Macaulay Culkin Shares His “Only Regret” About Brenda Song Romance
Brenda Song Shares How 'Home Alone' Inspired Safety Lesson for Her and Macaulay Culkin's Kids
Macaulay Culkin and Brenda Song are celebrating their sweet life.
The couple—parents to children Dakota, 5, and Carson, 3—rang in nine years together with Culkin commemorating the huge relationship milestone with touching words about their deep connection, as well as his only regret about their love story.
"Today marks a very special day for me," Culkin professed in an anniversary tribute to the Running Point star shared on Instagram June 17. "It’s been 9 years since my life changed forever."
And the Home Alone alum even crunched the numbers to illustrate just how lucky he feels to have found the one. As Culkin put it, "It’s amazing to think that 1 in every 5 days I’ve been alive I have had the honor of waking up next to the love of my life."
But the My Girl actor—who met the Disney Channel veteran in 2013 and later fell in love while costarring in Seth Green's 2019 indie film Changeland—did name the sole aspect about his relationship he'd consider changing.
"My only regret is that we haven’t had more time together," Culkin effused. "Thank you for my everything."
While the PDA pulled at fans' heartstrings in the comments, Culkin also showed his love for Song, 38, with another grand romantic gesture last year. The 45-year-old enlisted their kids in a re-proposal to his partner of nearly a decade in 2025.
"I was coming home from Running Point and my mom texts me," Song told Kylie Kelce on the Not Gonna Lie podcast April 30. "She’s like, ‘Are you wearing makeup?’ And I was like ‘What?’ They had flowers all by the front door and my two boys."
Photo by Adam Pantozzi/NBAE via Getty Images
"I walk up and I’m like ‘Oh my God’ and he looked at my boys and he goes, ‘OK what do you say to mama?’ And my youngest went, ‘Ram’s House!'" Song—a diehard Los Angeles Rams fan—explained. "He’s so used to me doing callbacks because I’ll go, ‘Who’s house?’ And he’ll go, ‘Ram’s House!’ I’ve trained my kids well."
For an inside look at Culkin and Song's adorable family, read on...
Macaulay Culkin/Instagram
So '90s
Macaulay Culkin and Brenda Song were on theme at Billie Lourd's 33rd birthday party in July 2025.
Brenda Song/Instagram
8 Years Strong
Brenda shared this sweet photo on the couple's eighth anniversary in June 2025, writing on Instagram, "There is still no one who makes me laugh or smile like the way you do. No one who makes me feel more seen, heard or loved."
"My partner in crime, my adventure partner, my best friend, my baby daddy, my favorite everything- thank you," she added. "To be loved by you is the greatest privilege."
Instagram/Brenda Song
Go Rams
Macaulay and Brenda were decked out in their favorite football team's colors in 2024.
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.
Instagram/Macaulay Culkin
Fun in Cabo
The couple celebrated Brenda's 36th birthday in Cabo San Lucas, Mexico, in 2024.
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.
Instagram/Macaulay Culkin
Bellhop
He also played bellhop and carried her bags, much to Brenda's confusion and amusement.
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.
Amy Sussman/Getty Images
Hi Baby
Macaulay and Brenda's baby boy Carson also made an appearance at the ceremony.
Amy Sussman/Getty Images
Star Power
The couple were all smiles at the family event.
Instagram/Brenda Song
Trick or Treat
In 2023, the Home Alone star got into the spooky season spirit as Brenda passed out candy.
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.
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.
Heart Day
"Hoppy Valentine's day everyone!" Brenda shared on Instagram in 2020, when celebrating with Macaulay in the water.
Splash News
Take Me Away
While strolling through Friedrichshain in Berlin in 2018, the couple displayed some PDA by holding hands.
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!"
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."
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!"
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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