Well, I'm only a senior this year, so we haven't done our prank yet, but there have been some amazing ones in the past, and a few others that were just fun for those who participated. Here are a few (by the way, it is an all-male school, so there is a little room for the appropriateness of the pranks, in the students' eyes at least):
Class of 2003
Wasn't at the school for this prank, but this one went down in school history as the greatest prank ever. At the time of the prank, the school had three main buildings, with a small courtyard area between them all. At the time there was a school custodian who was very close to all the students. A group of seniors got him in on a prank to "stage a kidnapping." It was a Monday morning and he was trimming the hedges in the courtyard, when the seniors pulled up in a sketchy rental van, had a few get out (wearing skimasks) and they "kidnapped" him. While he was kidnapped they treated him for breakfast at a local restaurant while a "ransom" was presented to the school. The students let the school know that he was in no harm, and that it was all part of a prank, but as a ransom, the dean of students had to read the entirety of "Green Eggs and Ham" over the loudspeaker. The dean wasn't a real social guy, and had absolutely no sense of humor, so it made the prank pretty good and funny for the whole school. I imagine that this could have been an awful prank if the school called the police, but thankfully they didn't as the ransom was presented immediately and the situation explained.
Class of 2007
Starting the summer after the '03 prank, the school started construction on a new building that took up the courtyard area, connecting the 3 buildings with a new 650 seat cafeteria and other classrooms. Part of the building design had a bridge type pathway going over the center of the cafeteria. 4 students with trays and buckets of water balloons ran up to the bridge at the middle of lunch (so the caf was packed tight with about 600 students), and they threw the balloons all over the caf, soaking students and teachers near the bridge, they proceeded to sprint down a hallway, down a stairwell, outside across the practice fields, and into a waiting getaway car.
The next day they also set up a slip `n slide outside the caf windows on the practice fields, and had a group of seniors sprint out in red speedos to use the slip `n slide. They also set up a beer pong setup (with root beer of course) on a picnic table outside. This was more of a party then a prank, but it was funny to watch.
2009?
We're thinking of trying to find a way to RickRoll the entire school, which we have several plausible ways of doing so right now, or trying to one-up the Kidnap the Janitor prank by kidnapping the classics department, but we need to get a better ransom, but I doubt that this will happen.
Class of 2003
Wasn't at the school for this prank, but this one went down in school history as the greatest prank ever. At the time of the prank, the school had three main buildings, with a small courtyard area between them all. At the time there was a school custodian who was very close to all the students. A group of seniors got him in on a prank to "stage a kidnapping." It was a Monday morning and he was trimming the hedges in the courtyard, when the seniors pulled up in a sketchy rental van, had a few get out (wearing skimasks) and they "kidnapped" him. While he was kidnapped they treated him for breakfast at a local restaurant while a "ransom" was presented to the school. The students let the school know that he was in no harm, and that it was all part of a prank, but as a ransom, the dean of students had to read the entirety of "Green Eggs and Ham" over the loudspeaker. The dean wasn't a real social guy, and had absolutely no sense of humor, so it made the prank pretty good and funny for the whole school. I imagine that this could have been an awful prank if the school called the police, but thankfully they didn't as the ransom was presented immediately and the situation explained.
Class of 2007
Starting the summer after the '03 prank, the school started construction on a new building that took up the courtyard area, connecting the 3 buildings with a new 650 seat cafeteria and other classrooms. Part of the building design had a bridge type pathway going over the center of the cafeteria. 4 students with trays and buckets of water balloons ran up to the bridge at the middle of lunch (so the caf was packed tight with about 600 students), and they threw the balloons all over the caf, soaking students and teachers near the bridge, they proceeded to sprint down a hallway, down a stairwell, outside across the practice fields, and into a waiting getaway car.
The next day they also set up a slip `n slide outside the caf windows on the practice fields, and had a group of seniors sprint out in red speedos to use the slip `n slide. They also set up a beer pong setup (with root beer of course) on a picnic table outside. This was more of a party then a prank, but it was funny to watch.
2009?
We're thinking of trying to find a way to RickRoll the entire school, which we have several plausible ways of doing so right now, or trying to one-up the Kidnap the Janitor prank by kidnapping the classics department, but we need to get a better ransom, but I doubt that this will happen.