High School Harem:
Mindy and Shirley
(Author’s Note: All characters, whether portrayed as such or not, are over the age of 18. I admit this is a fantasy that took place in high school many years ago, so some things may seem outdated. Hopefully this will be the first in a series, especially subject to reception.
*
It was the summer after his junior year of high school, and for Rick Thomas the following year’s graduation couldn’t come soon enough. Rick is 18 years old and started school a year earlier than his classmates. “Classmate” is an exaggeration to describe the dynamic between Rick and the other teens he goes to school with. He’s always seen himself as an outsider.’ The last-choice’s activities over the past eleven years have been a blur, stumbling down corridors, barely able to hide a girl’s giggles as he falls to the floor in the hall, trying in vain to hide his erection that seems to be growing more and more often. So the nickname started as “Rick the Dick” and deteriorated from there.
With a week left until school starts, Rick is leaning against the wall of the snack bar at the town’s local drive-in movie theater. On this Saturday night, his parents kicked him out of the house and encouraged him to “make friends” like it was easy. His parents were idiots, he thought, for sending him to a drive-in movie theater without a car, so here he is, standing around, unable to even enjoy the movie.
Rick spent the summer in town working for his uncle’s landscaping company. Long hours of physical labor and a well-timed growth spurt had caused his thin body to fill out, his dark brown complexion darkening even more. Tonight he was glad to see in the mirror that the acne that had plagued him for years was probably disappearing. Though still normal looking, the face staring back at him in the mirror was only as clear as his own, and he hoped his new anonymity would allow him to spend the weeks of his senior year aimlessly. He sank down when he saw neighbor Mindy’s car slowly drive by.
Mindy Cain is twenty years old and a sophomore in college. She is enjoying the last few days of her summer vacation at home before going back to school. Mindy was blonde, beautiful, slutty and sexy, a deadly combination that made her teenage years seem easy. A former cheerleader, she was popular among her classmates and teachers, especially male teachers, who were very aware of her good looks and used them to their advantage. She was always dating boys who were the sports stars of the season and did not hesitate to put an extra button on their shirts to get better grades. She found that college was not much different from high school, and she became more convinced that her beauty would help her get through life more easily.
“Who’s the new guy?”
It was from Mindy’s best friend and current traveler, Sherry Stilson. Twenty-year-old Shirley also roomed with Mindy in college. Mindy uses her looks to every advantage, while Shirley is more self-deprecating about her appearance, despite her equally stunning beauty. She is taller and thinner than her friend, with long black hair and large blue, almost violet eyes that contrast with her hair. She was on the drill team in high school and was popular, but had to rely on her wit to get through school and was not a shameless flirt like Mindy.
She looked over at Mindy, who was leaning over the console to see who she was talking about. As usual, Mindy’s shirt was open at the neck, exposing her large breasts to any curious bystander. Shelly sighed, “I wish I had breasts like Mindy’s,” she thought. “But she doesn’t have my movie-star mouth!” Someone recently told Shirley that she had the same wide, full, and straight white-toothed mouth as rising actress Julia, who Mindy mouthed when she noticed. As soon as her eyes fell on her shirt, she smiled brightly.
“Can you stop staring at my boobs, Shelly?” Mindy asked, pretending to be angry.
Shelly rolled her eyes. “If you mind! If you mind so much then don’t hang them out!”
Mindy laughed and shook her shoulders, causing the exposed nipple flesh to quiver.
“You’re just jealous! What are you talking about now?” he said as he parked the car.
Shelly turned and pointed to the window where Rick was leaning against the wall, trying his best to pretend he didn’t see the two girls talking about him thirty feet away.
“I don’t know, he doesn’t look famous… wait a minute! I think that’s Donkey Rick! You know, right across the street!”
Shirley took a closer look now. He looked like Mindy’s neighbor, but he had certainly changed since she had last seen him two years earlier. She still remembered the strange teenager eyeing them lustfully near Mindy’s pool while he mowed the Kanes’ lawn, soaked in sweat. Mindy enjoyed tormenting the shy boy, but Shirley often took pity on him and tried to engage in conversation. These often ended awkwardly, as he inevitably displayed explicit sexual desire and was then subjected to Mindy’s derisive laughter.
