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Review This Story || Author: Dr. Wu

Toying With Tiffany

Chapter 5 The one with the rodgers and hammerstein

CHAPTER 5

THE ONE WITH THE RODGERS AND HAMMERSTEIN

Tiffany tore up the stairs to her bedroom, frantically locking the door behind
her. She stripped off the hateful slut outfit and started ripping at the duct
tape.

"Ooh! Ooh! Owwww!" she moaned as the tape pulled away from her skin, pulling tiny
golden hairs out with it. The tape around her tummy was bad, but the tape around
her young thighs was even worse.

Finally she was able to tear off her panties. She desperately pushed a finger up
her pussy, trying to fish out the ants.

After a few minutes writhing around on her back on her bed, her legs spread wide
and one finger, then two fingers, up her cunt, the 16-year- old realized she
wasn't able to get to all of the nasty little insects. She pulled the large black
dildo from her backpack and positioned it at the pink, pouting lips of her pussy.
Just as she sank it in about two inches, there was a knock at her door.

"Tiffany? Are you OK?"

Jesus, thought Tiffany, it was her younger sister Stephanie.

"Go away!" yelled Tiffany.

"What's wrong? Can I come in?" asked Stephanie.

"No, go away!"

"Why not?"

Tiffany's mind raced. "Uh, no, I'm having female problems," Tiffany replied,
using their code word for that time of the month.

"OK," said Stephanie and walked away. Tiffany rammed the dildo home.

God, it felt good, she thought, like scratching an itch you've been needing to
scratch all day. She pulled it out and sank it into her sweet virgin (well,
technically virgin) pussy over and over and over again. She could feel her juices
start to flow, lubricating the walls of her vagina. She was barely aware that her
clit had popped out as she slid the rubber monster deep inside, over and over.

The ants were all dead, but the wealthy cheerleader kept fucking herself, closer
and closer to an orgasm.

"Ohhhhhhh, yesssssss," she moaned softly, not wanting to alert Stephanie or her
mom. Her large perfect breasts heaved on her chest, her nipples poked up, hard,
she splayed her knees even wider, and rammed the dildo home. She reached down,
and as soon as she touched her swollen pink clit she exploded in a delicious
teenaged orgasm.

After she caught her breath, she became aware that she still had ants up her ass.
She pulled out the dildo, now slick with lubrication, and gently pushed it into
her own rectum. Although she had masturbated before, she'd never stuck anything
up her own ass. It hurt a little, but also felt kind of nice. She felt very full.

As she began to work up some speed with the dlido in her ass, crushing and
killing the ants her principal had placed there, she realized she wanted to come
again. So again she started to fondle her own clit, rolling it in her fingers.
Heat seemed to be building inside her body, and soon she came again, even harder
than before.

"Oh God," she thought, suddenly ashamed of herself. "Did I really just do that,
masturbate with a black dildo up my bottom? Oh, but it felt so good."

She allowed herself the luxury of mentally drifting for a few minutes, enjoying
the heavy feel of her recently satisfied body. But then she jerked, realizing she
had to hide the dildo and face her family. And even worse, her principal was
expecting her to meet him for a trip to the mall. She was dreading the encounter.
If she had known what she was in store for, she would have dreaded it even more.

Promptly at 7:30 that night, Tiffany pulled into the Daniels High School parking
lot in her new Miata, a present from daddy for her 16th birthday. The lot was
empty except for a few cars at the far end, where she saw some men standing. She
drove over and got out of the car.

Roger White, the Daniels principal, was there, as was John Brown, the math
teacher who had originally caught her cheating, drugged her and videotaped her,
starting her horrible descent into being a sexual slave to these depraved men.
And there was Tom Green, the English teacher who had humiliated her earlier that
day. The fourth man, though, surprised her: Joe Black, Old Joe, the school
custodian. Old Joe was only in his '50s, but to the smug young teens of Daniels
High, he might as well have been in his '80s. He was a large black man, big but
not fat, just hulking and heavily muscled. He rarely said a word to the students
except "Excuse me" when he needed to get by with his broom or mop.

"Right on time, Little Miss Cheerleader Cunt," sneered Mr. White.

Again with the horrible names, thought Tiffany. This all would be bad enough but
it's so much worse when they call me these names.

"Looking good, Tiffany," said Mr. Green, eyeing her up and down. She wore
sneakers, jeans and a white short-sleeved blouse.

