Pay For Play Cheerleaders
By: Date: 2023.05.21. Categories: Sex Stories Tags: , , , , , ,

It was Nancy Peterson’s first appearance as a Valley High
cheerleader. The stands rumbled with a full house of cheering fans.
Nancy performed high kicks. Her dark-blue skirt featured inverted
pleats and swirled sexily on her fine, tanned legs.
She wore a tight white vest that had blue stripes down the arms, an
inch-wide white stripe across the chest, and it pulled tightly against
her big teenette tits, two whoppers that bobbled like ripe grapefruits.
Nancy knew her titties were attractive to men. She realized early on,
when her tits bloomed that she was blessed with a real set of suckies.
She kicked high. Her skirt flew up, giving the fans a good look at
her shiny, slick, white bloomers that tugged in at the muffy crunch of
her cunt.
Nancy’s succulent-looking tits wobbled and splashed up and down as
she kicked her right leg, kicked her left leg, then twirled her blue and
white pompoms with outstretched arms.
Her dark-brown hair, done in a sweep on the sides, a slick pull on
the top, tied into a long ponytail in the back with a white ribbon,
swished behind her like a whip. Her tossed bangs were cut straight
across her forehead and enhanced the beautiful, angelic cut of her
lovely face.
There was no question about it … she could have placed high in
the finalists of the Miss Teenage America contest.
The band blared.
The crowd watched.
Nancy bumped her curvy, luscious hips to the left, to the right,
not an inch of fat on her sleek body. She turned around, her back to
the stands, with the other six cheerleaders. They all bent over in
unison, blue and white tennis shoes flat on the field, legs spread, and
wiggled their fine asses.
Nancy’s little skirt pulled up over her tight bloomers. She
pointed her darling ass at the bleachers, her asscheeks sliced high with
the elastic cut of her bloomers which left a juicy slice of shimmering
white skin jiggling.
Nancy rolled her hips, bumped her ass, and the swirl of her round
rump was a joyous sight to the boys and men in the stands.
Nancy squatted down lewdly with the gorgeous girls, bumping her
ass, hands on her knees, skirt flying, head turned back, chin on her
shoulder, and a delicious new thrill zinged through her incredible body.
She got hot.
She saw the stares of the men in the crowd, how they gawked
longingly at her fine frame. She loved the way they stared at her.
She turned, in time with the other girls, and faced the stands.
She kicked her leg high, showed her crotch, then danced hop-scotch to
the right, then to the left, bent over, wiggled her upper body, rolled
her head, ponytail circling.
Her pants got wet.
Good grief! Nancy thought. I’m gooshin’ my bloomers!
A seeping hot spritz slicked against the shiny white tights.
The band brought the pep song to an abrupt end, and Nancy rushed to
the sidelines with the other girls, still tingling and buzzing with this
new rush of excitement.
Chrissie Madison, one of the cheerleaders, leaned over toward
Nancy. “Jeez, those guys up there were really givin’ you some hot
“I know,” Nancy whispered back.
“Well, give ’em a good show.”
“Huh?” Nancy gave Chris a puzzled look.
“Hey, half the people in the bleachers don’t give a shit about
football, touchdowns, first downs, all that dumb shit. They’re here to
see us wiggle our ass and bounce our tits.”
“You’re damn right. See that guy up there — no, don’t look now,
dummy — the one on the last row next to the press booth … the one
with the binoculars and camera?”
Nancy waited a moment, then turned and saw the man. “Yeah, I see
“He hasn’t missed a game since I’ve been a cheerleader. He’s a
rich bachelor. I checked him out. He’s constantly checking out my
And a good body it was. Chris was lithe, thin, and she had a
fabulous All-American face, flat tummy, bouncy titties, rich, supple
hips, and brown hair that she wore in double ponytails.
“Wow! Just comes to see you, huh?” Nancy asked.
“You got it.”
A time out was called.
The band blared.
The girls ran onto the field. Nancy was in line, and the girls put
their feet far apart, hands on knees, squatted down, moved from left to
right in time with the music.
