why is that man wearing a dress?

From my late elemetary school days into high school I had some friends by the names of John and Andy (they are brothers). John (the older brother) was always the responsible one and stayed mostly out of trouble, but he would always come up with crazy schemes and ideas which he would rarely act on. Andy however, would act on John's crazy ideas. That's just a little background to this story. Instead of telling the story, you can watch it unfold on the Judge Joe Brown show.
http://www.youtube.com/profile_videos?user=phat59
Under the video titled: Tenacious P(laintiff)