NAKED Cheerleader
And Other Stories
NAKED Anthology #1
New Erotic Fiction by Kendall Swan
Smashwords Edition
Also by Kendall Swan, available at Smashwords.com:
Grand Pleasure Station: Exposed! (Feature Article) (New Erotic Fiction)
The Sexual Memoir of Emma #1: A Whole New World
NAKED Cheerleader And Other Stories
By Kendall Swan
A Romantic Words Publishing, LLC book
This book is a work of fiction. All names, characters, locations, and incidents are products of the author’s imagination, or have been used fictionally. Any resemblance to actual persons living or dead, locales, or events is entirely coincidental.
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All rights reserved.
No portion of this book may be transmitted or reproduced in any form, or by any means, without permission in writing from the publisher, with the exception of brief excerpts used for the purposes of review.
Copyright © 2009 by Kendall Swan
Cover Art © 2009 Romantic Words Publishing, LLC
NAKED Cheerleader
Jordan was sweaty from practice. It was raining outside causing practice to be moved to the large hallway by the office. It was the only hallway big enough for the whole squad. They usually practiced in the gym on rain days but the girls volleyball team had practice there today as they usually did twice a week.
They couldn’t practice their jumps and there wasn’t enough ventilation but Jordan still liked the hallway. It allowed students, teachers, and the staff from the office to get up close and personal with them. They would walk by as the team was stretching and doing the splitz or showing off their obviously sexy cheer moves. The girls were usually more scantily clad during practice wearing only sports bras and short tight spandex shorts.
Jordan could feel their eyes wander to her crotch as she stretched or to her breasts or ass if she bent over. What was funny was how the staff from the office such as the principal and vice principals, all men, would linger the longest.
It seemed they all had very important things to say to Ms. Hayden, the girls’ coach. Of course, they never kept eye contact with her for very long while chatting. And the roll of her eyes and harsh attitude she had after they left told us she wasn’t very fond of their mental fondling.
But Jordan was.
She loved it.
She would spread her legs even further and further apart when they showed up. A girl has to stretch to stay limber, right?
She would look intently at whichever middle aged man was checking her out. They always seemed to love that.
This went on for weeks because of an unseasonably rainy fall during Jordan’s senior year. The team was stuck practicing in the office hallway every other session.
The girls had just finished up for the day, or rather, night. It was close to seven in the evening. Jordan had to run to the restroom and when she came back all of the girls were gone as well as Ms. Hayden.
She finished putting her practice poms in her bag and took a big chug of her sports drink. She was walking passed the office towards the parking lot when Mr. Rainey stepped out of the office with his coat on and briefcase at his side.
“Jordan. How are you?” he exclaimed excitedly.
His attention immediately made Jordan blush. Mr. Rainey had been helpful to Jordan’s academic career by recommending her for the honors courses in both English and Math. Jordan wasn’t sure if it was lust or altruism or a combination of the two that made him want to help her so much. But she was grateful. Her parents were so impressed she’d been moved up.
She remembered the first time he called her to his office to talk about it. She thought she was in trouble. She was being called to the vice principal’s office, after all.
He was very quick to reassure her and came around to rub her shoulders. She was confused by this at first but then relaxed and enjoyed it.
He was into her. Why was that a surprise? She was young and hot and about to be legal. Jordan had checked him out as he returned to his desk chair to discuss her classes. He seemed really fit—no belly like most of the adults in the school. And he only had a hint of gray hair around his temples.
He must be about forty she had thought at the time. She later found out that he was only thirty seven.
“How are your new classes working out? Doing okay?” he asked as he placed his briefcase on the floor inside the office.
“Great. It’s hard but more interesting. Thanks for all of your help. The classes will really help with my GPA and college,” Jordan said.
Mr. Rainey put his arm around her shoulder. His touch was gentle and his fingertips were soft. He pulled her to face him.
“Jordan. You have so much… potential.” His eyes were staring deep into hers as he spoke with earnestness.
“I just don’t want to see that go to waste. Why don’t you come to my office and we can… discuss your future,” he said.
Jordan was momentarily freaked out. She had been fantasizing about seducing an older man for a couple of years, but she hadn’t figured it would be a vice principal from her school. Slowly, the fantasy took hold in her mind with Mr. Rainey’s face and body instead of a nameless man. She felt her body heat up at the thought.
