10. Ashton Kutcher

During his interview with Details, Ashton Kutcher shared his awkward first-time experience with a girl he was set up with by a friend. Kutcher divulged highlights which included that “it was out in the woods with a girl [he] had just met” and “the whole thing lasted two seconds.” Feeling awkward and embarrassed, Kutcher couldn’t forget his first time. In an act of redemption, Kutcher had sex with the same girl again to prove how much his stamina had improved since his first time.