Nancy looked up at the man Chris had pointed out. He peered
through his binoculars. She thought maybe he was looking at her too,
because she noticed he moved the glasses to the left, then back to the
Now she burned. Her panties slushed. Her pussy squished and
oozed, making the crotch sticky and gooey.
Golly, I hope it doesn’t run down my leg, she thought.
She stood up, kicked high. Her crotch was drenched, soaked,
wringing wet, little gooshes of cuntjuice dribbled and seeped through.
A drop of cum trailed down her thigh.
Nancy kicked higher.
The men and boys in the bleachers watched with hot, fuck-smut eyes.
The band finished.
Nancy went back to the sidelines and managed to wipe the sopping
drop of cuntjuice off her thigh on the inside of her skirt.
“Didja see him lookin?” Chris whispered.
“See what I mean?”
“See, half those guys came to see us.”
“Whew, wow!” Nancy said.
“I love it, don’t you?” Chris smiled.
“Yeahhhhh!” Nancy hissed hotly.
After the game, as the girls were putting their gear in little
blue-and-white canvas bags, a man came up to Nancy.
“Can I take a picture of you?”
Nancy turned around. The man was tall, in his forties, very
handsome. He had a very expensive camera.
“Sure, I guess,” Nancy replied.
He quickly snapped a photo.
She turned fully to him, and he flashed off another.
“Thanks a lot,” he said, smiling admiringly at her luscious body,
her pretty face, then he turned to walk away.
“Golly!” Nancy exclaimed.
“See, see what I mean?” Chris asked.
“Guys come and get all hot watchin’ us. Some of ’em take pictures
and stuff.”
“Wow, it’s far out!” Nancy replied.
“It’s really great bein’ a cheerleader, huh?”
Nancy affirmed with a nod of her head that it indeed was great to
be a cheerleader.
The two darling girls walked toward the school house to put their
pom poms away.
“Did you get hot out there tonight?” Chris asked.
“Yeah,” Nancy admitted.
“Let’s go to the girls room and finger-fuck, wanna?”
“Well, ah … I … sure, I guess.”
But before the darling schoolgirl cheerleaders could make it to the
schoolhouse, a big blue Chrysler pulled up beside them on the road.
It was the man who had taken Nancy’s picture. The handsome, older
man. He beckoned the girls over.
“Hi,” he said, with a friendly smile.
Nancy looked at Chris. Chris smiled and nodded her head.
“See what I mean,” Chris whispered.
“Nancy, come here a minute, will you?”
“Should I?” Nancy whispered.
“Sure, see what he wants,” Chrissie replied.
Nancy walked to the car. The handsome man looked at her pretty
“I’d like to take some more pictures of you, Nancy,” he said.
“Howdja know my name?”
“I heard your friend call you Nancy when I took the picture of
“Look, I’ll pay you five hundred dollars if you’ll meet me at my
motel and let me take some pictures of you.”
“Wha … Ah … jeez, I …”
“Here, see.” He opened his wallet which was stuffed with money.
“Well, I dunno. Lemme talk to Chris. We were gonna go get a
Nancy went back to Chris. “He wants to take pictures of me. He
offered me five hundred dollars.”
“Ooooh, boy!” Chris whistled. “You’re gonna let him, huh?”
“Should I?”
“Sure, I would!”
Nancy thought about it. Chris was older. She knew so much about
life, and Nancy wanted to impress upon her that she wasn’t a stuffy,
average girl.
“Okay,” Nancy said, then walked back to the car.
“Well?” The man smiled.
“Sure,” Nancy said.
“I’m staying at the Holiday Inn. Why don’t you just get in and go
with me?”
“Maybe I better meet you there.”
“Okay, here’s money for a cab.” He handed her twenty dollars.
He drove off.
“Jeez, he gave me twenty for a cab to meet him at the Holiday Inn!”
Nancy exclaimed.
“Well, we better go to the toilet and get fixed up, so you look
real hot and sexy when you go to see him,” Chris said.