“Wow, he’s really grown up,” Sherry said, instantly regretting it and Mindy laughing.
“Like did you see Shirley?” she teased, seeing the spark of interest in her friend’s eyes. She leaned further toward the open window. “Oh, Ricky!” she yelled.
“Stop it, Mindy! I’m just saying…” Sherry shrunk back in her seat, afraid that Mindy would obviously crave her attention.
“What?! You think he’s cute, right?”
“I didn’t say that! You know, he’s just grown up…”
“Oh, Ricky!”
“Stop it, Mindy!”
Rick could hear the two girls’ voices clearly and he glanced back toward the car to see Mindy Kane waving at him. He groaned. He thought, This is just what I need, more cock teasing. Mindy was always writhing in front of him sarcastically or flashing him a large amount of cleavage when she noticed he was staring at her, which usually happened when they were at school together. He filled many tube socks late at night fantasizing about his sexy neighbor. After she graduated, he was relieved and deliberately avoided her when he returned home.
“Hey Ricky! Come on! We won’t bite!”
People at the snack bar started to stare, so Rick lowered his head and started toward the car.
In the car Shirley turned to Mindy. “Don’t you dare give him a hard time!” she hissed at her smiling friend as the clearly humiliated boy screamed. She looked back.
“Hi, Rick! Long time no see! What are you doing?”
“Yeah, Ricky. Where’s your car? You know this is a drive-in, right?” Mindy smiled. Shirley elbowed her friend as Rick stopped by the window, his hands digging into the curtains. He flinched nervously.
“Hello everyone,” he mumbled, wondering if his mother would pick him up so soon or if he should just stay there and endure this torture. From his vantage point, he could see Mindy’s open shirt and cock hardening in his pants. He moved it carefully so it wouldn’t be so obvious, but Mindy noticed his sneaky antics, pulling a long, manicured nail out of his collar and sliding it between the mounds of creamy flesh. She dug her fingers into the soft valley, pulling it out and teasing the corner of his mouth with it. Shelly didn’t notice Mindy’s teasing, but Rick’s wide-eyed reaction was proof enough.
“Aren’t you going to wear tube socks tonight, Rick?” Mindy laughed. A few years ago, she heard Rick’s mom complain to her mom about a pair of closed socks covered in plaster, and she couldn’t resist.
Shelly turned to her friend. “Damn Mindy!” She decided right then that she would somehow make up for the humiliation of being laughed at by Mindy for so many years. “Come on, Rick, come inside. You can watch the show with us.”
“Shirley! No bullshit way!”
Sherry opened the door and jumped out, tilting the passenger seat forward so Rick could fit in the small backseat.
Rick’s face grew redder. “Uh, oh, no, thanks Sherry. I appreciate it though. My friends should be here soon.”
Shirley looked at the boy, blushing. She could tell he was lying. She felt terrible about the way she had allowed Mindy to treat the boy over the years, and there was no better opportunity to make up for both wrongs than by letting him hang out with her. She hoped that maybe being seen with those two popular alumni would improve his cool.
To her it was a friendly, innocent offer, but to Rick the idea of getting in a car with two beautiful girls was a dream come true and he could feel his cock getting even harder. He kicked the ground shamelessly.
“No, it’s sherry actually. It’s very nice, but I’ll wait for them.”
Shirley growled, grabbing his arm and pulling him into the backseat behind her.
“I insist!”
As Rick was dragged into the car, he had to duck quickly to avoid hitting the door frame. He lay back in his seat, his bare legs touching Shirley’s smooth thighs. When she leaned against him and closed the door, her soft little breasts pressed against his arms, he took in half the oxygen in a mile.
“There! Are you comfortable?” She smiled at him. Rick smiled awkwardly at the dark haired classmate.
“God, what lips,” he thought as he looked at her plump mouth, “I bet she could suck it…”
“You’re kidding, right?” Mindy gasped from the front row and looked at Rick.