He gently slid his hand down her arm and clasped her hand. He led her back to his office. The other offices and cubicles were empty because of the late hour.
Jordan’s heart was beating harder. She felt excitement and adrenaline rush through her veins. Her breasts became sensitive and they suddenly felt entirely too squished in inside her sports bra. What would he do to her? What could she do to him?
Her pussy grew wet with anticipation. This was really happening, wasn’t it? She couldn’t believe it. She suddenly felt like the athletic, full-figured woman she was in body if not yet in mind.
They were almost to his office and as he rounded the corner still holding her hand she glanced down and could see cock bulging out against his slacks. He must wear boxers, she thought.
The thought of him taking her on his desk excited her. She felt her pussy muscles clench in anticipation and a giddy smile crept across her face.
They reached his office and he pulled her in, shut the door, and shed his coat. They faced each other and he put both hands on her shoulders.
“Jordan, you are such an amazing girl. Woman, really. Different from everyone else. I have to tell you, so you finally know. I’ve wanted you for so long. Your body…oh god.”
His hands slid down both her arms and rested them on her hips.
He continued, “I don’t know how you feel and I don’t want to push you into anything you don’t want to do. But if you want to explore this, we should do it now.”
“Mr. Rainey…”
“Call me Mark.”
“Mark.” Jordan pushed her body up against his so that her breasts in her tight sports bra were pressed up against his chest. He only stood a few inches above her. His hands brought her hips up against his crotch and she could feel his hard cock through his slacks rub against her belly.
She brought her arms up and wrapped them around his head. Then she tilted her head and went in for a kiss. His soft lips embraced her mouth as his wet tongue plunged inside. Their bodies were wrapped around each other.
Jordan could feel her pussy pulsing. She couldn’t wait much longer. She wanted to be fucked, hard. She was a hormonal teenager, after all.
She pulled away and stepped towards his desk. She pulled her shorts and panties down in one movement revealing her small, dark brown thatch of hair above her clit. She then pulled her sports bra above her head letting her pert c-cup breasts with tiny, pale pink nipples flow free.
Mark stood staring at her body lovingly. His hands gently reached up and cupped her breasts. He bent down and sucked one perfect nipple, swirling his tongue around it gently.
Jordan inhaled sharply. She had never felt that sensation before. She wasn’t a virgin—she had done it twice and had played with herself countless times. But she had never experienced pleasure through just her nipple before. This night really is about education, she thought.
Marks hands slid down her body slowing slightly to grip her waist then down to her hips. He pushed her back and propped her naked body up on the edge of his desk. Jordan could feel cool papers and file folders touching the skin of her ass.
He knelt down and spread her legs forcefully. Then he began massaging her clit softly with his thumb. Jordan moaned and ran her fingers through his hair.
Mark’s hot lips and tongue touched her outer pussy lips and Jordan felt her entire body come alive. It was as if his tongue was a secret key needed to unlock all of her senses at once.
He lapped at her and pierced his tongue inside her lips, tasting her sweet, hot juices. She leaned back on his desk, completely taken in by yet another new sensation. She had never been eaten out before and she loved it. This will be a requirement for all guys, she thought.
He plunged two fingers in her entrance while whipping her clit with his tongue. She moaned helplessly. He pulled and pushed his fingers in and out of her while going to town on her clit. His thumb would graze her rosebud every time he went in. Jordan would nervously clench shut each time, squeezing his fingers tight.
Jordan had her eyes shut but she could hear him undoing his buckle and pants. She was losing control. Her arms were flailing all around his desk sending papers flying.
“God you taste good,” he whispered. Jordan could barely hear him over her own moans. Then all of a sudden she was gripped, her whole body seizing as he licked and pumped with his hand, pushing harder and harder. Jordan came like she never had before. Her scream was loud and animal like. Her pussy lips writhed and clenched his fingers as the waves of pleasure past through her pristine body.
Mark slowed his pumping and pulled his face back from her crotch. He wiped is mouth with his sleeve. His other hand was still moving up and down and Jordan notice he was jacking himself off. He stood up. He had a condom in his hand and slipped it on.