Old Joe licked his lips. The janitor leered at her, and she shuddered. It was bad
enough to be the toy of these teachers, but to have a dirty old janitor doing it
too, that was just too yucky.

"Why is he here?" she asked White, referring to Old Joe.

"Why, Old Joe here is our best buddy, aren't you Joe?" White answered, and put
his arm around Joe's shoulder. Joe smiled at Tiffany.

"About 10 years ago, when you were just in first grade, Tiffany, I was fucking a
student in my office one night. Chrissy, I believe her name was. Anyway, I had my
cock up her ass and in walks Old Joe. There to empty my wastebaskets and vacuum.
He and I pretty much decided that either he could report me and get me fired, or
he could wait until I was done and then fuck Chrissy up the ass, too. So when I
got done, he took his turn. We kind of bonded that night, Old Joe and I, and
we've been working as a team ever since. These other guys have joined the club as
the years have gone by."

Tiffany barely heard most of the principal's story. At the words "cock up her
ass," she had frozen in fear. The luscious young student had heard whispers among
her girlfriends that some guys - and even, occasionally, some girls - liked anal
sex, but she had never heard it referred to so brutally. And if these men had
done it to another student, would they do it to her? Was she going to eventually
get fucked up her virgin little ass by all four men? Was that what was in store
for her?

"And now, off to the mall we go!" the principal chortled, breaking Tiffany's
reverie.

The men opened the doors of the Lincoln Navigator and motioned for Tiffany to get
into the back seat. "But first," said Old Joe, let's get those jeans off, missy.
Panties too."

"Oh, no, please don't make me do that," Tiffany whined.

"You just don't get it, sweetheart," said Mr. White. "Have you forgotten that
little video we have of you? What will Mommy and Daddy think? And all your
friends? I can pretty well guess what all the perverts on the Internet will think
when they see that sweet innocent little face with a cock stuffed in its
mouth-hole, complete with your name, address, and phone number. You'll be the
most popular girl in Texas. It'll be like you're a dog in heat and they just
opened the doors of the kennel!"

Tiffany shuddered at the gross image, and sagged in defeat. It was only she and
the men in the parking lot, so she slipped off her sneakers, then her jeans, then
her panties. She felt horribly exposed and vulnerable outdoors, so she quickly
climbed into the backseat of the large SUV.

"Might as well do the blouse and bra, too, sweet cheeks," said Old Joe.

"Sweet cheeks?" echoed White. "Why Joe, we don't call our friend Tiffany a name
like sweet cheeks. We call her fuckmeat, or ass-licker, or juicy-cunt, or
shit-for-brains." The men all laughed raucously. Tiffany blushed furiously.

"Please, may I ask a favor?"

"Sure, smegma-breath," said Green.

"Would you just not call me horrible names? All this is bad enough, but could you
just not call me names?"

"Awwwww!" the men jeered in unison. "Poor little Tiffany got her feelings hurt!"

White climbed into the driver's seat, with Green beside him. Old Joe got in on
Tiffany's right, Mr. Brown on her left. The nude girl huddled between them, aware
that all of their eyes were drinking in her lovely 16-year-old body. The night
air was chilly, and her nipples had sprung to attention, further betraying her,
making it appear she was sexually aroused.

"Tell you what, Tiffany," said White. "We'll play a little game on the way to the
mall. If you win the game, we won't call you names any more. You have my word. If
you lose the game, we'll keep right on calling you whatever we like. Seeing as
how we have total power over you anyway, what do you have to lose?"

What, indeed, she thought. She might as well try.

"What's the game?" she asked meekly.

"Remember last year when you were in the school production of "Sound of Music?"
Such a nice musical," White said. "Even though you didn't play Liesel, I'm sure
you heard her sing in rehearsals over and over. We'd like for you to serenade us
on the way to the mall by singing that song "I Am Sixteen, Going on Seventeen."

"That's all I have to do?" Tiffany asked nervously.

"That's it. Just get through the whole song one time, perfectly, without stopping
or making any mistakes, and we'll stop calling you names."

This will be easy, Tiffany thought. I'm sure I can remember all the words, and
Liesel's part is really only a few lines, cause it's a duet.