“I didn’t. So you better find a place to park. Rick will be our guest tonight,” Shirley said authoritatively. Mindy muttered to herself and headed towards the back of the drive-in, hoping no one could see the people in her car. She glanced at the rearview mirror and heard Shirley talking to Rick, she had to admit that little Ricky had grown a lot since she last saw him, but still…
Mindy found a parking spot and turned off the engine. When Rick stammered about his heat to Sherry, she rolled her eyes. She could tell her friend was showing genuine interest in the geek talk, so she opened the door.
“I’m going to get a drink. Do you want a drink?” she asked, looking at Shirley.
“Yeah, Rick, do you need anything?”
“Uh, popcorn?” Rick saw the disgust on Mindy’s face and quickly pulled some money out of his pocket. She snorted, reached forward and snatched the folded twenty dollar sheet from his hand.
“Your behavior is strange,” she said, then walked away quietly.
“I’m sorry, she was so horrible to you, Rick,” Sherry apologized, turning to the boy. “She had no reason to do that.”
Rick blushed even more and shrugged. “It’s alright. I just didn’t notice.”
Shirley patted his knee, her hand cold on his leg, and he didn’t look at her as she turned toward the screen and reached out to secure the speaker to the window. “It’s nice of you to do that, but we all know she’s been bad for a long time.”
“You’ve made up for it Shelly,” Rick said before he could react. He readied himself for a beating, but Shelly turned around and slapped him on the arm.
“Wow, you’re so cute!” She suddenly leaned over and kissed his cheek lovingly. Her cool breath wafted across Rick’s face, and when she turned, her hair fell into his face. He shifted in his seat, his cock fully erect, desperately hoping he wouldn’t be able to use his cock to get Shirley to cum. She was so good to him and he didn’t want to ruin that. He leaned back in his chair and tried to focus on the preview, his nose filled with Shirley’s clean, fresh scent.
A few minutes later, Mindy walked back to her car, struggling to carry two drinks and a large popcorn. No matter what a cheesy story Rick told, she would hate to hear Shirley laughing in the backseat. She put her luggage on the roof and opened the door, feeling satisfied to see Rick jump to his feet in surprise.
“Here’s your snack pair,” Mindy said sarcastically, handing me the popcorn and drink. She got in the car and sat as far back in the seat as she could, still watching the screen. A horror movie she’s always wanted to see is coming, which makes her even more nervous. Rick’s presence will surely ruin it all.
Shirley laughed back.
“Mindy! Did you know that Rick watched the first Star Wars twenty times?”
Mindy rolled her eyes. “Why am I not surprised? Be careful, he wants you to keep your hair in a bun.”
Shelly punched her friend in the shoulder and snatched the handful of popcorn that Rick had placed on her lap. If Mindy would give the boy a chance, she thought, she would discover that he wasn’t the fool he was made out to be. Although he was never going to be the suave athlete that Mindy was, Shelly found his story interesting.
“Tell me more about this new Watchmen comic,” he asked Rick.
Rick sounded like he was a babble, and once Shirley asked him to talk, he babbled almost nonstop. Once he got past her beauty, he found it easy to talk to her, but it was hard to do. Her big blue eyes sparkled when she laughed at his cheesy jokes, and his nose was filled with that clean, fresh scent whenever she flipped her long black hair. Their conversation stops just as the movie begins.
Rick kept his eyes glued to the screen, but he was saddened that every time the hockey-masked villain killed a victim, Shirley would move back in front of him. Her slender and smooth legs kept changing positions, rubbing against his legs, and her B cups brushed against his arms from time to time. His cock had been hard for thirty minutes, and although he didn’t want the night to end, he was looking forward to the chance to rub it when he got home.
Shirley, for her part, had no idea what effect she was having on the horny boy. Though she didn’t travel as much as Mindy, Shelly had a few boyfriends over the years, but she quickly grew tired of their clumsy antics. She enjoys Rick’s company, but sees him only as a friend, an innocent kid whose confidence she can boost with a few conversations.
The next hack comes from a dark closet, and Shelly screams, pressing herself against Rick as the on-screen villain dismembers someone. Without looking away from the screen, she reaches for some more popcorn, not realizing that her startle has knocked the box to the floor.
Rick yelled when he felt Shelly’s hand close to the iron rod in his shorts. It retreated for a moment, then closed again on the temporarily shrinking fat tube. He looked at Shirley, whose gaze was no longer on the movie screen, but on the cloth monster spread out on her lap.
