10 Stories of how celebs lost their virginity – This will shock you! (With Pictures)

5. Sean “Diddy” Combs

Sean “Diddy” Combs’ first attempt at losing his virginity happened when he was seven years old. He says that he was on top of a girl who was about nine or ten years old, but nothing really happened. However, he did say that his mom and baby sitter “whipped his a$$” after the incident. Diddy would have to wait until he was 13 before he officially lost his V-card status. He likened himself to an adult star because at that point he was watching adult entertainment for so long. Where did he go to do the deed? He stated that you could always get a hotel in the Bronx for an hour, and he made sure he always had enough cash.