Willow goes to the wrong side of the stadium during cheerleader tryouts and falls into the hands of a sadistic homeless man and many of his friends.
This story is a work of fiction, and all characters depicted are 18 years of age or older.
Raped Cheerleader - Willow
Rocco stumbled out of the trees and onto the River Rock High School grounds behind the O.J. Simpson Memorial football field.
Rocco was a 38-year-old homeless man who had been living in a camp deep in the woods next to the school with eight other men.
Yesterday, he discovered that one of the two trailers that the gym coaches use for school events was unlocked.
There was nothing worth stealing inside, but it did have a bed, and he was going to try to get the mattress back to camp today.
Yesterday, the school grounds were empty, but today, there were lots of people walking around. Luckily for Rocco, they were all at the other end of the stadium for cheerleader tryouts, so he thought he could still get the mattress out of there and not be seen.
It was a hot day, and the trailer was even hotter.
To get to the bed, he had to move several boxes out of the way, and at 6’ 3” and weighing about 240 lbs, moving around in that cramped trailer was an ordeal, and he was soon drenched in sweat.
When Rocco looked out the windows to make sure no one was around, he saw a cute blonde girl dressed in a blue and white cheerleader outfit slowly walking towards the trailer.
She was so adorable, he couldn’t take his eyes off her, and the closer she came, the harder his cock got.
Wearing white sneakers, a short pleated skirt, a tight tank top, and her long blonde hair held back by a blue headband, she looked like the stereotypical all-American cheerleader.
And a small one, to be sure.
Perfect for being tossed up into the air during a cheer routine.
Her breasts were B size at best, and her legs were skinny like sticks.
But Rocco liked small teen girls like that.
Liked them a lot.
Her name was Willow.
She was a 4’11”, 90 lbs, blue-eyed blonde who had just tried out for the cheerleading team.
But most importantly, to Rocco, she was alone, and no one was around.
Willow was walking slowly while holding a piece of paper in front of her, trying to find Coach Collins to ask her if she had made the team, but Willow went to the wrong side of the stadium.
Thinking quickly, Rocco looked around the trailer and came up with an idea of how to get her into the trailer quickly and quietly so he could fuck the shit out of her.
He saw what he needed on one of the tables.
Grabbing a clipboard and putting a few expired school lanyards over his head, he just stepped out of the trailer and brazenly walked out to her and asked her what her name was.
As he approached her, Willow was a little scared by Rocco's size and also because he didn’t look friendly and clean-cut like all the other coaches.
However, he had a clipboard and was wearing several school lanyards, so she trusted him and told him her name.
Rocco then pretended to look for her name on whatever scrap paper was on his clipboard and asked her her age and grade.
After hearing her response, Rocco’s cock was threatening to explode in his pants.
“Ok, Willow. You’re on my list. Just come into the coach’s trailer to sign some papers, and you’re on the cheerleading team,” he said, lying to her.
Willow was so thrilled to hear that she had made the team that she practically ran into the trailer.
But after walking in and seeing that the trailer was empty and a mess, she turned to leave, only to find Rocco blocking the door.
“What?” was all she managed to say before Rocco punched her in the side of the head and sent her flying down to the floor.
He grabbed her by her long blonde hair and dragged her to the back of the trailer, where the bed was, and threw her on top of the mattress.
Willow was absolutely stunned and just quietly looked at Rocco with bewilderment as he started taking off his clothes.
She was so innocent that she had no idea why he was getting undressed or what was going to happen to her.
Rocco removed all his clothes, revealing his muscular, hairy body and started stroking his massive 9-inch cock in front of her.
It was the first penis the poor blonde girl had ever seen outside of pictures in health class.
But the cocks in those books were all small and clinical.
This cock looked huge and evil in comparison.
After pulling off her shoes and socks, he jumped into bed and laid on top of Willow, pushing her cheerleader skirt up to her waist and pulling her white panties down her legs, leaving her virgin pussy exposed.
Rocco had to have a taste of that little slit first, so he dove down and smashed his mouth against her pure, soft mound.
She was so small that his mouth was able to completely cover both the tiny little patch of blonde pubic hair that she had down there and her entire pussy.
