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Macaulay Culkin Is Reportedly Engaged as a Diamond Ring on Brenda Song’s Hand Was Spotted

Edduin Carvajal
Feb 02, 2022
12:20 A.M.
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Macaulay Culkin and Brenda Song have kept their relationship away from the spotlight for years, but Song's diamond ring on her left hand suggests they are engaged.


"Home Alone" star Macaulay Culkin and "The Suite Life of Zack And Cody" actress Brenda Song might have been dating for four years, but most people only learned about their relationship when they welcomed their first child in 2021.

Their fans are sure they are engaged after Song was spotted with a shining diamond on her ring finger. Read on and learn about Song and Culkin's love story.

Macaulay Culkin on October 9, 2018 in Los Angeles, California [left]. Culkin and Brenda Song on Friday, September 7, 2018 in Santa Monica, California [right] | Photo: Getty Images



Born in August 1980, Culkin is arguably the most famous American child actor in US history. After making his acting debut at the age of four, he landed the role of Kevin McCallister in "Home Alone" when he was nine, and it skyrocketed his career. 

Like Culkin, Song's steady rise in the entertainment industry began when she was a child. She started acting at age six and became a worldwide celebrity as a teenager in Disney's "The Suite Life of Zack & Cody." 

Brenda Song on August 1, 2013 in West Hollywood, California | Photo: Getty Images


Song and Culkin sparked dating rumors in July 2017 when they had dinner together in Los Angeles. They had just finished working in "Changeland," where they met and seemingly hit it off right away. 

One month later, Song posted a group photo on her Instagram account posing next to Culkin. Song, 33, and Culkin, 41, had serious relationships before meeting each other. 

Brenda Song and Macaulay Culkin on September 7, 2018 in Santa Monica, California | Photo: Getty Images


The "American Horror Story: Double Feature" actor married Rachel Miner in 1998 and divorced her in 2002. On the other hand, the "Dollface" actress was engaged to Trace Cyrus, Miley Cyrus's brother.

Trace and Song allegedly started dating in 2010 and were seen together in public for the first time at a party in May 2011. That August, rumors about them expecting their first child were all over the internet. 

"I'm probably going to put some babies in her in a little bit. […] We've definitely been practicing."

Trace Cyrus and Brenda Song on June 23, 2011 | Photo: Getty Images


However, Song's mother shut them down and pointed out that the allegations hurt their family because they didn't raise the actress like that. In October 2011, Song and Trace got engaged.

Their engagement was short-lived, sadly. In June 2012, Trace announced they parted ways and added that they would focus on their respective careers. Song and Trace then had an on-and-off relationship, but it ended for good in 2017.



Like some Hollywood stars, Song and Culkin understandably prefer to keep their relationship private. Luckily for their fans, they have shared some tidbits about it on social media and interviews over the years.

When Culkin turned 40 in August 2020, Song posted an adorable photo of them wearing matching plaid shirts with their names on the back. 

Brenda Song and Macaulay Culkin on June 29, 2019 in Pasadena, California | Photo: Getty Images


She described him as a wonderful, loving, loyal, and hilarious man and admitted to being grateful for sharing her life with him. She ended her message by labeling herself the "luckiest" person on Earth because Culkin loved her.

That was not the first time one of them revealed they had plans to spend the rest of their lives with each other. In 2018, Culkin appeared on "The Joe Rogan Experience" podcast and gushed over his girlfriend.


Culkin told Rogan that he had a "pretty little family," including his "pretty girl," dog, and cat. After saying they were about to move and do the "house thing," Culkin added, laughing: 

"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 on June 03, 2019 in Hollywood, California | Photo: Getty Images


Two years after his appearance on Rogan's podcast, Culkin pointed out that they were still trying to have a baby. Song confessed that what made her boyfriend so special was that "he is so unapologetically Mack," his nickname.

She added that an incredibly sexy quality of the Bunny Ears CEO and publisher was that he knew who he was and was okay with it.

While her show-stopper outfit was stunning, the shining stone on her ring finger attracted the most attention.

Macaulay Culkin on October 9, 2018 in Los Angeles, California | Photo: Getty Images


When Song's mother was diagnosed with cancer and received treatment, Culkin would cook vegetable soup (she is vegetarian) and homemade potato chips for her. 

Culkin and Song would also surprise each other frequently by ordering sushi or preparing warm baths to demonstrate how much they love each other.



On April 5, 2021, Culkin and Song welcomed their first son, Dakota Song Culkin. Named after the actor's late sister, Dakota was born healthy in Los Angeles, and the couple was "overjoyed" about him.

Speaking of Culkin's sister, she passed away in 2008 after being struck by a car. The accident happened in Los Angeles. She stepped off a curb on the city's west side and was hit by the vehicle. 

Although Culkin's sister was immediately taken to the UCLA Medical Center, she passed away from her injuries. Dakota was just 29 years old when she died. 



On January 26, 2021, Culkin and Song sparked engagement rumors when the actress was photographed wearing a diamond ring on her left hand.

In Beverly Hills, California, Song was spotted wearing a beautiful black dress covered by an oversized red winter coat left unbuttoned. She had seeing glasses on, a black face mask, and a small black purse.


While her show-stopper outfit was stunning, the shining stone on her ring finger attracted the most attention. Neither Song nor Culkin has confirmed their engagement publicly yet.

Song and Culkin are not the only celebrities whose engagement made headlines. Machine Gun Kelly asked Megan Fox to marry him on January 11, 2022, and she said yes. 


The couple met on the set of "Midnight in the Switchgrass" in 2020 and felt an instant connection. They made their relationship public in July 2020, and they have been melting their followers' hearts with loving social media posts since then.

Machine Gun Kelly bought a very unusual ring for his wife-to-be. It features emerald and diamond stones held together by a magnet. Due to its "thorns" on the bands, it hurts if taken off. Love is in the air in Hollywood!