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Macaulay Culkin and Brenda Song's Cutest Pics

17 photos
Mar 13, 2025 10:15 PM
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Macaulay Culkin, Brenda Song
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Instagram/Brenda Song

Go Rams

Macaulay Culkin and Brenda Song were decked out in their favorite football team's colors in 2024.


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Olivia Wong/Getty Images

Date Night

The couple stepped out for a rare red carpet date at a Clarins product launch party in Los Angeles in March 2024.


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Instagram/Macaulay Culkin

Fun in Cabo

The couple celebrated Brenda's 36th birthday in Cabo San Lucas, Mexico, in 2024. 


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Instagram/Macaulay Culkin

Poolside Service 

Macaulay purchased a resort tshirt and pretended to be a resort employee, offering Brenda a towel as she lounged poolside.


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Instagram/Macaulay Culkin

Bellhop 

He also played bellhop and carried her bags, much to Brenda's confusion and amusement.


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Amy Sussman/Getty Images

Meet Dakota

The two appeared with their son Dakota at Macaulay's star ceremony on the Hollywood Walk of Fame in December 2023.


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Amy Sussman/Getty Images

Hi Baby

Macaulay and Brenda's baby boy Carson also made an appearance at the ceremony.


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Amy Sussman/Getty Images

Star Power

The couple were all smiles at the family event.


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9/17
Instagram/Brenda Song

Trick or Treat

In 2023, the Home Alone star got into the spooky season spirit as Brenda passed out candy.


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Michael Kovac/Getty Images for Ghetto Film School

Black & White Style

The duo appeared at the GFS Fall Benefit in Santa Monica, Calif., in October 2023.


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11/17
Kevin Mazur/Getty Images for Stand Up To Cancer

They're Getting Hitched

In January 2022, a source confirmed to E! News that Brenda and Macaulay were engaged. The actress showed off her engagement ring while stepping out in Beverly Hills. 


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12/17
Instagram

Heart Day

"Hoppy Valentine's day everyone!" Brenda shared on Instagram in 2020, when celebrating with Macaulay in the water. 


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13/17
Splash News

Take Me Away

While strolling through Friedrichshain in Berlin in 2018, the couple displayed some PDA by holding hands. 


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culkamania / Instagram

Proud Parents

In 2022, the couple celebrated their son Dakota's first birthday with a visit to Sesame Place San Diego. Calling it a "magical" affair, Brenda wrote on her Instagram alongside a snap of herself and Macaulay posing with Elmo, "We had so much fun!"


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15/17
Instagram

Birthday Bash

"Happy 40th birthday to this magical being," Brenda wrote to Macaulay on Instagram in 2020. "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. Hahaha. My unicorn that I never thought could exist, I am luckiest person in the world because I am loved by you."


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16/17
Instagram

Biggest Cheerleader

"Guys, I did a podcast with my favorite bunny—podcasters and just 2 of my favorite people," Brenda shared online when supporting her boyfriend's podcast back in April 2018. "@bunnyearspodcast aaaand the one and only @mattbennett!" 


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Kevin Mazur/Getty Images

Do-Gooders

Uniting for good! The Hollywood couple attended the 2018 Stand Up To Cancer (SU2C) telecast in Los Angeles. 


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