He pushed a finger into her and smiled as he felt that her hymen was still there.
Willow just froze and stared at the ceiling while her overwhelmed mind tried to comprehend what was happening to her.
After a while, Rocco moved his dripping wet mouth up to her hips and stomach, but was stopped from going any higher by her tight-fitting cheerleader top, so he grabbed it with two hands at the base and ripped it open from top to bottom, leaving her breasts only covered by a white sports bra.
At that, Willow started screaming, but three quick punches to the side of her head, followed by a harsh “DON’T MAKE A SOUND!” command, left her dazed and quiet.
Soon, both her top and sports bra were on the floor of the trailer, and Rocco was sucking and squeezing her small tits.
His large hands could completely cover each breast as he played with her tiny, and reluctantly hard nipples between his fingers.
Rocco made a few stabbing forward motions with the tip of his cock against her pussy in anticipation of what he was going to do. The sight of just the massive head halfway into her innocent cunt was driving him crazy.
He started thrusting harder and got 2 of his 9 inches into her before he stopped sucking and biting on her tits and moved his face over hers.
He wanted to see her face as he raped her virginity away.
In utter terror, she just stared at him with tears in her eyes and kept whispering, “Please, please, let me go. Please. I want to go home……”
“What will you give me if I stop now and let you go?” he asked her, not caring what the answer was but wanting to give her false hope.
At that, her eyes went wide like saucers and she pleaded, “Anything. Anything you wan….ARRGGGHHH!!!” she screamed as Rocco used all of his 240 lbs body to force his whole 9-inch cock balls deep into the petite cheerleader in one thrust.
He covered her mouth with his hand to keep her quiet and then started raping her to his heart’s content.
He’d pull almost all the way out and then *SLAM!* it all the way back in.
And again, SLAM! And again, SLAM!
Over and over.
Her pussy was so tight that it held his cock firmly from the very tip to the base.
Rocco was fucking her so hard that he noticed that the trailer was shaking, but at that moment, he didn’t care about being discovered.
He was in total bliss.
If someone were looking down from above the bed, all they could see of little Willow was some blonde hair under Rocco’s shoulders and her bare feet and calves sticking out from either side of his hips.
After several long minutes of fucking her, he felt the cum building up in his balls and started going faster until he was literally rising up and throwing his body down on top of her.
With a massive groan, his cock exploded inside her and coated every inside inch of her once virgin pussy with his sticky white cum.
Willow could feel something squirting inside her, and for a split second, she again remembered something from her health class about how girls get pregnant, but she barely had time to worry about that before Rocco collapsed on top of her.
She couldn’t move and could barely breathe.
She just lay there crying and praying to God that someone would rescue her from this horrible nightmare.
Rocco didn’t want to get off her, but he knew he had to look outside to ensure no one heard them in the trailer.
He laughed when he saw that his barely softening cock was streaked in her blood.
Telling her not to move or make a sound, he looked out the window and saw that nobody was even close.
Whatever activity was going on at the other end of the stadium was ending, and people were leaving the area.
So he had no reason to leave in a hurry, and looking at her ass, which was barely covered by her blue and white pleated cheerleader skirt as she was curled up and crying on the bed, gave him a few reasons to stay a lot longer.
If he was going to fully enjoy that cute little ass, he needed to keep her quiet, so he looked for something to tie her up and gag her with.
The only things in the trailer that he could use were a short piece of rope and several lengths of plastic pennant tape with colorful triangles, which they use to decorate at sporting events.
He stuffed her panties into her mouth and then tied the rope around her head to keep the gag from falling out.
Using several strands of the pennant tape, he then tied her hands behind her back and positioned her so that she was face down on her knees with her ass up high in the air.
Willow was covered in sweat, and her inner thighs were streaked with her blood, but he only noticed her sweet-looking butt.
Rocco ran his rough, dirty hands all over her perfect 18-year-old ass that had a nice, sexy curve to it.
He spread her cheeks and looked at the tiniest anus he had ever seen in his life.
His cock started to get rock hard as he thought about how he was going to destroy that asshole.
Stepping away, he made one last check outside all the trailer windows to ensure no one was around and saw for the first time that a small refrigerator was under a bench.
