Well that's a story I didn't expect! Jack talks about losing his virginity twice. He says the first time was when he was 16 and then again at 18!
“But something that really impacted me was the first couple times we did it, she would say to me, ‘You know, you don’t have to go so fast.’ And when she said that, I was like, ‘Damn, I guess I don’t have to go so fast.’”