I was a senior in high school. My parents were rich, and I guess I was a snob. So they sent me off to a boys boarding school in Virginia. By the time I was a senior, I had been elected by the faculty as a dorm monitor. I was on a floor with twenty 9th and 10th graders. Well they were kinda wild. It was one prank after another, brawls, stupid _s_h_i_t_. Every night there was some problem, shaving cream sprayed on someones door, someone throwing flour into the shower on some dumb kid. I got in trouble when the guys were wild, so I tried to get them to quit the goofing around.
Well these guys started to take out their hormones on me. One of them, Case, started to come into my room and wrestle with me after study hours. I was on the tennis team, and I played soccer, but I was no big jock. Case was bigger than me, even though he was a couple of years younger than me. Case was on the football team, a defensive tackle or something. He had light brown hair, blue eyes, and a wicked smile. He like to pin me down, and tickle me. I hated it, but he loved to take out his aggression on me. Sometimes a few of them would try to wrestle with me. There was never anything I could do, when three or four 9th graders gang tackle you, theres no escape. One time Case and the others tickled me so bad I peed in my pants.
The worst was when they started to give me wedgies. Case started it, that jerk. He would get me pinned down, and then the others would grab my underwear and yank it up. Sometimes it stretched, and sometimes it ripped. Case and this other guy, Brad, loved to see how high they could pull up my briefs. They were disappointed if they couldnt get them up to the back of my neck.
Case and Brad figured out many ways to torture me. I would be sitting in my room, trying to study, and they would show up at my door and tell me they wanted to wrestle with me. That usually meant that I was gonna get body slammed, get my body twisted into weird shapes, tickled to death, and get my underpants hoisted up. Brad liked to rip my underwear into shreds. He liked to take a piece of it after each wedgie, and pin it onto his corkboard in his room. He liked to show it off to the other freshman, all the little bits of the underwear from the hall monitor. Case liked to watch me suffer. His favorite was the "hanging wedgie". Brad would bend me over, and Case would give me the wedgie. Then they would lift me up onto a chair, and hook the back of my waistband onto the post of the upper bunkbed. Then they would push the chair out from under me, and I would be left hanging by the back of my briefs. Since I couldnt reach up that far behind me, the only way to get down was for my underwear to rip all the way off, or for someone to get scissors and cut me down. This was the longest year of my life.
By the middle of the year, the pranks had gotten worse. Brad and Case were always on my nerves. Brad was not as big as Case. But he was smarter. He knew when the teachers were around, and when they would be gone. Brad was kinda tall, lean, with dark wavy hair. Anyways Brads older brother came to visit one time in January. His brother Dave was in a frat in college. So one night after the dormparents had gone to bed, all three of them came into my room and wanted to mess around. If figured, OK, they'll wrestle with me as usual. Well boy was I wrong. Dave had just gone through initiation in his frat, and he got the big idea of beating my ass. Dave wanted me to go along with it. He tried to tell me it would be good for me. Well I will try to tell you what everyone said.
Me: No way, Dave. I ain't taking nothing. Dave: You got two options: a spanking or a paddling. Which will it be? Me: I'm outa here, no way, I'm not getting anything. Brad: You are not going anywhere until we beat your ass. Case: I say we get out a belt and put stripes across his ass. Dave: If you dont choose the spanking, I'm gonna paddle your butt.Well Brad and Case would't let me leave the room. So Dave went to his gym bag, and dragged out his fraternity paddle. It was huge. So he asked me again what I wanted, a spanking or a paddling. I said I wasnt getting anything, dammit. So he said, OK, you gonna get the paddle, and Brad and Case started to grab me.