Looking inside it, he found some bottles of water and a few boxes of apple juice.
After having some water while looking in some smaller cabinets, he found a bottle of sunscreen lotion that he would use, but not to protect himself from the sun.
Poor little Willow was weeping and moaning into her gag as Rocco got into bed and positioned his now rock-hard and sunscreen-covered cock at her ass.
Squeezing a large glob directly on her asshole, he pressed his thumb inside her until it was all the way in.
After working on it back and forth for a while, he added his other thumb, too.
Once he had both thumbs in her asshole, he started to spread them apart, trying to stretch her out a bit before he fucked her ass.
Satisfied that he made it a little easier on himself, he grabbed her hips and pressed his cockhead against her asshole and shoved it forward, getting only a few inches inside her.
At that, Willow’s head whipped up off the mattress as she screamed into her gag.
Rocco couldn’t ram it in hard like he did her pussy because she was so tight and offered so much resistance that he felt his cock start to bend before going deeper.
So he took his time and went little by little and poured more cream where her asshole was stretched around his cock.
It took about ten minutes before he was halfway inside her, and he felt safe enough to really push it in slowly and not stop until she took his whole cock in her ass.
Willow was in absolute agony.
Every muscle in her body was flexed to its breaking point.
She felt like her body was being ripped out from the inside as his 9-inch cock pulled almost all the way out of her colon and then hammered all the way back in, feeling like it was a red-hot piece of iron rather than only flesh and blood.
But she was beyond even crying at this point, as her mind was shutting down to protect itself.
Noticing that she had gotten quiet and not wanting her to sleep through any of this, Rocco grabbed her by her blonde hair and pulled her up so she was upright on her knees.
That woke Willow up, and her eyes went wide in agony.
In addition to fucking her ass, Rocco was now also squeezing her tits cruelly as well.
Rocco was in absolute heaven.
Before his life fell apart, every time he watched a football game and saw a cheerleader, he always wanted to fuck one up the ass, and now he was.
It was a good 15 minutes of pure ecstasy before he felt that familiar feeling in his groin that he was getting close to cumming, so he let go of her tits, pushed her forward, and laid down on her back so he could use his whole body to fuck her ass as he had done to her pussy.
He was absolutely brutal.
Earlier, his cock had streaks of blood from breaking her hymen, but now blood was dripping off his balls from her broken ass.
Grabbing her blonde hair and pulling back so hard Willow thought he was going to rip her head off, he bit her neck hard enough to draw blood as his cock exploded its cum deep in her bowels.
After several minutes, Rocco stood up and, with his head still spinning from the effects of his intense orgasm, he used her torn cheerleader top to wipe her blood off his cock before going to make sure, once again, that no one was around the trailer.
He didn’t want to leave, but he knew that it had been a few hours since he first grabbed her, and it was only a matter of time before someone came by looking for her.
But he kept staring at her….thinking.
He was a rapist but not a killer, so he needed to get the hell out of town fast before she gave his de***********ion to the police, but right now he didn’t have enough money for a bus ticket.
Then he had an idea how to earn the money that he needed to make a fast escape after this was all over.
First, he untied her wrists and then laid her on her back in the bed. Then he used four lengths of the pennant tape and tied her wrists and ankles to the corners of the bed so she was spread-eagled.
He wanted her to look perfect, so the only article of clothing that he left on her was her blue and white pleated cheerleader skirt.
Just before he left, he made sure her gag was secure and then started kissing her tits and sucking on each of her nipples before saying to her that he was going to be outside for a while, but if he even heard a sound from her inside the trailer, he’d come back and slice her throat.
As he was walking out of the trailer, Rocco grabbed a folding chair next to the trailer and leaned it up against the door so he could safely tell from the woods if anyone had gone into or out of it while he was gone.
For a while, after Rocco had gone, Willow stayed still and didn’t make a sound, but soon she tried to pull on her bindings.
It was no good, though; she was too weak to break them.
She started yelling, but doubted anyone could hear her through the gag.
Exhausted and defeated, she fell asleep.
A few hours later, the sound of the trailer door opening woke her up.
It was getting dark.
The trailer was only illuminated by the stadium lights coming in from the windows.
