This A+ list mostly movies now Academy Award winner/nominee actor has always been known for his sense of humor and willingness to do anything if it sounds fun. At least he has always claimed it. This Academy Award winner/nominee B- list actress decided to put him to the test. While making a movie together she challenged him on the very first day with a list of 20 things and bet him $25K as to who could finish the list first. The catch was that each item on the list had to be witnessed by someone who needed to sign off. there were childish things like stealing everything from the craft service table and taking it to your trailer, but there were also things like stand naked outside your trailer for 30 seconds in the daylight. Apparently they both did that and had some people watching too who were the witnesses. Another of the items was to have phone sex while on the set, loud enough for people to actually stare. They both did that too. Surprisingly, one of the items that was hardest for him to accomplish was finding five people to make out with. Apparently despite the best efforts of the very good looking actor, it took him almost the entire shoot to find five women willing to make out with him. The actress had no such problems and found five takers in a matter of minutes and had them lined up and signing off on her list. The one thing our actress did not do was have sex with the actor who tried and tried. She did end up having sex with another of her co-stars but she said it was purely a stress reliever and told him not to bother calling her, or thinking it was going to happen again.
George Clooney/Anna Kendrick