Brenda Song And Macaulay Culkin Moments That Highlight Their Lasting Love
Macaulay Culkin and Brenda Song are arguably the cutest couple in Hollywood. The Millennial pair have been engaged since 2022, but have been together since June 2017, after meeting on the set of "Changeland." Since then, they have served us some adorable moments online that highlight their lasting love. Macaulay Culkin and Brenda Song's relationship is full of green flags, too, including the fact that they support one another and can laugh together.
Song, who has had a stunning transformation since "The Suite Life" seems to be Culkin's safe and stable place. As the former child star has said in the past, she has given him a purpose and a family. Culkin also seems to brighten Song's days, by making her laugh constantly. Culkin and Song share two kids, Dakota, who was born in 2021, and Carson, born in 2022. Let's take a look at their sweetest moments, which are spread across red carpet appearances and social media posts.
When Brenda Song cried at Macaulay Culkin's Walk of Fame ceremony
One sign that a relationship is bound to last is when each partner shows their support for one another. Brenda Song and Macaulay Culkin do just that. In December 2023, Song showed up to support her partner when he received his star on the Hollywood Walk of Fame. But, it was Culkin who actually made Song cry tears of joy as he paid tribute to her during his speech. He said (via Entertainment Tonight): "You're not only the best woman I've ever known, you're the best person I've ever known. You've given me just all my purpose."
The way Macaulay Culkin looks at Brenda Song lovingly
Although Brenda Song is absolutely flawless without makeup, she and Macaulay Culkin got all dressed up to attend the 5th Annual Academy Museum Gala at the Academy Museum of Motion Pictures in October 2025. The couple took some adorable photos at the event, but our personal favorite is the one above. Song is seen laughing as Culkin smiles and looks at her lovingly. On r/popculturechat, one user (CameHereToSayWut) commented on the photos: " Im so jealous of their love. So happy for them." All we can say is get a partner that looks at you the way Culkin looks at Song.
When they played tourists at LEGOLAND
Another sign that a couple's relationship is bound to last is when they can be laugh, be playful, and act childlike with one another. Macaulay Culkin and Brenda Song appeared to be doing just that when they visited LEGOLAND California in 2026. In one snap shared to Instagram, the couple appeared to be having the time of their lives. The child star described their adventures in the caption, writing about how they got lost, took a quick nap on the bench, and took photos at all the landmarks, just like real tourists.
When they snapped silly and sweet pics in a scenic place
In February 2026, just a week after Valentine's Day, Brenda Song shared some sweet moments of her and Macaulay Culkin on Instagram. The first photo was a silly snap of the two making faces and holding up peace signs. The other photos included scenery of green hills, a giant floral heart, and lakes and Culkin kissing Song on the cheek. She captioned the post: "Last but not least- R&R in my favorite places with my favorite person." The post received over 421,000 likes, with commenters rooting for their relationship.
When Macaulay Culkin treated Brenda Song like the queen she is
For Brenda Song's birthday in March 2024, she and Macaulay Culkin visited Nobu Los Cabos. Culkin found a resort shirt at the gift shop and proceeded to act as the resort staff for the rest of the trip. He posted the hilarious photos on Instagram with a caption explaining his shenanigans. He's seen serving her drinks, carrying her luggage, and handing her a towel. It's cute to see that, not only can the couple be playful with one another, but Culkin has no issue catering to his partner.
When they posted sweet messages to each other to celebrate their anniversary
On June 17th, 2026, Macaulay Culkin and Brenda Song celebrated their ninth anniversary. They both posted on Instagram, reminiscing on their time together. Culkin posted a photo of the two dressed in pink on Instagram with the caption: "It's been 9 years since my life changed forever...My only regret is that we haven't had more time together."
Song, on the other hand, posted a polaroid of the couple kissing. Her caption read: "My life burst into color when you walked into it. I will never know what I did to deserve you...but I am forever grateful."