“It wasn’t gross or weird. We planned it. It was warm and sticky and I felt like, ‘Geez, this is weird. Am I doing it right?’” he said. “We listened to [The Beatles] The White Album, so there you go. ‘Am I doing it right?"
Culkin didn’t clarify who he shared his first time with, but he does have a history of starting things young. He married actress Rachel Miner when he was 17 before they later split in 2002. He also previously dated actress Mila Kunis.
Though Culkin didn’t specifically name his current girlfriend, Brenda Song, on the show, he did talk about his “special lady friend” several times, adding, “She’s Asian, so I can make Asian jokes now too.”
“I’d be lying if I didn’t say looks matter. But also, I’m with a lady right now and she is so good to me,” he said. “She just does nice things, and I feel like at first I didn’t know how to be treated well in that kind of way. It was a strange, almost foreign concept. So that kind of thing, I realized it is important to me.”