The Janitor and the Cheerleader

****This part of the story tries to connect the two main characters to lay the groundwork for more fun in future chapters. Thank you for reading and I appreciate respectful comments good or bad.****

"I shouldn't be doing this."

The thought bounced around Erin's head as she packed an overnight bag.

She had just hours earlier had multiple rounds of sexual interaction with the Janitor of her high school. Harvey was her crush and the sex they had still made her body tingle with excitement.

She had stayed after school to offer herself to the lowest man in status at Park Prairie High School.

She regretted nothing.

After they fucked, she got dressed in her skirt, tights, and sweater and discreetly left the basement office dwelling of her crush.

As she walked through the school, an overwhelming sense of happiness and naughtiness shot through her. His cum had dried on her tits, underneath the cute sweater that hugged her large, natural breasts.

Her pussy was still wet with his cum inside her. Her mouth tasted slightly salty still from his cock blissfully enjoying her warm and inviting lips and mouth.

Her long, thick, and lush brown hair had been ruffled from it's normally perfectly structured manner and so a high ponytail, at Harvey's suggestion, was the only outward sign of what after school activity she had participated in.

Once she got home, she informed her parents she would be going over to a friend's house for the night. She wondered if her Mom or Dad would give a passing thought to the excited and not so perfectly put together 18 year old daughter who bounced up to her bedroom without any interest in dinner.

She knew she shouldn't go over to Harvey's but the way he asked her for a dinner date and how he said he wanted to cook for her was far too cute for her to turn down.

Everything about the thought of developing a relationship with Harvey excited Erin. It felt so wrong but also felt perfect.

The stress relief she felt as she lowered her social status as the captain of the high school's cheerleaders and as the most popular girl to the level of the least respected man in the building felt freeing. He didn't have any expectation other than to just do his job and to be himself. No one looked down at him if he didn't get every answer correct on a test or demand he perfectly navigate every social setting.

The thought of setting her own course was deeply alluring to her.

The sex being amazing didn't hurt either.

Unhindered by the school required dress code, she wanted to dress in the sexy way she wished she could at school.

She cleaned up the cum from her tits and rejuvenated her hair.

She puts on a spaghetti strap, deep cut white tank top and peach colored skirt.

Her natural D cup breasts were always attention grabbing but the cut of the tank top just above her nipples gave her mounds an added layer of sexuality that she craved.

The material from the tank top was just thick enough to not give her nipples the ability to be outlined. It was the only requirement her Mom and Dad had for the outfit. It was always assumed the outfit would be worn when she was around her female friends. She couldn't help but to feel naughty knowing how mad her parents would be if they knew she was wearing the top to go to a much older man's house for a dinner date and whatever came after.

She wore black lacy panties underneath the peach skirt that ended halfway up her thigh. The pleats of the skirt danced ever so tantalizingly close to the bottom curves of her plump ass.

Two inch wedge sandals completed the flirty and sexy look for the high school senior who was rapidly becoming a young woman who wanted to impress her potential lover.

She was careful to pack in such a way to hint at the legitimacy of her going to a friend's house. The truth was she had no idea what to expect at Harvey's. Perhaps he was a slob who she would be revolted by? Maybe she wouldn't feel comfortable being with him outside of their sexual meetup at school?

Those questions, and more, bounced around her head as she took her overnight bag and said goodbye to her unsuspecting parents.

She set out in her car to drive to Harvey's house. He seemed very calm about the prospect of her going over to his house and once she arrived at the property, she could understand why.

He lived on the outer edge of town down the county road that people only use when they are leaving town.

His property was only marked by his mailbox and a dirt gravel driveway that pierced through an opening of dense pine trees.

She turned her car down the gravel driveway and felt herself get excited to get to know more, for better or worse, the man she had a massive crush on and had given herself to in the basement of her high school.

The few moments of tension were easily released when she saw the house in the clearing.

The pristine white Craftsman style home laid in wait for the young woman to devour. It had been meticulously cared for despite its clear age. Wood accents for the shutters and a porch just big enough for some seating added to the charming home. While smaller than the home she grew up in, it had clearly been meticulously cared for. The large lawn had thick, lush grass accented with the privacy of the trees surrounding the secluded hideaway.

The gravel driveway led to a large three car garage. The door was open and Erin had been told to park in the garage by Harvey to further avoid detection.

She pulled in her beat up, hand-me-down small SUV into the expansive garage next to his truck.

He opened the door between the garage and house and couldn't help but have a slightly goofy grin on his face as the young woman of his dreams exited her vehicle. He closed the garage door behind her and said, "I hope it wasn't too difficult to find."

