My friend Chris went to my friend James' parent's house when we were in high school to see if James was home. When his dad answered the door and said that James was not home, Chris told him that James owed him $50 dollars and said he was supposed to leave it by the front door. James' dad said he didn't see the money, but that he would give him the $50 and James could just pay him back. In reality, James did not owe Chris one cent, and now James owed his dad $50 dollars that Chris had conned out of him.
My friend Tyler is really good at impersonations and thus prank calls, so we decided it would be funny to get our friend Scott grounded for as long as possible. One day, Tyler called Scott's parents and claimed to be the dean of our high school. He proceeded to tell Scott's parents that he had been ditching school for the last month and was on track to be expelled. Tyler then set up a meeting (posing as the dean) with Scott's parents, but set the meeting for two weeks from that day. What this did is cause Scott to be grounded for the two weeks while waiting for his meeting with the dean and his parents. Pretty much every night when our group of friends were going out to party we would call Scott and ask him how his grounding was going, call him names while laughing and make fun of him the next day at school. He knew it was us, but his parents did not believe him and kept him grounded. The best part probably happened when Scott's parents actually showed up for the meeting with the dean and found out that the entire thing was fake.
I had a party at my house in high school, the day after my parents had our carpets professionally steam cleaned. I kept everyone on the hardwood floors, in the backyard, and off the carpets. However, my friend Ryan got too drunk and wandered into my living room and laid on my couch. He then decided it would be a good idea to puke on the carpet and not even attempt to make his way to the bathroom. I had to seek immediate revenge. I did not try to clean him up one bit, but instead dragged him into the bed of my friend's truck, drove over every speed bump on the way to his house, then left him on his front porch passed out with puke all over him with a note saying "ground me." This was already sufficient revenge, but I did not stop there. It was early in January, so Ryan's entire neighborhood had set their Christmas trees out on the curb to be collected. I knew Ryan was trying to sell his piece of shit car, we called the trapezoid. I also knew how to break into Ryan's car because of a broken window. With some help from three of my friends, we drove around dragging every tree in front of Ryan's house. We then opened all the doors, and the sunroof to his car and stuffed every tree from his neighborhood into his car and then piled the rest on top until you couldn't even see his car, but instead it looked like a giant mound of trees. His car wreaked of pine and he couldn't sell his car for months because it smelled so bad.
Another time in high school, I stole a stack of detention slips and had my friend that worked in the front office of the school actually process the detentions I would write my other friends. In essence, if my friend pissed me off or said something mean to me, I would take out a detention slip and write him a detention that he really would have to serve.
Last but not least, I was at my friend Will's house and he told me he was planning on slipping a laxative into our friend Jimmy's drink later that day. Being a good friend, I warned Jimmy that Will was plotting against him. This backfired for everyone. Jimmy thought it would be funny to put the laxative into Will's family milk in their refrigerator. The entire family ended up drinking the milk over the next couple days, except Will. Will's father, mother, and three siblings all had to miss at least one day of work or school. No one knew what happened for weeks, until it came out that it was Jimmy. Somehow I was roped into the story, so Jimmy and I were banned from Will's house for over a year.