The 48-year-old actress had dashing Brandon Lee on her arm for the charity event. Now 19, Brandon, whose father is Anderson's ex Tommy Lee, grew up in the public eye.
The teen looked pulled together in a printed blue velvet blazer and dark velvet tie while he posed with Anderson, who wore a slinky, form-fitting red dress.
Brandon documented the star-studded evening on social media, sharing an up-close black-and-white selfie to Instagram.
"Had to put on my Fancy Pants tonight," he wrote.
While Anderson contended that Brandon would "be bored" at the event, he told reporters that he was "very excited" to attend.
"When they were little, I didn't want them anywhere near the cameras," Anderson said of bringing him along as her date. "And Brandon's been doing acting and things. And you can't stop it – I tried."
The teen has caught the showbiz bug, and said that he'd been "doing a lot of training" and has spent the "last couple of years" appearing in plays and musicals.
He also joked about Anderson appearing on Playboy's last nude cover, assuring reporters that he hadn't seen it. What about his friends, though? "They knew better."
"It was great," he concluded. "I told her if she was going to do one she might as well do the last one."
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Anderson, who also shares son Dylan, 18, with Lee, previously told PEOPLE that her children were "born out of true love."
She also explained at the time that she's tried to teach her boys to be animal lovers, like her and hoped they'd share in her longtime support of PETA.
"They just have to learn on their own," she explained. " You don't want to put too much on them otherwise they'll rebel against you. You have to be a psychologist, I guess, to be a parent ... So it's by example. That's the only want you can do it."
Donate now to the Haitian Relief Organization at JPHRO.org.
Reporting by MATTHEW COLE WEISS