The Perverted Raffle

Some twenty years ago, after budget cuts threatened to cancel the prom and their senior week, the seniors at West End High came up with a temporary solution to their money problems. It seemed simple at the time, hold a raffle to raise the cash, and that's what they did. It's a tradition that still lives today, although the raffle has undergone some tweaking over the years.

The premise at the time was simple, sex sells, so they sold chances to a perverted raffle, its winner getting the opportunity to have sex with a hot senior babe. The one trick to the raffle was to keep it hush, hush. No one was supposed to know about the raffle until they were seniors, and after they graduated they weren't supposed to talk about the raffle to anyone. The whole thing worked on the peer pressure factor, basically it was a you talk, you die, mentality. Everything seemed to work fine for the first twenty years, and then there was this year.

That's were I come in. My name is Deputy Duffy and I work for the Vermont State Police. I first got wind of the raffle from the scorned girlfriend, of one of the finalist, a couple of years ago. Damn scorned woman. She spilled everything she knew about the raffle, one night after I stopped her for driving an uninsured vehicle. After bringing her to the station and doing my duty, the naked women offered me a deal. Well I had heard that line before, so I reached for my zipper. She only laughed, which was strange, because usually they waited until after to do that. She went on to clarify her deal. She said she had a story that would blow the lid of our small town, in exchange I would forget about her insurance problems.

I quickly told her forget it. Then she told me about the raffle anyways, it sounded like BS, but it also was a bit titillating, or maybe it was just the glistening messenger. She even said she had a sister, who was a senior girl, and a bit of a feminist, and well the whole raffle thing just pissed her off, so she would probably be willing to work with us on the case. Her sister had already told her a little about this year's raffle, which she went on to tell me about.

This year there were 72 boys and 85 girls in the senior class. The raffle was headed up by the head football cheerleader and the football captain, who also got to pick an enforcer, just to make sure everyone complied with the raffles rules. The raffle had simple rules. The senior boys would select a list of the ten girls, in the senior class that would be their dream fuck. They called it, (the top ten-fuck girls list.) I know, I laughed when I heard it too.

They sold tickets, only to the senior boys. One dollar a chance, as many as you could afford, and then a week before the senior beach party, which was a week before the prom, 10 male finalist would be drawn. (The lucky ten.)

Then the night of senior beach party, which was held at the high school. The two boys in charge of the event would escort the lucky ten, to the youth center, which was located right in back of the high school. She also said they had an (in,) with the center's director, who's payoff was he got to watch.

The head of the football cheerleaders, who was exempt from the list and the raffle, by the way, was in charge of the ten girls. Her job was to escort them to the youth center and especially to make sure they went through with their duties, once they were there.

Once inside the youth center there would be another raffle. Two of the ten lucky finalists would be drawn, and then they would get to draw a name from the ten girl's names. Then the four would go into the backroom along with the head cheerleader. The two girls would have to perform a girl, girl show first, for the two lucky winners, before they would have to perform oral sex, on the boy that drew them, to its completion. Then for the next two hours, they would have to fuck each of the boys, as many times as they could, anything goes. But wait there's more. Back in the main room, the two boys in charge would draw a name from the remaining eight girls, and whomever they drew would join them in the directors office, for some lap dances, and some oral sex, and if the girl wanted, she could do more.

When she finished, I quickly asked her why in the world the girls on the list would even go to the center in the first place. Her face became cold with fear as she told me how some girls who didn't show up in the early days were raped and tortured, and their houses burned down. Honestly, it sounded like an Urban Legend to me, but judging by her face, I guess it worked. I finally asked her if she made the list, as she was quite attractive, especially without her clothes on. She hesitated for a while, and then just shook her head back in forth, but I had my doubts.

I also had my doubts about the raffle, but I thought about it and figured it might be worth looking into, so I let her go. Of course I still got my blow job, just in case her story was indeed a tail, and speaking of tail, when I met her sister, I almost fell over. When her sister said, feminist, I never pictured a five foot, 100 pound, sultry looking brunette, with sparkling hazel eyes. It's no wonder why she made the list.

