18. Kimberly Slips Up (The 40-Year-Old Virgin, 2005)
Kimberly Page was once the leader of the Nitro Girls and a loyal presence by her husband DDP's side, but after WCW closed she still had to make a living. So Kimberly pursued an acting career, and her most high-profile role came in the hit comedy The 40-Year-Old Virgin. In the film, lead character Andy (Steve Carell) and his friends go to a speed dating meet in order to find the sexless 40-year-old a woman, but none of the women they meet are suitable - especially Pager's Carol. An ultra-perky gesticulator who seems excited to be meeting so many new people, Carol is oblivious to the fact that her low cut shirt ends up exposing one of her breasts, nipple and all. Needless to say, that first impression is a bit too intimidating for Andy (who tries to draw attention to the rogue boob), and he quickly hightails it out of there.
Scott Fried is a Slammy Award-winning* writer living and working in New York City. He has been following/writing about professional wrestling for many years and is a graduate of Lance Storm's Storm Wrestling Academy. Follow him on Twitter at https://twitter.com/scottfried.
*Best Crowd of the Year, 2013