“Will you go with me? Kinda stay in the cab and wait for me while
I’m in his room? I mean, you know, in case he’s a bad guy or
“Sure,” Chris replied.

Chapter 2

The girls went to the restroom and dipped into their purses for
“Jeez, five hunnert dollars!” Chrissie whispered.
“I wonder what kinda pictures he wants?” Nancy asked.
“Sexy ones I’ll bet. That’s a lot of money, Nancy.”
“I know.”
“Here, I got some bubble-gum pink blush. Try it.”
“Oh, good! I got some real neat pink lipgloss.”
Nancy blushed her cheek with the pretty pink, layering it on her
farm-fresh face. She applied a thick, pink gloss to her juicy, pouty
“We’ll call a cab from the hall phone,” Chris said.
When the cab came, they were waiting in front of the school. They
got in and rode to the Holiday Inn. Nancy gave the driver the room
number, and he pulled the cab around in the back of the motel to a layer
of rooms overlooking the river.
Nancy gave the driver the twenty dollars and instructed him to wait
with Chris.
“Well, sure,” he said, happy to have a fare and a pretty
cheerleader sitting in the back of his cab.
Nancy walked up the stairs to the second floor, found the room, and
The man opened the door. He wore swim trunks. He had obviously
just taken a dip in the pool. His hair was still damp. His body was
firm, tanned, his stomach hard and muscular.
“Hi,” Nancy cooed, then walked in.
“I’m so happy you came,” he said, picking up his camera.
He checked the camera, loaded a new pack of film into the back,
then pulled a wad of bills from his wallet. He counted out five hundred
dollars and handed it to Nancy.
She had never seen so much money, and a zip of excitement zinged
through her as she counted the fifty-dollar bills and put them in her
“Why don’t you stand there by the dresser and I’ll take a couple
pictures?” he suggested.
He flashed off three pictures of Nancy standing in her sweet blue-
and-white cheerleading uniform, her big titties pushing succulently
against the tight white vest.
“Now, why don’t you pose in some of those sexy ways you did on the
“Like when we did cheers and stuff?” Nancy asked.
“Well, like this I guess, when I put my legs far apart, squat down
like this, put my hands on my knees?”
“And then I turn around with my back to you,” Nancy said.
She turned, held the same pose, and the little blue-and-white
pleats pulled high on her ass, showing off her tight white panties.
Sweet slices of her rippling ass juiced below the stretched elastic
lines of her panties.
“Oh my, Nancy!” the man huffed, shooting several pictures. “Now
turn around and hold your skirt up.”
“Well, ah, okay.”
Nancy turned around and lifted the pleats, held them high and let
him take several pictures of her bloomers, so slick, so white, so tight
at the cunny V between her legs.
“You are so pretty, so fine!” he gasped.
“Gee, thanks, sir.”
“Why don’t you roll your hips like you do when you cheer?”
Nancy rolled and slithered her hips in a glorious bump and grind as
the hot man took pictures. She saw the bulge in his swimsuit, a huge
erection there, a bending, curving protrusion, like he had a big
cucumber in his swim trunks.
“Take your pants down.” He trembled.
“You didn’t say anything about takin’ my pants down, sir.”
“Just take ’em down for a moment … please?”
“Well, gee … you never said –”
“Look, I’ll give you more money, okay?”
“Well, ah … you wanna see me take ’em down, huh?”
“Yes,” he huffed hotly.
“How much more money?”
“A hundred dollars.”
“Well, okay then. I’ll pull my pants down for you,” Nancy said.
She thumbed the elastic top, peeled the tight bloomers down her
thighs and showed the man her pussy.
“Ohhh-oh, oh, Nancy!” He gulped, looking at the thick fuzz, the
brown patch of cunny hair between her legs.
Nancy was real hot now, seeing the big hard-on he had, doing such
sexy things, and her cunt spritzed and gushed. She stood sexily,
holding up her skirt, her panties on her thighs, her pussy revealed to
the flashing camera.
“Unbutton your top.”