Although after speaking to her for two minutes, it was clear that this girl was not going to be reclining on her back, in the back of Billy, football playing, Smith's car anytime soon. I also found out later that she only agreed to work with me, after she found out that she was on the list. From the information she provided, I double-checked the when and where of the raffle, and went to work.

The when: It was the same night as the beach party, the last school dance. It was only two weeks away, so we didn't have long to prepare.

The where: The Youth Center. I knew the youth center well. The department had done some charity work for it in the past, that helped keep it alive. As the youth center's soul purpose, get kids off the streets, was a worthy one. I knew there was rumors that the director had some affairs with some of the girls there, but he always waited until they were adults. So technically he wasn't doing anything wrong, by the laws standards anyways, and there had never been one complaint against him, in the fifteen years he was the director there, so I was still a little shocked that he was involved in something like this.

I enlisted the help of my fellow deputy, Deputy Johns. He was a bit of a surveillance nut, and also an admitted voyeur at heart. So after-hours one night, we rigged up the center with the best equipment we had. Our plan was to tape the whole thing as proof, before moving in. We would also use the sister, who we called Jane Doe, as our witness.

Jane Doe came to us a week before the event was supposed to take place. It seemed the she finally found out about the rules of the raffle, once they got to the youth center. She was in hysterics, it took us an hour to calm her down and get her to finally tell us what was so upsetting.

Finally she went on to tell us about the two girls and the two guys, and the blowjobs for the two senior boys in charge, which we already knew. She then went on to tell us the rest of the night's festivities. It seemed like this years senior class did a little tweaking of its own.

She went on to say that now after the finalist were in the back room and the two boys in charge were in the office, the remaining eight boys and six girls would have their own contest for the next two hours.

The plan: With the youth director monitoring the events, the eight guys are going to be lined up in two rows of four, and the remaining six girls will dance their way from one end to the other. Then the boys vote for the one who did the best job, usually the one who showed the most skin, and the remaining girls would have to dance again, round after round, each time with the winner being excluded from the next round. Until there is only one girl left. The lucky girl has the envious job of having to strip off her clothes, if she is still wearing any, and provide a hand job to anyone of the boys who wanted one, and they are also free to release themselves on any body part of hers they wanted.

The Bonus: Finally after the 2 hours are up, and all the boys had left, all the girls had to pose for a naked photo and then a naked group photo, taken by the youth center director, even the head cheerleader had to take part in the pictures part, and then the pictures were to be buried until the classes 25th reunion.

After her story, I led Jane Doe to the bathroom, to wash up as she had been in tears, while telling her story. While I also had to regain my composer, as I had to hand it to the senior boys, they sure came up with some interesting rules this year.

I will tell yah, it took all my training to talk Jane Doe into going through with the event and not chickening out, as we needed things to go off without a hitch. She only seemed swayed when I promised her that those involved would pay for their sins. Finally before she left, she also said that if she was picked to have sex, oral or otherwise, she was out of there, as she said several times that she was saving it for marriage. Two days before the event, were we ready to roll. Jane Doe's sister called me and told me that she talked to her sister and straightened her out. Hearing her tone, I didn't even have to ask her what she meant.

Finally it was the night of the dance, Deputy John and I drove over to Jane Doe's house and gave her some last minute encouragement, although she was as nervous as I've ever seen someone. She was literally shaking to the bone when she left for the dance.

Jane Doe's sister, who we called Snowball, (don't ask), came along with us in the van. She would serve as our identifier as she seemed to know all of the participants. Snowball, who worked afternoons at the high school, had done her homework. She had files on all the parties involved. While reading the files, we proceeded to the youth center.

We parked in the ice cream parlor next to the youth center and checked our equipment. We had a color monitor of the main hall, and the office and backroom. We also had smaller black and white ones, equipped with sound. The first thing we saw was the youth center's director also testing his video equipment, which erased any doubts I still had about the validly of the raffle. I settled into my uncomfortable chair and waited for show-time.

Chapter 2, (its raffle time.)