“Mr. Rainey! Oh god! I…” Jordan exclaimed breathlessly.
She sat up and put both hands around his hard cock. It was longer than she expected. Mark leaned in and kissed her deep. They kissed passionately and Jordan had to put one hand around his neck to keep from falling back. She was pumping his cock while they were kissing. He put a hand over hers and they pumped it together. She felt the fingers from his other hand snake their way from the base of her scalp through her hair. He gripped firmly and kissed her even harder, their tongues dueling with urgency.
Mark pushed forward with his hips and the tip of his cock reached Jordan’s gate. He removed her hand and pushed inside her hot wetness. Their eyes locked as she enveloped his cock with her sex.
“Is this okay?” he asked.
“Please,” she replied.
“Please, what?”
“Please fuck me.” Jordan grinned playfully as she held on to him. Their eyes remained locked as he slowly pulled out and then pushed in again. Mark increased his tempo and then nuzzled her neck. Jordan held on tight as he thrust harder and harder.
“Your body is so sweet, Jordan. I could fuck you forever.”
Jordan wanted to answer with something witty to impress him but she was being taken over with pure sensation again as his cock rocked her.
She leaned back on the desk and shut her eyes. She felt his hands squeezing her breasts and pinching her nipples. The pinch sent a zing through her body. She braced herself on the desk and squeezed her muscles around his large cock. He was barely able to make it inside her and she felt small bits of pain when he was at her deepest parts. But she was so turned on.
For a brief second she realized what they were doing, that she had cum on her vice principal’s desk and now he was fucking her harder and harder. She opened her eyes and saw the mess they had made. It was so exciting. Someone might catch them. But he wanted her so bad he wanted to take that risk, she thought. Jordan squeezed his dick even harder.
Her fingers were hurting from holding onto the edge of the desk. Mark was staring at her with what could only be pure lust in his eyes as he pounded her. A deep moan escaped his mouth. He had both of hands over and around her thighs, her polished toes flailing in the air to the rhythm of his cock.
Jordan was feeling no pain as she was being taken. She felt that same sensation creep up. It started near her clit and then spread outward through belly, legs, arms. She opened her eyes and saw that Mark’s pupils were huge. It looked like he was high on ecstasy or something. Just then he let loose and pounded her. She screamed that same animal sound as she came. She felt his cock grow even longer as he pounded his final cumming thrusts inside of her. They both opened their eyes at the same time and smiled.
“Are you okay?” he asked.
“Fine. I mean, great. You feel so good. And you can do it for so long.”
Mark laughed. “Yes, that’s one of the advantages of being older.”
Mark pulled out, slid the condom off and threw it in the wastebasket. Jordan inched off the desk. Her pussy lips were visibly swollen.
“Do you have some tissues?” Mark handed her the box and they both cleaned themselves up on got dressed. Mark wrapped his arm around Jordan’ back and pulled her close to him. He kissed her tenderly which she enjoyed.
“I’m sorry if I’ve taken advantage of you,” he whispered, their faces still close.
“No, no. Don’t feel bad. This was great. Consider it a tutoring session. You did show me some new things.”
They smiled and Jordan headed out of his office with Mark following.
“I need to get home before my mom freaks out. Have a nice night. See ya around,” she said as she picked up her bag and headed to the parking lot.
NAKED Parent Teacher Conference
Mary Hancock finished grading the last test and began tidying up her desk. It had taken her longer than usual to get the tests all graded because she was so distracted. Jason Rawlings, Conner’s dad, would be here any minute for the parent teacher conference. They had been flirting all year at school events and Mary often went home to masturbate while thinking of him. Today was no different except that she didn’t want to wait until she got home to touch herself while imagining his broad, thick shoulders over her and his broad, thick cock inside of her.
She didn’t actually know the size of his cock, but his chest was full and broad. He had a very strong jaw and warm, brown eyes. Mary had also noticed his large hands and had often wondered what he did for a living. Did he use those large hands for work or merely for pleasure?
Mary felt her juices start to flow between her legs as she thought of Jason now. This would be the first time they had ever been alone together and she didn’t know if she would be able to hide her reaction from him.
