Macaulay Culkin: Age 15
The former child star revealed during an appearance on the “Anna Faris Is Unqualified” podcast that he lost his virginity at 15. “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 admitted in March 2018. “We listened to [The Beatles’] White Album, so there you go.”
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