArcLight Hollywood on June 3, 2019, in Hollywood, CaliforniaClare Grant and Brenda Song at the LA Premiere of Gravitas Ventures’ “Changeland” at ArcLight Hollywood on June 3, 2019, in Hollywood, California

Although they didn’t initially come out publicly, fans were speculating the two were romantically involved as they were photographed getting dinner together in LA.

Brenda told Entertainment Tonight that they bonded over the shared experience of being child actors, “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.”

Later in September, Brenda and Macaulay went on a double date with Seth Green and his wife, Clare Grant. They then took their relationship to the next level when they traveled to France along with Paris Jackson, who happens to be Macaulay’s goddaughter.

2018

In August 2018, Macaulay Culkin appeared as a guest star on the popular podcast The Joe Rogan Experience. During this interview, he revealed a lot about the relationship, though with some controversial remarks.

When asked about the relationship, he said, “This one’s a good one, so I’m probably going to put some babies in her in a little bit. I mean, we’ve definitely been practicing”.

Macaulay Culkin was 10 years old when he played Thomas J. Sennett in the 1991 coming-of-age comedy-drama film My GirlMacaulay Culkin was 10 years old when he played Thomas J. Sennett in the 1991 coming-of-age comedy-drama film My Girl

He went on to say, “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,”

In September, Brenda shared similar sentiments, although in a much subtler way. She spoke with US Weekly and said, “I don’t like to talk about my personal life, but everything’s wonderful, and I’m happy.”

2019

The cat-loving duo was spotted together on June 19, 2019, at CatCon in Pasadena, California, and looked as happy as ever. The event must have had a lasting impact on them because Macaulay gifted Brenda a cat named Santa Claws for Christmas.

Brenda Song shows off her feet in high heels on the red carpetBrenda Song shows off her feet in high heels on the red carpet

She posted a picture of the cat on Instagram with the caption, “Introducing the newest member of our family…Santa Claws!!!”

2020

Although they haven’t been one of those celebrity couples that consistently express their love and devotion on social media, Brenda did give a heartfelt shout-out for Macaulay’s 40th birthday.

The caption appeared under a cute photo of the couple wearing matching flannel pajamas. Below she wrote, “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.” She concluded, “My unicorn that I never thought could exist, I am the luckiest person in the world because I am loved by you.”

 

 
 
 
 
 
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A post shared by Brenda Song (@brendasong)

In February, starting a family seemed to be top of mind. Macaulay spoke to Esquire again and said, “We’re figuring it out, making the timing work.

Because nothing turns you on more than when your lady comes in the room and says, ‘Honey, I’m ovulating”.

In the same story, it was revealed that Brenda keeps a special notebook by their bed where she writes down “Mack’s” funny one-liners.

2021

Very few knew what the couple was expecting. The two welcomed a baby boy at 1:10 pm in Los Angeles on April 5, 2021. Weighing just 6 pounds, 14 ounces, the little one was named after Macaulay’s late sister Dakota who died in 2008 after being hit by a car.

Although the proud new parents haven’t shared any photos of the latest addition to the Culkin-Song family, we can expect to one day get a glimpse.

 

 
 
 
 
 
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A post shared by HI PEOPLE 🐻✨ (@culkinatordrxeamy)

The pair prefer to keep their personal life private. Though they haven’t kept their pairing or desire for children a secret, it’s not something we often seen plastered on social media pages or celebrity gossip magazines.

Even if the birth announcement came as a surprise, we are so excited for the couple and wish the family nothing but the best!

In January 2013, Brenda Song looked super chic while out and about in Los Angeles.

The then 25-year-old actress and model headed to Edible Arrangements, probably to get some fresh fruits and chocolates. Perhaps all the sweets were for her then-boyfriend Trace Cyrus?

We know Brenda Song is a chic dresser, and this outfit sums up everything we love about her fashion sense!

Wearing skinny distressed jeans, Brenda Song stops by Edible Arrangements in Los AngelesWearing skinny distressed jeans, Brenda Song stops by Edible Arrangements in Los Angeles on May 11, 2013

She loves to keep things simple, yet sassy and interesting at the same time. The actress, singer, film producer, and model wore a plain white tank top paired with distressed skinny jeans.

To complete the look, she carried a Chanel handbag and sported a pair of brown platform sandals.

Brenda Song shows off her size 6 (US) feet in high heelsBrenda Song shows off her size 6 (US) feet in high heels

Credit: WENN / Adriana M. Barraza / Jody Cortes / Nikki Nelson / Sidewalk / Ryan / Apega

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