The senior boys were the first to arrive to the center. Hank, the star quarterback, and his enforcer Buck, who was a good choice, I might add, led the lucky ten. Buck stood 6'7" and had to be three bills easily. He was also dumb as an ox, judging by the simple fact that he was a 21 year-old senior. Going over the roster that Snowball had provided, the ten were a mixed group. There were some jocks, A couple of band dudes, and two science club geeks, who were even playing with some sort of hand held game.

Finally we saw the back door open and the head cheerleader walked in. She certainly fit the stereotypical head cheerleader profile. Her name was Kimberly. She was blessed with long blonde hair and blue eyes. She was wearing a short skirt and half sweater that did little to hide her obvious curves. She was only the first indication that this would be a night to remember, for all those involved.

She had the boy's line up in two rows of five, just inside the back door. When they were in place, she stood at the door and announced the first girl's name. Her name was Mandy, she was a fellow cheerleader and honor roll student. Watching the monitor, Mandy strolled in, much to the boy's delight. She was a brown hair beauty for sure, but the thing that caught my attention the most was the fact that she was wearing her cheerleading uniform, as was Megan, Donna, and Crystal, who quickly followed. While their uniforms did, it wasn't really surprising to me that the boys had selected four cheerleaders to their list.

The fifth girl was named Toni, who was wearing her softball uniform. Toni was a brown haired, ponytail-wearing creature. She was also the class jock. A three-sport star, and looked like the girl next door. As opposed to the creature that walked in the room next. Her name was Allison, but Snowball informed me that everyone called her (Too Tall), as she was 6'1". The cropped blonde haired Allison, (I make up the nicknames around here,) was wearing leather pants and a small bikini style top. I had a gut feeling that this girl would also be spotting tattoos and a nipple ring, one-day.

The seventh girl Amy, was none other than the class president and valedictorian. Amy was the first girl that was already shedding nervous tears, but when Jane Doe followed she wasn't alone anymore. Both of the girls wore nice summer dresses. Looking at Snowball, I felt bad that she had to watch her sister go through this. I even asked Snowball if she really wanted to see this, and she just looked at me like I just asked her the stupidest question in the world, and maybe it was.

The ninth girl was named Lacy. She strolled in the room and twirled about like she was strutting down a Paris runway. Lacy, a fiery red head, was dressed in a short black skirt and fishnet like top. Making her way down the line, she was rubbing up against the boys, as they wildly cheered her on. When I looked at Snowball, she just mouthed the word (slut,) so I figured the class-slut just made her appearance.

The last girl had to be the wild card, as she was least attractive of the girls. She was covering her face as she walked in, and then the head cheerleader had to drag her down the line of teasing boys. I again looked at Snowball for help. She told me she was named Samantha, and she just happened to be the daughter of the Vice- Principle, whom most of the class hated, and I had to agree. I thought he was a dick-head too.

The ten girls seemed to huddle together, as the boys stood facing them. They seemed to be checking each other out it. It seemed strange to me, until Snowball informed me that the boys didn't know what girls had made the list, and the girls didn't know what ten boys won the first raffle, until tonight, at least that was the premise.

The head cheerleader told the ten girls to line up shoulder to shoulder and the boys as well. She then bounced down the line and gave each girl a numbered necklace, which they wore around their neck, and the boys were next, the girls had pink numbers and the boys blue, as some things never change.

The enforcer brought over a large fish bowl that after we zoomed in on it, had ten ping pong balls with numbers on them. With things moving quickly, we watched as the football star was blindfolded by the cheerleader and spun around. He now stood in front of the bowl, with his hand ready to draw a ball. You could cut the tension with a knife. Our sound recorders weren't even picking up a sound. Some of the girls look to be praying, as if they were calling for the lord's help, as I'm sure some of the guys were as well. I noticed the youth center director taping the proceedings on his camcorder, as he came into our picture for the first time. I still couldn't believe he was involved.