“You gonna give me more money for that?”
“Yeah, another hundred dollars.”
Nancy slowly unbuttoned the white vest, pulled it apart and showed
him her white bra, a bra filled with the juicy overload of her big teen
Once again Nancy lifted her skirt and stood like a teen goddess,
her vest open, bra bulging, skirt flagged up, panties on her creamy
The flash unit sparkled.
The man’s prick thumped in his swimsuit.
“I dunno if I should be posing like this,” Nancy said.
The man unloaded the film, then stuck in a new roll. “Would you
take ’em out?”
“You know, your tits.”
“Well, jeez –”
“Just slip ’em up over the top of your bra.”
“Well, I suppose, but that’s all.”
Nancy pulled out her titties and set them up like juicy mangos on
top of her bra, her big round teen tits jutting proudly, her nipples
“Oh, honey!” the man panted, then flicked off several shots. “Why
don’t you turn around and do that squatting pose?”
“Like this?” Nancy asked, turning, bending over, setting her feet
apart, rolling her ass, putting her hands on her knees.
“Oh yes, like that!”
He flashed more pictures.
“My goodness, what a fabulous ass you have!”
Her dumpling asscheeks, plump and round, smooth as polished marble,
glistened and rippled as Nancy swirled her schoolgirl hips, shaking her
ass in sexy semi-circles.
The man put the camera down.
Nancy was as hot as a furnace fire.
He walked over, turned her around, took her in his strong arms, and
kissed her wildly. Their lips met in a passionate French kiss. He
tasted the bubble-gum sweetness of her mouth. His tongue snaked into
her bubbling juices. Her tongue slapped at his. His hands went behind
her. He fanned them onto her chubbette asscheeks, his fingers pressing,
pinching, grabbing chunky handfuls.
Nancy felt the hardness of his erection. His cockstalk pulsed
against her.
His hands kept playing with her ass. His cock thumped like a
balloon overloaded with water.
He broke their kiss and stuck his hand between them. His finger
slid into her cunt.
“Oooooh! Sheeeez! No, no!” Nancy gulped.
But that finger felt good, felt real good in her pussy.
He fucked her with his finger, his other hand on her ass.
Nancy pushed her hot hips at him, rubbing against his big hard-on.
She had always fantasized about pushing her pussy against a man.
As she slowly rotated her hips, an ultra-undulation, she could feel
the man’s erection pulsing against her belly.
Nancy knew one thing. He had a whopper hard-on!
She had never had a man finger-fuck her, and the way his long, thin
finger hooked into her pussy thrilled her, gave her a new sizzle she had
never before experienced. This sensation was even better than her own
finger, she thought.
The man’s wet, sluicing tongue slicked over her lips, down her
sweet chin, her neck, and now he was bent over at the waist. He pulled
away from her, his hand deep-sea diving in her panties which Nancy had
pulled back up when he had started kissing her.
His tongue sloshed against her honeydew tits. He licked the round
juicers, opened his mouth in a provocative pucker and sealed his mouth
on one of her nipples.
“Jeeeezzzzuzzzz!” Nancy sighed. “You’re suckin’ my boobies!”
She watched him, her chin tucked in, head down, eyes fastened on
the sight of his mouth devouring her tit.
His hand behind her slid lovingly over and over the curvy hump of
her round rump, clasping her plump asscheeks. He slid a finger up and
down the hot crack of her ass.
“Oh, shit!” Nancy huffed.
He slithered his finger up and down her asscrack. It felt like a
feather dusting her valley. She tingled.
“Mmmm!” he mumbled.
His finger fucked a sure slide-stroke in her slushy pussy. His
mouth sucked on one tit, then the other, slurping them, nibbling each
delicious nipple.
Then the finger fluttering between the crack of her ass found the
target and zoomed in as the man scored a bull’s-eye.
A finger up Nancy’s ass!
“Oh! Ah! Oooofffff!” she gulped.
His fingers fucked together, diddling her asshole and her cunthole.