Me: NO!! Wait, come on guys, lets talk about it, please no paddling! Dave: OK, then I want to hear you ask for the spanking. Me: But I dont want to get spanked! Dave: Well then you're gonna get your ass beat with my frat paddle. Case: Get him! Brad: Bend him over! Me: NO!! OK, wait, OK, um, I dont want the paddling! Dave: So you want the spanking? Me: Yeah...well, no, but... Dave: OK, over my knee.Well Dave sat down on the edge of the bed, and made me lay over his knees. I couldnt believe this was happening. He made me beg him to give me the spanking. So the other guys were lovin this. Then Dave told me that if Case and Brad had to help hold me down, and keep me quiet, then they were gonna get a turn to spank me too, so I better keep still and keep quiet, and take it like a big boy. I told him to please dont hit me hard. So then I feel him reach under my belly, and pull the drawstring on my sweatpants. I said, "HEY! What are ya doin!" Dave told me to shut up, cause if I made noise, Brad and Case were gonna get a turn too. So then Dave loosens up my sweatpants, then pulls the back of them down over my butt. I said, "HEY! STOP! You didnt say you were gonna spank me over my underwear!". Dave said, "Im not gonna spank you over your underwear." I said, "Then pull up my sweatpants!" Dave just laughed, and so did Case and Brad. They though this was real funny. So then Dave pulled down the back of my fruit of the looms. I started yelling "You never said you were gonna spank my bare heinie!!!"
So Dave spanked me good on my bare butt. He must have hit me for a long time, cause my bottom was on fire when he finished. He finally let me up, but Case and Brad were not letting me go. They said since they had to help hold me down, and keep me quiet, they deserved a chance to tan my rump. They all took turns. It was really embarrassing to be laid over the knees of a freshman and a sophomore, and spanked bare-butt. Well you know that was a very long night. I couldnt sit down the next day, or the next, I think. Dave left town, finally. The bad news was, Brad and Case had gotten lots of ideas.
The following weekend, they had big plans for me. Saturday night, the faculty were gonna be out real late for a reception or some party, and when they came in, they wouldnt bother to check on the dorm. So a bunch of guys came into my room after I had gone to bed. Im sure it was Brad and Case, and others, but it was dark and I couldnt see who it was for sure. They shoved a dirty sock in my mouth, and put a pillowcase over my head so I couldnt see who was doing it. I was only wearing my underwear.
They dragged my into the boys bathroom, and into one of the stalls. They had a pair of handcuffs, and they handcuffed me around the commode. I struggled wildly, but there was no way to get free. Then someone decided to give me a wedgie. Well it stretched up by butt, really high. My underwear mustuv been crammed way up my crack. So then they put something across the tops of the walls of the stall, like a long board, and then they tied a rope around it, and then tied the other end around my underwear. You see the legbands were pulled together, jammed up my butt. So one end of the rope was tied around my wedgie, and one end was tied to some kinda board up above me. So then they tightened up the rope, so I was forced to stay up on my feet, not kneel down. If I tried to sit down, or kneel, the wedgie would get worse than ever. So I was forced to stay standing, but I was bent way over, cuz I was still handcuffed to the toilet. Man, what an embarrassing time. I couldnt believe it was happening.
Well I stayed like that for about 10 minutes, then the guys on the hall started coming in and checking it out. Everyone laughed, but I still couldnt tell for sure who had done it to me, so there was no way I could tell on them. So after a few minutes, they decided to start slapping my butt. Of course it was bare, cuz my underwear was pulled up my butt crack. Pretty soon I was getting spanked good. At first it was just a few slaps, but then it was like a couple of them spanking me hard on both cheeks. They kept it up for a long time, I know I was crying. They never said anything loud enough for me to figure out who was doing it, but I could hear them laughing. My ass was burning. Then all the spanking stopped. It got real quiet, and I thought maybe they were ready to let me go. Boy was I wrong.
I felt this cold flat thing on my butt. It felt good, cuz my cheeks were on fire. But then I realized what it was that was rubbing my butt: it was Daves frat paddle! I tried to scream, and struggle, but I was pinned, handcuffed to the commode, and with my wedgie and my underwear tied to that board over my head, I couldnt move. The paddle hit my ass, which was already red hot. SMACK! SMACK! SMACK! It mustuv been Dave, but I was never sure who paddled me that night. I took a whole bunch of licks, I couldnt count, it was so painful, and I was crying bad, and everyone was laughing. Eventually they unlocked the handcuffs, and then ran away. It took me a few minutes to get the sack off my head, and the sock outa my mouth, and get out of that hanging wedgie. By the time I ran out of the bathroom, everyone was back in their own rooms, in bed. I went back to my own room, still crying, and with my bottom sooo red and burning.
This was not the last time I had to suffer at that school, cuz that was only in the winter. It was a very long spring. Ill tell you about the rest of it sometime later. I cant believe Im telling you anyways, because its so embarrassing. I guess maybe ya might find it as funny as Case and Brad and Dave and the other guys at that screwed up school.