"But we've got to make it challenging," said Joe. "Put your hand behind your
back. Without even thinking, Tiffany leaned forward in the back seat and placed
her hands behind her. In a flash, Joe pulled out a pair of handcuffs and cuffed
her wrists. Her arms were now pinned back at the shoulders, her hands trapped.

"Stop! Oh God please, take them off!" Tiffany shouted in panic.

"Shut up!" yelled White. "Listen, girlie, and listen good. If we get stopped by
the cops, or if anything happens to us, in any way shape or form, whether it's
your fault or not, all of guys have had it. Our careers are over. And the only
satisfaction we'll have is making sure your life is hell. So if anything happens,
my friend mails those videos out and posts them on the Net. So it's in your
fuckin' best interest to make sure that we don't get caught! Got it, bitch?"

Tiffany nodded. She was feeling horribly numb again. The logic was inescapable.
She was trapped as the toy of these men and could do nothing about it.

"Let's get comfortable," said Joe. He grabbed Tiffany's naked right leg and
pulled it into his lap. He then crossed his legs over her leg, trapping it. On
her left, Brown did the same thing.

The result, even before White had started the Navigator, was that Tiffany was
nearly immobilized in the backseat. Her hands and arms were cuffed behind her
with the weight of her body leaning back against them, and her legs were spread
wide and held pinned by each muscular man on her sides. She squirmed and wiggled,
but could do nothing. She also noticed, for the first time, that the windows of
the vehicle were darkly smoked, and no one could possibly see inside.

"Here we go," White said, starting the SUV and pulling out of the parking lot.

"Any time you want to start singing, be our guest," said Brown with a giggle.

"Tiffany took a deep breath and began: "I am 16, going on 17..."

Old Joe's right hand shot out and grabbed ahold of one perky nipple and started
massaging it.

"Oh God, stop!" shouted Tiffany. Joe kept up his manipulation of the nipple,
which was growing harder.

"Come on, we want a song!" shouted White from the front seat.

Tiffany started over. "I am 16, going on 17..."

Mr. Brown's right hand began to rub up and down Tiffany's bare thigh. She kept
singing.

"I know that I'm naive...."

Brown reached around with his left hand and started to tickle the underside of
her breast, while inching his right up until it reached her pussy.

"Oh, please, I can't do this!" Tiffany wailed.

"Fine, then, little lesbo bitch," said White. "She doesn't want to sing for us,
guys, so it's back to name-calling."

The teenaged cheerleader knew this was just a horrible game to all of them, but
maybe if she got through the song she could at least have that small victory. She
steeled herself against the roaming, prodding hands of her two teachers as they
explored her writhing young body, and started again.

"I am 16, going on 17 I know that I'm naive Fellows I meet may tell me I'm sweet
And willingly OH! OH!"

She couldn't help herself. Joe's hand at drifted down to her pussy and he had
plunged a fat finger deep inside her. She hadn't realized she was still slick
with juice from her recent session with the dildo, and Joe's finger quickly slid
all the way in. The poor girl's hormones started to flow. She could feel herself
starting to get horny as Joe pulled his finger out and plunged it back in,
finger-fucking the confused girl.

It's my only chance at self-respect with these fuckers, she thought to herself,
and began again. This time she got as far as the line "Totally unprepared am I,
to face a world of men," when Brown leaned over and kissed her neck, right behind
the ear. No man had ever kissed her there, and it sent a shiver of delight
through her young body. She didn't cry out, but she stopped singing for an
instant.

"Nope, doesn't count!" White called out from the front seat. "We said you had to
sing it perfectly."

Tiffany started over. Joe's finger continued to frig in and out of her pussy,
feeling better and better. Brown continued to kiss her neck, which felt
incredibly good, and both men were pawing her breasts and nipples.

She had barely sung a few words when Joe placed his thumb against her clit and
began to rub.

"Ohhhhh, please, stop, stop, don't do this to me!" she cried out. She felt so
alone, so exposed, so humiliated. She was trying to just complete one simple
task, sing a song she knew well, and she couldn't even do that. Her mind was
confused, but her body wasn't. Every inch of her was responding to the caresses
and touches of the men who had pinned her down in the backseat.

"I am 16, going on 17," she started again. Joe and John Brown let her sing,
keeping their touches light, till she got to the lines "I need someone older and
wiser, telling me what to do," and then Brown bent his head down and placed his
mouth over her erect nipple and started to tongue it, while Joe pushed a second
finger up inside her.

