19 Photos of Brenda Song and Macaulay Culkin Being the Cutest Couple in Honor of Her 38th Birthday
19 Photos of Brenda Song and Macaulay Culkin Being the Cutest Couple in Honor of Her 38th Birthday
Alexandra SchonfeldFri, March 27, 2026 at 10:37 PM UTC
0
Brenda Song and Macaulay CulkinCredit: Macaulay Culkin/ Instagram
What do you get when two child stars grow up and find love? Brenda Song and Macaulay Culkin's adorable relationship.
The two actors, who first met back in 2014 at mutual friend Seth Green's house, have gone on to have a years-long relationship that now includes two little ones and an engagement.
In honor of Song's birthday on March 27, here's a look back at some of the couple's sweetest moments, from silly red carpet moments to cosplaying vacation snaps.
01 of 19
In Technicolor
Brenda Song and Macaulay CulkinCredit: Macaulay Culkin/ Instagram
The pair looked ultra-cool in their matching Oakley Meta Sunglasses as they attended the Super Bowl in February.
02 of 19
Proud of You
Brenda Song, Macaulay CulkinCredit: Gilbert Flores/Variety via Getty
Get you someone who looks at you the way Culkin looks at Brenda Song. The Home Alone star had his fiancée by his side at the Fallout season 2 premiere after party.
03 of 19
Hollywood Royalty
Brenda Song, Macaulay CulkinCredit: Michael Buckner/WWD via Getty
The parents of two were picture-perfect as they attended the Fifth Annual Academy Museum Gala last October.
04 of 19
Sealed with a Kiss
Brenda Song, Macaulay CulkinCredit: John Shearer/FilmMagic
And of course, a sweet moment of PDA.
05 of 19
Big Laughs
Brenda Song, Macaulay CulkinCredit: Rogers Kisby/Oscars/Academy Museum Foundation via Getty
We bet Macaulay exaggerated his pose just to get a laugh out of The Suite Life of Zack and Cody star.
06 of 19
Blush, Blush
Brenda Song, Macaulay CulkinCredit: Eric Charbonneau/Focus Features via Getty
Song was caught blushing during a cute candid moment with her dotting partner at the Song Sung Blue after party last October.
07 of 19
Happy Times
Brenda Song and Macaulay CulkinCredit: Macaulay Culkin/ Instagram
"8 years and there is still no one who makes me laugh or smile like the way you do," Song wrote in celebration of their anniversary last June.
"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. To be loved by you is the greatest privilege. Happy anniversary. I love you❤️"
08 of 19
Let the Good Times Roll
Macaulay Culkin and Brenda SongCredit: Macaulay Culkin/ Instagram
Mom and Dad called back to their Disney days in this fun flick taken at a friend's party.
09 of 19
Eyes on You
Brenda Song, Macaulay CulkinCredit: Tommaso Boddi/2026GG/Penske Media via Getty
Clearly, he just can't get enough of her. Macaulay raved about his girl during an episode of Mythical Kitchen's "Last Meal" and spoke about how meeting her motivated him to change his party boy ways.
"She picked me off a pile. I had always wanted to do the family thing. I always wanted the kids and the whole works. I wanted that. And it was just starting to sink in that it's not gonna happen," he recalled. "At least not [with] the way I'm acting and the way that I [was] conducting myself. No self-respecting woman would have my children. Then, yeah, she saw the best of me and it made me want to be better. So yeah, I try to live up to her expectations."
10 of 19
Advertisement
Eyes for You
Credit: Dia Dipasupil/FilmMagic
During the 2025 award season, Song and Culkin stepped out for the Vanity Fair Oscar party and couldn't help but smile as they looked over at one another.
11 of 19
No Shoes, No Problem
Brenda Song and Macaulay Culkin.Credit: Stefanie Keenan/VF25/WireImage
Culkin was not afraid to let his personality shine through at the Vanity Fair party. At one point, he went socks-only and carried along his loafers.
12 of 19
Birthday Wish
Brenda Song and Macaulay Culkin.Credit: Brenda Song Instagram
For Culkin's 40th birthday, the Running Point star made a sweet Instagram post that showed the pair wearing matching — and customized — pajamas.
"Happy 40th birthday to this magical being," wrote Song. "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."
13 of 19
At Your Service!
Credit: Macaulay Culkin/ Instagram
During Song's birthday in 2024, the two whisked off to a Mexican vacation where the Home Alone star playfully posed as resort staff and tended to the birthday girl.
In more photos posted to Instagram, Culkin is seen bringing her a drink, making the bed and carrying her bags.
"So the lady and I went to @nobuloscabos for her birthday," he wrote alongside the adorable shots. "On our first day we went to the gift shop and I found this shirt. Since now I looked like the staff I decided to spend my four days there masquerading as a: Poolside waiter, Housekeeper, Cabana boy, Room service attendant [and] Bell hop."
14 of 19
Buttoned Up
Credit: Amy Sussman/Getty
At the Academy Museum Gala in October 2024, Song took a moment to adjust Culkin's tie.
15 of 19
Always Laughing
Macaulay Culkin and Brenda Song.Credit: Robin Marchant/Getty
Culkin was by Song's side to support her at the premiere of her movie The Last Showgirl during the 2024 Toronto International Film Festival.
16 of 19
Courtside Cuddles
Brenda Song and Macauley Culkin.Credit: Jessie Alcheh/NBAE via Getty
While sitting courtside at a January 2025 Lakers game, the couple cozied up with drinks in hand.
17 of 19
Bring It In
Macaulay Culkin and Brenda Song.Credit: Amy Sussman/Getty
Emotions were high during Culkin's 2023 Hollywood Walk of Fame star ceremony where he was given a spot on the iconic boulevard.
"You are absolutely everything," Macaulay said as he began thanking Song. "You're my champion. You're the only persona happier for me today than I am. You're not only the best woman I've ever known, you're the best person I've ever known. You've given all my purpose, you've given me family and after the birth of our two boys you've become one of my three favorite people. I love you so much.'
18 of 19
Tears of Joy
Brenda Song.Credit: Anna Webber/Variety via Getty
During the special milestone, Song was seen wiping away tears as she looked on proudly.
19 of 19
Pucker Up
Brenda Song and Macaulay Culkin.Credit: Kevin Mazur/Getty
Early on in their relationship, the two attended the 2018 Stand Up To Cancer telecast, where they found some time for a quick smooch.
on People
Source: “AOL Entertainment”