She finished tidying up her desk and got out her compact to check her makeup. It had held up pretty good throughout the day. She heard a knock at the door and felt her heart palpitating in exciting anticipation. She looked up to see Jason had appeared in the doorway with a familiar smile on his face.
That was the thing with them. They didn’t technically know each other that well but there always seemed to be such an unspoken connection between them.
“Hi there, Miss Hancock,” he said jauntily as he walked purposefully into the classroom. She got up to greet him and shook his hand awkwardly. It seemed as though such a formality was unnecessary given their sexual connection, unrealized as it may be.
Jason headed to the regular seat in front of her desk that she had brought in especially for him. Then Mary headed towards the door to close it. She was thankful the doors at this school didn’t have windows. It made for a less distracting teaching environment. And more intimate meeting place.
She returned to her desk and looked Jason squarely in the eyes.
“Mr. Rawlings, you never mentioned why you wanted this parent teacher conference. What is it you would like to discuss today?” She shifted in her seat behind the desk. The movement made her pussy cry out for attention, preferably from Jason.
Jason was looking at her with a warm smile. It was different from the other times she’d seen him. He looked less casual. Was he nervous?
“Well, Miss Hancock,” he said formally. “I want to know why Conner wasn’t invited to the advanced REACH program. I was sure he would be. The boy is gifted.”
“Those invitations are based on test scores and teacher recommendations. The recs don’t come into play that much. It’s mainly test scores. I’d have to look up his scores in the office to see what we’re talking about here,” Mary replied. She noticed that his manner was aggressive, but his eyes still shown in a kind manner. She couldn’t read what was going on with him, but she knew it wasn’t normal.
“I have them right here. They were mailed last week, but there was no accompanying letter of invitation.”
Mary watched as he halfway got up from his chair to retrieve the papers from his back pocket. She noticed his athletic thighs under his jeans along with his narrow waist. Her eyes started to drift towards his crotch for a second before she caught herself and looked down. Had she seen a bulge there? She couldn’t be sure.
Before she could look again, he slid the papers across her desk and sat back down. She took them and glanced up to eyes briefly to acknowledge their receipt. Upon meeting his eyes, heat and awareness of her body washed over her. The spark that she had felt was there without a doubt.
It seemed like a charade, what they were doing. But she had no actual reason to believe he was anything more than a concerned parent. There were no overt gestures. It might have all been in her mind. She hoped not.
The test scores were high which she remembered. Conner had always been a bright and capable student. But it looked like his scores were 2 points under the cutoff for the invitation.
“I’m sorry Mr. Rawlings. His scores just barely missed the mark.”
“But they were close, yes? Can’t you put in a recommendation?” Mary took in his pleading face and wanted to give him anything he wanted. But she hadn’t recommended a student who had scored under the threshold before. She didn’t know how it would look.
Mary nervously fidgeted with her pen on her desk and brought it to her mouth to chew it. She’d had that nervous habit since she was a kid. “I’ve never done that before Mr. Rawling-“
“Please, call me Jason,” he said standing from his chair and coming around to casually lean on her side of the large desk. “I only want the best for my son. And you probably know how beneficial this program is for kids.” He paused, waiting for an answer.
“I do, but-“
“Then you know that as a good dad I would do anything to help my son succeed. I mean, that’s what any parent would do, right?” He inched a little closer to her and caressed her cheek with his finger. Mary almost jumped from his touch. Her legs involuntarily opened a couple of inches and she found herself leaning forward in her chair to listen to Jason. And stare.
“Right, yes, of course. Everyone wants the best for their child.” Jason smiled at her answer. He slowly let his hand drift from her cheek to her breast. He didn’t push or pinch. He merely caressed the shape of her breast over her satin blouse. Mary’s nipples pebbled from the attention. She also felt a fresh cream delivery from her pussy.
She couldn’t believe this was happening. She had fantasized about this all year. And now it was happening—in her classroom! This was exactly the scenario she wanted. She wanted Jason to eat her pussy and finger fuck her. As much as she wanted his cock, she wanted his fingers even more. She had been noticing his large, muscular hands all year. She had fantasized about what his fingers could do to her.
Jason put his hands lightly around hers and lifted them, motioning for her to stand. Their lips were almost touching. Mary could smell his minty breath. She was using all of her strength to not let go of all professionalism and sink her mouth onto his.