The head cheerleader announced it was time to pick the first boy. Hank the quarterback pulled out a ball and the cheerleader screamed out "4," when she saw it. The tall boy wearing the 4 around his neck jumped up and down, as the other boys patted his back. After they died down a 7 was drawn next, it was one of the science club geeks. Funny, while the boys were congratulating him, I could see most of the girls' cringe at his selection.

Finally, after the head cheerleader regained control, the tall boy who was drawn first was blindfolded and he picked out a ball. It was a 5, which belonged to Toni, the class jock. She just ran her hand though her short brown hair, before she hung her head muttering. The science geek was funny. I think his favorite part was being blindfolded by the head cheerleader and spun around, before he pulled out the number one ball, which belonged to Mandy, who quickly broke into a chorus of obscenities, that would have made a drunken sailor proud. Snowball was quick to point out that the jocks and the cheerleaders didn't get along, especially these two, She had a point, how I forgot about the girl/girl part of the raffle I'll never know, while I was also pretty sure that she wasn't looking forward to blowing the little geek either.

The head cheerleader tried to get the four to hold hands for a picture, but was unsuccessful, as the boys in their hast, brushed by here, their prizes in tow. We watched as the head cheerleader blindfolded Hank again, as it was his turn to draw his prize, he drew a seven. Amy's tears were now really streaming, as Jane Doe was trying to comfort her, but Hank came over and picked her up over his shoulder and carried her into the director's office.

The head cheerleader went to blind fold the enforcer next, but he just batted her attempt away. She started to scream at him to play by the rules and pick a number. He spun and flashed her an evil look before thrusting his paw into the bowl, fishing around before he finally found the ball he seemingly wanted, and pulled it out. It was the 10 ball, which brought out a chorus of protest, for fair play, from the girls, but he just shrugged them off, and grabbed Samantha by the arm and dragged her into the office.

Snowball was quick to point out that Buck and the vice principle had been feuding for years, and Buck even blamed him for still being in school. I was a little upset to say the least, because now our plan was in jeopardy, cause we couldn't just sit and watch, if things got out of hand.

I told Deputy John to get ready to move in, as we now watched the office monitor intensely. The football star was enjoying a half-assed lap dance from the Pres, who was already topless. As soon as Buck and Samantha were in the office, she literally jumped on him and they started making out, until he finally sank back into a chair, as she was moaning about how long she had wanted this. The three of us in the van were trading stunned looks, matched by the football star and the Pres, who also stopped what they were doing and watched.

We finally sat back in relief, because if anyone was being violated, it was Buck. Samantha struggled with, but finally got his pants off. But what Samantha didn't struggle with was her oral exam. She quickly took Buck's hard cock in her mouth and was soon moving in almost violent movements, as Buck wore a look of panic on his face. We soon found out why, as he moaned he was coming, but Samantha never moved her head away, as she seemingly took everything Buck had in him.

Mr. football star, who had the class president sitting on his lap, as they watched, while he also fondled her pear size breasts said he was read now with a break in the action. He had her stand up, before he slipped his pants off, and leaned against a desk. He seemed to be pleading his case, as he stroked his cock, before the Pres slowly sank into position. It was now Buck and Samantha's turn to watch. The Pres was more subdued than Samantha, as apparently she didn't share the same feelings for Mr. football star, or maybe it was the cock sucking part, either way she didn't looked like she was enjoying her cocksicle.

"Don't come on me," she screamed out, as the football star pulled out of her mouth, and was stroking his cock, his face ecstatic. She jumped out of the way, just in time to miss the football Stars pass, as he continued pumping his cock, cum oozing out, and suddenly the room broke into nervous giggling. The rest of the time in the room was spent watching Samantha and Buck fool around, but they never went all the way, cause apparently Samantha wanted their first time to be special, or some crap like that. Buck didn't seem to mind too much, as he received like three or four more blowjobs from Samantha, who never took a stitch of her clothes off, and never spilled a drop. The football star on the other hand never got the Pres to take her panties off, and she never touched him again, despite his pathetic attempts. Although she did seem to enjoy watching Samantha in action, who knows maybe she was taking notes for future reference.