“Aw, you’re … you … your finger’s up my butt, mister!” Nancy
Her hands hung at her sides, her arms limp.
The man’s mouth slurped her big titties. His fingers danced in and
out of her pleasure pots.
The slow simmering of ecstasy became a raging explosion, and this
was followed by a gentle, ecstatic ripple that flooded over her juicy
young body like a warm shower.
Nancy shook uncontrollably as she came. Her body jangled through a
most incredible feeling, a delicious sizzle that she wished would never
stop. She stiffened. She was convulsed forward at the waist.
The man’s hand jiggled wildly in her panties, both in front and
“Ohhhhh, shit!” Nancy screamed.
Her eyes closed, her face impassioned with delight. Her pink
cheeks glowed. Her pink lips hung open.
A gasp of breath caught in her throat.
“Ahhh!” she sighed.
The tingling climax coursed through her until she shook wildly.
“Ahhhhhhhhh — oooooooh, jeeeeeeez!”
Her face was uplifted, her mouth wide open.
“Shit!” she cried. “Oh, shit!”
The man finally let her go. He pulled her close and held her
trembling, sobbing body close to his.
“Like that?” he whispered.
“You weren’t supposed to do that stuff, sir!” Nancy gasped.
“But I’m paying you very well, am I not?”
Nancy thought about it. Yes, yes, yes! She had never had so much
money; she liked the idea she could get money because a man was hot for
her, liked her, admired her. And a plan was formulating in her pretty
head, a plan that would ultimately outline her escape from River City,
from her drunken, abusive mother.
“Yes,” she whispered, “you paid me very well.”
“And I’m not done. I’m going to give you more before you leave.
I’m a rich man, Nancy. I can make you very happy if you let me.”
“Do you live in River City, Sir?”
“No, I live in Las Vegas, but I travel a lot.”
“That where you work?”
“I don’t work, Nancy. I made five million dollars in the stock
market over the last three years. It’s been a hot market, and I was a
hot player. I invested my life savings, three hundred thousand dollars,
in an airlines when it was three dollars a share. I sold my shares at
twelve for a million-two profit.”
“Jeez!” Nancy said admiringly. “And so you just travel around,
“Doin’ what, watchin’ cheerleaders?”
“Sometimes … looking for the sexiest, prettiest girls, women, I
can find. Just spending my time right now relaxing, seeing the country,
looking at pretty girls, looking for the right one. The perfect woman.”
“Jeez, and you picked me this time?”
“But I’m just a girl.”
“You’re a woman to me — a beautiful young lady, very sexy, very
attractive, very well stacked.”
His hand was at her crotch, rubbing on the V of her panties.
“Mmm, well gosh! Gee, thanks!”
“Now, I’m gonna take my cock out, and I want you to play with it
for me, okay?”
“Jeez, I don’t think you should take it out, Sir!”
“I want to. I want you to play with it.”
“I — I never done that.”
He backed up, took his swimsuit down. His prick snapped up and
slapped his belly, then the stalk wobbled, shook, bulged, and spit out a
goop of cum, a hot-snot shot of thick cream that flew through the air,
then splattered on Nancy’s naked belly.
“Oh, jeesssuz!” Nancy hissed, looking at his big, fat nine-inch
prick. The bulging red cockhead was soaked with bubbling jizz.
Nancy looked down at the goopy wad of gooey cream seeping down her
belly. She reached down and caught the load before it soaked into her
cheerleading skirt.
Nancy eyed his monster prick. The stalk trembled, wobbled,
throbbed. A big string of cum dripped down off the tip like a spaghetti
noodle, hanging in a thin dangle.
He grasped his cock and slowly pumped.
Nancy had never seen a prick before in her young life, and she was
fascinated by the spitting erection that pointed at her like a cannon.
And, oh, how the sight of that prodigious prick thrilled the young
And the way the man masturbated on the long boner gave Nancy a
tremble, as if she were a harp string and someone had plucked it
“Golly!” she whined. “Jeepers shit!”
Another wad of cum gushed from his pricktip, shot high in the air
and nailed Nancy on the navel.