Suddenly, Willow saw a different man walking towards her through the narrow center corridor on the trailer.
She was saved!
But then the man came into the light, and she saw that he was just as scary-looking as the man before.
Then two more equally scary-looking men followed into her room behind him.
“Shit! I don’t believe it. He wasn’t fucking lying!” the first one said as he started taking off his clothes.
“He better not have been. I gave that bastard my last ten dollars for this!” exclaimed another.
In absolute terror, Willow screamed into her gag and pulled on her ropes, vainly trying to free herself as three smelly and dirty homeless men crawled into bed with her and began rubbing their hands all over her perfect teen body.
The first one got his cock into her cunt and started fucking her for all he was worth. While he was doing that, the other two’s hands never stopped roaming her body. One was especially fascinated with her legs. Stretched out as they were, he ran his fingers across each muscle that stood out. The other one paid a lot of attention to her blonde hair. His fingers were stroking it off her face and over her shoulders.
The first one groaned as he came inside her and was quickly replaced by the hair-obsessed one. He was sucking on a mouthful of her blonde hair the whole time he was fucking her.
The leg guy was next. He positioned himself under her slightly so his thighs were under her legs, which spread her legs out wider and showed her leg muscles even more.
Willow was so sore that she screamed in agony into her gag each time a cock invaded her pussy.
But that didn’t matter to any of them.
When the leg guy was done, she heard Rocco’s voice say, “Next group.”
Willow looked on in horror as the first three men left, only to be replaced by three more.
The first one in this batch was black, and his cock was even longer and thicker than Rocco’s.
She felt every inch as it slid back and forth inside her broken pussy as he was fucking her in a way that was meant to hurt her as much as possible.
Willow could barely breathe by the time he was done.
The second guy was old and hairy with a cock that was short but wide like a can of soda. When he couldn’t get it in her, he got angry and started punching her in the ribs and tits before the other two pulled him off her.
“I paid for your cunt, bitch!” he yelled. “Open the fuck up! I hate all you fucking cunts!”
Rocco grabbed him by the throat, told him to keep his voice down, and to try again.
It took some effort and a handful of sunscreen, but he finally got his soda-can-shaped cock into her little pussy, which almost caused Willow to pass out from the pain.
Thankfully, he finished quickly, and the 3rd one in this group took his place.
This guy was also black and told Willow to look him in the eyes as he fucked her. Every time she looked away, he bit her tits hard until she started screaming into her gag.
All of a sudden, one of the lookouts whispered as loudly as he thought it was safe that someone was coming.
Two guys from the school's Maintenance department walked across the field.
Everyone stayed perfectly still in the darkest parts of the trailer as Rocco quietly moved to the door to keep the lock from moving.
The maintenance men split up, with each one going to a different trailer.
“Joe, this one is empty,” one called out to the other.
“This one…..the key doesn’t work. I can’t get in,” was the response.
“That’s weird,” he replied as he walked over to the door. “See anything inside?”
“No, it’s too dark. Willow!” Joe cried out. “You in there? Nope, I don’t hear anything.”
“It’s too dark. And if it’s locked, then she didn’t get stuck in there. Let's come back in the morning with another set of keys,” the other suggested.
When they were far enough away, Rocco said, “Party on, boys. And somebody go to the woods and tell Black Pete that it’s almost his turn.”
The black guy fucking Willow during all this also stayed perfectly still but kept his cock buried deep inside her pussy the whole time while covering her gagged mouth with both his hands.
Which was a good thing because Willow screamed so loud when she heard her name that if those hands hadn’t been there, the maintenance men would have heard her.
The two other guys in the bedroom held her arms and legs so tightly that she literally couldn’t make a sound by moving.
When the maintenance guy was trying to open the door, the black guy was so jacked up on adrenaline that he just spontaneously ejaculated without even moving. Later, he said that it was the best orgasm he had ever had in his life.
The next “group” of guys was only one man, Black Pete.
Black Pete was an enormous black man weighing over 320 lbs.
Two bets were going on with Black Pete.
One was whether he could even get his body into the trailer.
The other was if it was even physically possible for him to fuck the little blonde cheerleader the way she was tied up.
