Instagram/Macaulay Culkin & Brenda TV Macaulay Culkin re-proposed to Brenda Song with their sons' help. She shares the sweet, funny story on Kylie Kelce's podcast. May 2, 2026 AceShowbiz - Macaulay Culkin recently re-proposed to his longtime partner, Brenda Song, in a heartfelt moment involving their two young sons, Dakota and Carson. The event took place in August, marking a special milestone for the couple and their family. During an April 30 episode of the Not Gonna Lie podcast hosted by Kylie Kelce, Brenda Song shared the charming story behind the proposal.