When I was young my older sister and I had made a bet, I can't remember what the bet was about but I won and got to wedgie her. I wasn't very good at giving wedgies or really understood them so when I gave her the wedgie it was more from the side/front and apparently really hurt because she got really angry. Seeing how angry she was I knew she was going to get me back so I tried to run away but after a little way, she cornered me and when I tried to get past her I tripped and fell face first. She took the opportunity to jump on my legs and trap me. She then reached into my pants and with a double under hand grip and gave me the worst wedgie of my life. They were up to my neck very quickly and never let up, it was an excruciating long wedgie for at least ten minutes. After she couldn't get them to go any higher she repeatedly jerked them up and down. My underwear was so high up that the front was over my belly button. She wedgied me until she went from angry to hysterical. That was the first and last wedgie that was that brutal nothing before or since compared to that