"Uhhhhhhh," Tiffany moaned. Her head rolled back against the seat, her eyes
closed. She was lost in a delirium of overwhelming sexual desire.

"You want us to keep doing this?" whispered Brown.

"Oh, God, I don't know," moaned Tiffany. "No. Don't. Stop."

"Don't stop?" asked Black with a nasty smile. His fingers were churning inside
the tormented girl, his thumb expertly manipulating her clit, which was now pink
and throbbing. Tiffany's hips started rotating, almost without her knowing it, as
she thrust her pelvis forward into Black's hand, while Brown continued kissing
her hard little nipples.

"Since Tiffany doesn't seem up to singing," said White from the driver's seat,
"you guys mind if I offer a little tune? It's Rolf's part from the same song, and
kind of appropriate."

The principal launched into the song in a strong, forceful baritone:

"You are sixteen going on seventeen Baby, it's time to think Better beware and
canny and careful Baby, you're on the brink You are sixteen going on seventeen
Fellows will fall in line Eager young lads and roues and cads Will offer you food
and wine Totally unprepared are you to face a world of men Timid and shy and
scared are you Of things beyond your ken You need someone older and wiser Telling
you what to do, I am seventeen going on eighteen I'll take care of you!"

Tiffany vaguely heard the deep male voice, telling her she needed someone telling
her what to do. She had stopped even trying to sing her part. Her body had taken
over, and she was inching closer and closer to orgasm. She moaned, thrust her
tender young breasts out, humped her pussy frantically against Black's fingers.

"Oh yes! Oh yes!" she cried out. She teetered on the verge of a powerful teenaged
orgasm

"Whoops, here we are fellows!" called out White as he turned into the shopping
mall. "Time to look sharp."

Black and Brown immediately pulled themselves off of the writhing, humping
schoolgirl, which took more discipline than they'd ever thought possible.

Tiffany didn't know what had happened. One moment she had been on the brink of
cumming, then everything had stopped.

"Please?" she asked plaintively.

"Please what, baby?" asked Joe, teasing.

"Please don't stop what you were doing," she said softly. If her hands hadn't
been cuffed behind her, Tiffany thought, she would have finished herself off
right there in front of them. God, everything had felt so good. Her heart was
pounding, she was shaking and sweaty, she wanted to cum so damn bad!

"I don't think so," White ordered.

"Pleeeeeeese," begged Tiffany.

"Let's hear what you want," White said briskly.

"I want to, you know," Tiffany said. She knew they knew. She was beyond shame,
she decided. She had to cum.

"I want to have an orgasm," she begged.

"Maybe later," White said coldly.

Tiffany lifted her head and opened her eyes, and looked right into the lens of
the video camcorder. Green, in the passenger seat of the Navigator, had been
taping her the whole time.

"Smile," her teacher said, "you're on Candid Camera."

Tiffany wanted to cry.

"Joe, get those balls into her like we planned," White said. Black reached into a
bag on the floor and pulled out a small box, extracting two small metal objects
slightly smaller than ping-pong balls.

"Here ya go, babe, just so you don't get that empty feeling inside," Joe said,
and pushed one ben-wa ball, then the other after it, up inside Tiffany's swollen,
sopping wet pussy. They were cold, but strangely, Tiffany didn't mind. She was
slowly getting used to having something inside her young pussy.

"Those will have a real interesting effect on you when you're walking around in
the mall," White said, and all the men laughed. Tiffany didn't understand but
knew, with dread, that she would eventually.

"Let's help her get dressed guys," White added. Tiffany was still horny and
wanted to cum so badly, but she had no choice, with her legs still trapped and
her hands cuffed. She wasn't going to be allowed to cum just yet, and she still
had to endure whatever they had planned for her in the mall.

She looked out the darkened SUV window and could see the bright light malls of
the mall in the distance.

"And just to remind you, you never did manage to sing the song all the way
through, you little slut-monkey," Green mocked her from the front seat as he
stowed the camcorder in his shoulder bag.

"Yeah, dog-fucker," said Brown.

"This is gonna be a shopping trip you'll never forget, babe," Black whispered in
her ear.

The teenager shuddered, partly from the lust that still boiled in her hard young
body, partly from pure fear.



Review This Story || Author: Dr. Wu
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