When her hand first came into contact with that big, hard lump, Shelly knew immediately what it was. Her hands were forced over the legs of enough drooling boys to know. She immediately pulled her hand away, but curiosity pulled her back. ‘Hey, he’s hung!’ she thought, her nipples instantly hardening inside her tight white t-shirt. She timidly grabbed the thick shaft and felt its heat radiating through the denim into her palms. Even in the dark room, she could see the thick cock creeping up her thigh. She moved her hand down to the throbbing cylinder, where the thick head was, less than two inches north of her cutoffs. She slowly slid her cool fingers under the edge of the fabric.
When she placed her hand on his hard cock, Rick was sure he was going to cum in his pants. This was only the second hand to touch his cock, the first being… well, you know. It seemed as though Shirley was fascinated rather than disgusted by his erection, sliding her hand down and fondling the tattered tube. As her hand slipped into his boxers, he had to lose all his self-control to keep from cumming at the first contact of her cold fingers.
Mindy, completely unaware of what was happening behind her, yelled over her shoulder, “Don’t let him try Shirley’s trick of punching a hole in the popcorn box!” This startled them both, though not enough to make Shirley back away, but enough to make her lift her eyes and look at Rick. She breathed loudly through her mouth, her eyes wide open, white irises visible in the darkness. When she pulled back, she was sure that her first task, albeit brief, was complete.
Shirley raised her finger to her lips to silence him, still feeling the heat of his cock on her skin. Surprised by his audacity, she reached down and began to undo his pants.
Rick’s heart thumped as Shelly pulled the zipper down and folded the pants back up. He saw her hand slip into the opening and grab his cock. His eyes darted toward her, but his attention was focused on the large tube she was pulling out of the opening.
“Fuck me, it’s so big,” she whimpered as the massive pillar shook in her grasp. It stretched dangerously over her fist, and she was sure there was enough room to fold her other arm over it, with room to spare. She licked her lips absentmindedly, and the sight of her pink tongue teasing her impossibly thick lips only fueled Rick’s passion. He looked up at her again.
“Can I?” she asked. Rick nodded firmly, not trusting his voice. It would take an army to stop her at this point. He backed away slightly when the sexy girl started slowly moving her hand up and down his aching cock.
Shelly couldn’t imagine how good that hard cock felt in her hands. The skin smooth and soft, the spongy hardness underneath. When her hand reached the top, a big glob of semen oozed out of the tip and she opened her hand and spread the goo from her palm onto the tip. Shirley took a look at Mindy, who was engrossed in the movie, and, intent on making her performance look tempting, risked licking her palm. The salty taste was a pleasant side effect as she began pumping it slowly, her eyes glued to the huge cock.
Rick’s eyes rolled back into his head and he groaned, much louder than he intended. Unfortunately, this caught Mindy’s attention and she turned around.
“What are you two…?” His words trailed off when he saw his best friend holding Rick’s pink missile. He looked at Shirley, who had no idea what they had discovered. When she looked at Rick, his mouth fell open in shock, his hips lifting off the seat as he fought off the effort to hold him.
“Bah, bah, bah!” he gasped.
“Should I choke you?” Mindy managed to escape before the first spurt of cum shot out of his swollen cock and splattered wetly on the roof of her car. With an uncontrollable whimper, Shirley lowered her head, her plump lips stretching around the erupting cock. She had never taken a cock into her mouth, let alone had glob after glob of semen shooting over the back of her tongue. His output soon overwhelmed her and she pulled back, the last shot hitting her cheek and clinging to her body. She continued to jerk her swirling snake, her mouth still full of his hot, salty load. She closed her eyes and tried to swallow the massive load, moaning lustfully. She opened her eyes and saw Rick watching her in amazement.
“Are you two crazy?” Mindy yelled as she saw the big wet stain on her padded ceiling. “You’ll have to pay that bastard to clean it up!” she said to Rick.
“Mindy? Mindy!”
Shirley’s voice startled Mindy. “What!?!”
“Drive to the park. Now.”
“No way. We won’t leave until…”
