The 44-year-old actor – who now has three sons with wife Viveca Paulin – first became intimate with a woman during his junior year of college, and admitted the experience felt like “the way it was supposed to happen”.
He said: “In my mind's eye, it seemed like the way it was supposed to happen.”
However, the ‘Anchorman’ actor explained his mother thought he had lost his virginity during his high school years to a girl who was particularly popular with his male classmates.
Speaking in an interview with Rolling Stone magazine, he added: “She said, 'If you slept with this girl, you'd better slap a condom on that pecker of yours’.”
Will’s college years in the Delta Tau Delta fraternity at the University of Southern California also saw him strip off on a number of occasions to impress his fellow classmates.
He said: “In college, they had this thing where you'd run naked on fraternity row, and if anyone challenged me, I'd be happy to do it.”
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