Unfortunately for Willow, Black Pete stripped off his clothes outside and managed to squeeze his sweaty body into the trailer, making it to her on the bed.
Willow didn’t even know what was coming towards her. In the semi-darkness, he looked like an enormous black mass that shook the trailer with each step as he got closer. By the time he squeezed himself through the bedroom door and stood in front of her stretched-out legs, she was losing her mind in terror.
Black Pete had a penis, but no one could see it because of his enormous gut that hid his entire groin area. However, from Willow’s point of view, lower down on the bed, she could see his cock clearly.
It was eight inches long with a head like an ugly mushroom.
After he got into bed with her and lay on top of her, the other men in the trailer crammed into the bedroom to see who would win or lose the second bet.
The men couldn’t even see Willow.
Black Pete’s obese naked body completely engulfed the little teen cheerleader.
When he started to rock back and forth, trying blindly to get his cock inside her, the whole trailer started swaying with him.
This went on for several minutes, and it looked to the men that he had indeed gotten his cock into her, but no one was 100% certain, so they canceled the 2nd bet.
Willow was sure, though. She felt the misshapen cock head push into her abused pussy, but that was not her concern.
She couldn’t breathe!
Black Pete’s heavy body was keeping her chest from expanding to take a breath, and he covered her whole body so that the other men couldn’t see her face turning blue.
Just before she passed out from lack of oxygen, she pissed herself.
When the sudden heat from her urine washed over Black Pete’s cock it was enough stimulation to make him cum faster than he would have and saved Willow’s life.
The other men helped him get off her and laughed when they smelled her piss.
When Black Pete left the trailer and headed back to camp, Rocco said it was now White Pete’s turn.
White Pete was a 25-year-old meth addict who looked like he was 60, and his unshaven face was covered in sores.
He didn’t mind the smell of her piss, though.
In fact, it turned him on, and he started licking any piss that was on her thighs or pussy area.
White Pete rarely had sex with women despite his constant attempts.
He was a hideously looking and filthy meth addict, but that wasn’t the problem.
His problem was his dick.
It was 11 inches long, which some women might enjoy, but it was also ridiculously thin, which women thought was either hysterical or horrific.
This also meant that White Pete never got laid unless the woman was highly paid (which he never had the money for) or unconscious.
So he was very excited tonight to be able to fuck a girl that, although tied up, was awake.
Willow just stared emotionless at the next horror that was moving up to her between her widespread legs.
She groaned in pain as she did every time a cock of any size entered her brutalized pussy, but this one seemed to go in farther than anything else before.
It was making her feel nauseous, and she struggled not to vomit.
Soon, it was hitting something almost in her belly and causing a brand new kind of pain.
Willow thought that she had run out of tears, but she hadn’t.
They came flowing down from her eyes, which White Pete saw and made a point to lick off her face.
He didn’t stop when the tears were gone, either.
He even wanted to lick her eyeballs and used both his hands to hold her eyelids open.
The fact that she moaned in agony as he fucked her made White Pete so happy.
She couldn’t laugh or reject him!
He was in control!
He was powerful now!
She was his bitch!
And with that thought, he came inside her deeper than any of the other men there had.
His sperm was splashing against the walls of her cervix.
After he got up off her and left, Rocco came into the bedroom and used her cheerleader shirt to wipe the sweat, blood, and sperm off her body.
Willow was totally limp and unresponsive at this point as he untied her, rolled her over onto her stomach, and then tied her spread-eagled again like before.
Black Pete and three other men who couldn’t pay for the next planned session, this time, anal rape, returned to camp.
The remaining men sat in the trailer and drank all the water and juice left in the fridge while Rocco had some alone time raping Willow’s asshole.
Listening to her muffled screams from the next room was like music to all the homeless men’s ears.
After Rocco, it was the large black guy, then the hair-sucking guy, then White Pete, and then finally the soda-can dick guy.
The soda-can dick guy was last because they figured his cock would rip her ass wide open, and no one would want to go after him.
But it turned out that after a lot of effort, he couldn’t even get his cock into her ass at all, which just totally pissed him off. So he took all his rage out on her by beating the shit out of her back, her sides and the back of her head while he fucked her pussy as hard as he could.