“Whoo! Shhheeeez!” she mumbled.
“I want you to play with my cock,” the man gasped.

Chapter 3

“What’s your name?” Nancy gulped, still staring at his immense
“John Milton.” He smiled, slowly jerking on his thick prick. “I’m
reincarnated, looking for Paradise Lost.”
“Huh?” The darling cheerleader didn’t have the slightest clue what
John Milton was talking about.
“You are paradise, Nancy,” he whispered.
“Gosh,” Nancy said, looking at his steaming cock.
“So give me paradise, play with my prick.”
“You gonna pay me?”
“Of course. I would be a damnable lout if I didn’t pay you, and
pay you well.”
“Well, okay then. I’ll play with your boner, Mr. Milton.”
He moved to her.
“It’s soooo gooey though!” Nancy said, looking down at the frothing
“Yes, yes, juicy … Full of love for you, Nancy.”
“Should I just hold … hold your cock, sir?”
She reached down and pulled both hands along the sides of the
stalk, moving them up and down, then curling her red-nailed fingers
around his porky prick.
“Ah, yeahhh!” Mr. Milton sighed.
“And just kinda squeeze on it like this, sir?”
“Yes, yes, squeeze on it like that, Nancy! That’s the way, girl!”
“Jeez, it’s shootin’ out more of that cream stuff, sir!”
“Push in and out on it!” he huffed.
“Like this?” Nancy asked, getting an overhanded grip on his
throbbing fuckstalk, hammering her hands up and down, pumping as if she
were churning butter.
“Yes, like that, sweet darling!”
“It’s shootin’ at me!” Nancy cooed, bent over at the waist now in
front of Mr. Milton, her ass up, arched, her cheerleading skirt skipping
high above her panties. Her big titties hung like balloons full of
water from her bra.
His prick bubbled, spit, fizzed, and squished juicy hunks of cum.
A hot gob hit her tit above the nipple, dripped down and finally hung
like snot from the tip.
She pounded harder on his prick.
“Do it, Nancy! That’s the way, darling!” Mr. Milton babbled. “Do
it like that! Pump my prick! Good, honey, real good!”
“I’m masturbatin’ your boner, sir … And it’s so big in my hands!
So warm, hot and stuff, you know. And it’s squishin’ squishin’ all that
“Faster, Nancy! Jerk it faster!”
“Like this then, jerk up and down and stuff!” she gasped, her eyes
on his frizzing prick.
“Yes, like that, darling Nancy … Fuck me with your fists! Gimme
a good fist-fuck!”
“You gonna get that feelin’ like I got a few minutes ago?” Nancy
“Yes, yes … pump me!”
“I’m doin’ the best I know how. I never masturbated a prick
“You’re doin’ it! You’re masturbatin’ my prick better than
anyone’s ever masturbated it, Nancy! Don’t stop!”
“Just jerk on it real fast and stuff?”
“Oh, shit! You’re shootin’ sir!”
He came. His prick unleashed a furious load of cream that jetted
out of his cock-slit and drenched Nancy’s skirt, her belly, her tits.
Half the huge, gushing explosion hit the front of her blue cheerleading
skirt, all over her inverted white pleats.
“Oh, gosh! Jeez!” Nancy gulped, pumping as fast as she could on
his spurting prickstick.
“Ohhhhhh, honey!” he moaned. “Oh, Nannnnnceceeeee!”
“You feelin’ it?”
“Yes, yes … ohhhhhh, yes, baby!”
When he finally stopped cumming, Nancy’s hands were dripping with
cream. She pulled them away from his slick prick and looked at them.
“Whoooooo, jeeeez!” she murmured.
Mr. Milton backed up, caught his balance on the chest of drawers,
then trembled and sighed. “Oh, Nancy. I knew when I saw you, the minute
I laid eyes on you, that you were an exceptional young lady.”
“Well, you shot that stuff all over my skirt too,” Nancy said,
looking down at her creamy pleats.
“Oh, I love you!”

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