Go Rams
Macaulay Culkin and Brenda Song were decked out in their favorite football team's colors.
Date Night
The couple stepped out for a rare red carpet date at a Clarins product launch party in Los Angeles in March 2024.
Meet Dakota
The two appeared with their son Dakota at Macaulay's star ceremony on the Hollywood Walk of Fame in December 2023.
Hi Baby
Macaulay and Brenda's baby boy—whose name has not been made public—also made an appearance at the ceremony.
Trick or Treat
The Home Alone star got into the spooky season spirit as Brenda passed out candy.
Black & White Style
The duo appeared at the GFS Fall Benefit in Santa Monica, Calif., in October 2023.
Hand in Hand
Brenda and Macaulay held hands during an outing in April 2023, just weeks after cofirming the arrival of their second son.
In January 2022, a source confirmed to E! News that Brenda Song and Macaulay Culkin were engaged. The actress showed off her engagement ring while stepping out in Beverly Hills.
"Hoppy Valentine's day everyone!" Brenda shared on Instagram when celebrating with Macaulay in the water.
Star Power
The couple were all smiles at Macaulay's star ceremony on the Hollywood Walk of Fame in December 2023.
While strolling through Friedrichshain in Berlin, Germany, the couple displayed some PDA by holding hands.
"Happy 40th birthday to this magical being," Brenda wrote to Macaulay on Instagram. "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."
Uniting for good! The Hollywood couple attended the sixth biennial Stand Up To Cancer (SU2C) telecast in Los Angeles.
"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!"
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!"
Fun in Cabo
The couple celebrated Brenda's 36th birthday in Cabo San Lucas, Mexico.
Poolside Service
Macaulay purchased a resort tshirt and pretended to be a resort employee, offering Brenda a towel as she lounged poolside.
Bellhop
He also played bellhop and carried her bags, much to Brenda's confusion and amusement.