16. Nicole Polizzi

On an episode of MTV’s Virgin Territory, Snooki shared the story of her deflowering. The experience was an all around terrible and horrifying experience for the reality TV star, but that didn’t stop her from dropping all the gross details in true Jersey Shore fashion. Snooki recalled being terrified of the possibility of a pregnancy. But the guy, who she now calls “a jerk,” didn’t have a condom. The solution? The two wrapped his penis in saran wrap. Snooki wasn’t particularly proud of the moment and wishes she waited for her current fiancé.