“Miss Hancock… Mary. May I call you Mary?” he asked, his hands wrapping around her waist, pulling her hips up against his own. She could feel his bulging cock through his jeans. He was so hard! Mary’s skin came alive at this newfound knowledge—her body preparing to indulge in sexual fun regardless of what her mind thought.
“Mary, yes, call me Mary.” Jason was staring at her with those penetrating brown eyes. It was as if he could see her completely and knew what she had been fantasizing about this whole year.
Jason put his soft lips on hers and slowly slid his tongue inside her mouth. She felt rational thought lose the battle for control in her mind. All she was good for was feeling now. One of his hands went up to the back of her neck and his kiss became more passionate. The other started unzipping the zipper of her skirt along her bottom. She had no pantyhose on like many of the teachers wore. And she only wore a thong so she wouldn’t have those unsightly panty lines under her nylon skirt. He soon slipped the skirt off of her and was caressing her bottom.
Mary knew that another teacher or even the principal could come in at any moment. That frightened and excited her at the same time. Her juices were well on their way outside of her pussy and her thong was becoming a soggy mess. She slipped it down her legs and stepped out of it. She was now naked from the bottom down though she still had her heels on.
Mary began kissing Jason more forcefully as she gave into her passions. She wrapped her hands around his shoulders and soon started caressing his bulge over his jeans. Her fingers found the button and zipper to his jeans quickly undid them. Jason apparently did not wear underwear.
“Oh that is perfect!” Mary exclaimed upon finding this out by reaching the head of his throbbing cock. His body gave a little shudder at the contact.
He paused from kissing her and asked, “Is there anything I can do to change your mind, Mary?” As he said this the hand that had been on her cheek was venturing toward her pussy lips, grazing over her rosebud in the process until it reached her wetness. Mary was loving every moment of this. She wanted to take advantage of the situation. Hopefully, Jason wouldn’t mind terribly much.
“Yes,” she said stepping back. “Take off your clothes,” she ordered. As she watched him remove his shoes and the rest of his clothes, she quickly slipped her satin blouse above her head and took off her bra. They were both naked in her classroom, just as she had imagined it. Mary sat on the edge of her desk with her legs spread. Her labia lips were shiny from her juices and her perky breasts moved slightly to the side as she leaned back.
“Eat me,” she said simply. Without hesitation, Jason got on his knees and buried his face in her sex. His tongue started at the bottom, near her rosebud but not on it. He then shoved his tongue inside her entrance and Mary began to moan. He brought one hand over and put one finger inside of her as his tongue moved upward toward her clit. As the hot moisture made contact with her most sensitive part, she arched her back suddenly. This caused his finger to be rammed all the way inside of her pussy and her clit to be pushed forcefully against his teeth. This drove her even more wild.
He slid another finger inside of her and she squeezed them with her muscles drawing them in further. He slid his fingers in and out of her, slowly at first, then faster. All the while, his tongue was roughly massaging her clit. With his other hand he stroked his blood-filled cock in rhythm to his fingering. Then he shifted his fingering hand around where his thumb faced downward. He stopped eating her and concentrated on just her holes for the time being.
Mary was writhing on her desk. She felt her juices flowing faster and faster but hadn’t quite reached her peak. Then she felt his soft thumb graze her anus and electricity zipped through her body. He slowly began massaging her hole as he fingered her at the same time. Her legs were moving on his shoulders in the rhythm of his hand.
“Your tongue. Put your tongue back on me!” Mary yelled in desperation. She could feel herself about to crest over the wave of pleasure and wanted his hot tongue to be the thing that pushed her.
Hot, wet smoothness reached her erect clit. He licked her with his tongue lax at first. The tip of his thumb entered her anus. Her tight muscles gripped his fingers and thumb as they went in and out. Her juices were spread all over her pussy and ass now.
Jason then started flicking her bud with his pointed tongue while adding another finger to her pussy. He was finger fucking her in both holes, hard. He moaned and the vibration from his voice on her clit was the last straw. She couldn’t hold it back any more. Her hips gyrated wildly as she climaxed and felt the waves of pleasure wash over her.