By the time he was done, Willow was covered in bruises, unconscious, with blood flowing from both her ass and pussy.
Rocco left her tied up as she was and walked with the others back to camp to get his things and be on a bus and out of town before sunrise.
That morning, the two maintenance men from the day before came back to the trailer with another set of keys. They were both looking at a photo of Willow that was being given out to help find her.
“I hope she’s ok, but this girl is fucking adorable. I feel bad, but I’m going to be jerking off to this pic tonight.” Joe admitted to his co-worker.
“I totally agree, and me too!” replied Max. “If someone really did snatch her yesterday, he must have had one hell of a good time last night.”
When they got to the trailer, they both stopped short when they saw that the door was partly open.
Quietly, they walked inside, expecting to catch some kids smoking weed or doing some vandalism or, better yet, having sex.
Then, they both stopped and stared in wonder at what they saw on the bed at the far end of the trailer.
Willow, the girl everyone was looking for today, was lying on her stomach, tied spread-eagled and naked except for her cheerleading skirt.
Joe started to move forward to help her, but Max grabbed his arm and made a shushing sound.
It took Joe a few seconds to understand what Max was thinking, but then he smiled and nodded his head yes.
Both men took out their phones and recorded what they saw.
And what they saw made both their middle-aged cocks rock hard.
This thin blonde teen was naked, gagged, and tied in a way that just begged for her to be fucked.
Max whispered to Joe that if they covered her eyes and stayed quiet, there was no way she’d know who they were. Joe picked up her black sports bra off the floor and quietly moved up to her head.
He feared that she would put up a struggle when he blindfolded her with it, but she didn’t even move.
Max took that as a good sign that she was not waking up any time soon, so after winning a game of rock-paper-scissors with Joe, he got naked and started to massage her ass and thighs as he got in position between her legs.
“Ass or pussy?” he playfully debated with himself.
“Ass of course!” he thought, “when would I ever have another chance to fuck a beautiful teenage girl in the ass again?”
With that thought, Max spread her cheeks wide, spit on her asshole, and pushed his cock in hard.
He was surprised by how easily it went halfway inside her tiny, yet swollen, anus on the first try.
One more hard thrust forward and his whole six inches were buried in her asshole right to the hilt.
He stayed still for a minute, enjoying her tightness and the heat of her inner body around his cock and checked with Joe to make sure he was recording this on his phone before he started to fuck poor Willow’s ass aggressively.
Other than a few weak moans, Willow didn’t move or show any sign of waking up, which just told Max that he could really fuck her as hard as he wanted to.
Which he did.
Even after he came in her ass, he kept on fucking her.
He never wanted the feeling to stop, but at last, he got up and let Joe have a turn.
Joe also wanted to fuck her in the ass, but the thought of cumming in her unprotected pussy and maybe getting her pregnant was something he wanted to do more.
So he took out his knife, cut the tape at each of her ankles, and pushed her knees forward a little to raise her ass and give him better access to her pussy.
After that, he was fucking her so hard that the trailer started to shake.
Willow started to wake up and moved her legs around a little.
When she started to moan and cry out whenever Joe rammed himself fully into her pussy, Joe couldn’t hold back anymore and flooded her pussy with his cum.
Both men fucked her one more time and then left to go to another part of the school for a few hours before coming back to the trailer to “discover” Willow and report it to their supervisor.
Epilogue:
Both Willow’s parents and the River Rock School Administration wanted to keep any mention of this violent sexual assault out of the news, so although the police were notified, no official police report was filed, and only a few people ever knew what happened that night.
The town quietly sold both trailers to Diamond Ranch, a local business that was also the sponsor of the football team, and the parents were paid off to keep them from suing the school.
Willow quietly recuperated at home over the next few weeks.
The teen was going to transfer to another school to escape a possible scandal, but decided not to because no one in her class knew what had happened to her, and she also wanted to stay with her friends.
She did not try out for cheerleading again, though.
Max and Joe enjoyed seeing Willow in the school hallways for the rest of the year.
They both took pictures of her whenever they could get away with it because looking at fresh pictures of her while jerking off to the videos they took when they raped her made it all so much better.