"This is such a little gem, I've never seen this here before. Harvey, wow this is incredible."

The compliments and beaming smile from the young Goddess stirred a lust and pride throughout his body.

He couldn't believe she was stepping into his house. He had always dreamed that someday a woman would be truly interested in him but never in a million years did he think a gorgeous young woman like Erin would ever give him a second glance.

The lust also was driven by the way she looked. He felt a shiver ricochet throughout his body as he took the sight of her ample cleavage which was held in suspension by the thinnest of spaghetti strap tops.

She was breathtaking and was potentially his. While he wanted to ravish her again, his goal was to make their time together meaningful. He had an ambitious goal of making the high school senior cheerleader captain his girlfriend. Ideally, without anyone figuring it out other than the two of them.

His attention snapped back to the dinner he had prepared and promised her when they departed the school earlier that day.

He went back to his kitchen and put together the final touches on the salmon, green beans and dinner rolls meal. It was more complicated than what he would have normally eaten, his meals usually were frozen or out of a can, but he knew he had to try to impress the young woman.

As they sat down at his small dinner table, he brought the humble meal made with purpose and love.

"This looks so yummy. I love salmon. Thanks for making it."

Erin's smile was enough to cause Harvey to almost want to marry her on the spot. He wanted to know so much more about the young woman who had given herself to him and he knew he had to broach some subjects he never thought he would have to.

"So, Erin...I'm so glad we could be together..."

The awkward pause was met with a knowing smirk from the young high school senior, "Together? Is that what you call it?"

He fumbled for words, "I mean...I wasn't talking about earlier. I meant...glad we could be here. No, I'm glad that you're here. I'm here all of the time. You...haven't been here...but you have been with me."

She sipped on her glass of water as the man she had given herself to earlier in the day seemed all of a sudden to have stage fright, "Harvey, stop talking. You don't need to worry. I'm counting this as our first date."

He exhaled and the flustered feeling she gave him subsided, "Good, I just didn't know what to say. Your beauty gets me tongue tied."

There was something about the way he looked at her that made her pussy tingle. The look was pure but filled with the right kind of lust. Plenty of boys and men looked at her with reckless and wanton lust. She understood that look. What she craved was the look of a man who seemed like he would do everything he could to be with her. That was the look she kept seeing in him.

"Ask me anything Harvey."

He nodded his head and took a bite of salmon and was pleased with how it turned out.

"Why me?"

The question was direct, but needed. He knew he couldn't attempt to move forward without understanding why the young woman decades younger than him would want him. He knew the question was risky as perhaps she had never really thought of it either.

She calmly took a piece of salmon on her fork and slowly, and with a hint of flirtatious energy, slid the fork into her mouth a little bit further than necessary and let it linger for a moment as she savored the meat in her mouth.

She let out a faint whimper of a moan as she slid the fork out and chewed the salmon and pondered the question.

"Why you? Why wouldn't it be you? I've noticed you. Handsome, smart, trustworthy, and I've noticed how people at school treat you. I've simply felt they have been unfair. The mean things they have said and done have been wrong. Teachers and students. As I have thought more about you, I found myself noticing things about you in a different light than any other would. You fix things. You are the one people call when things go wrong. You know things other people don't. All of the boys at school know social media, sports, and being jerks. You seem different and I like that a lot."

"I certainly don't have social media."

The giggle from her was downright erotic for him. He could feel his cock twitch in his pants. He knew he had to calm his nerves and guide the conversation where he needed it to go.

He focused on the young brunette bombshell sitting across from him and calmly stated, "We can't tell anyone about any of this. I could go to prison. My career would be ruined. I could even lose this house I have so painstakingly worked on for years. Everything I am and have is on the table for this. Erin, this isn't just about sex. I want you to be my girlfriend. I need to get to know you much better but we both need to trust each other to tell literally no one else. Not your friends. Not your family. No one at school. No one must know."

She nodded her head in agreement, "I know. You would lose everything and so would I. I would become a social outcast. Everyone would disown me. I have plenty to risk as well."

He breathed in deeply and the two of them worked through their food quietly for a couple of minutes as the gravity of their relationship seemed to hang over the table. They both knew they were going to be completely reliant on each other to not tell their secret.

To break the silence, he looked up at his young companion, "Well, that solves it then. If you want to stay, then we can officially say we are boyfriend and girlfriend. Of course, we can't tell anyone so officially to everyone else we are nothing to everyone else. Does that make sense? It does in my head."

She smiled and shook her head, "Are you going to be able to handle not telling anyone about me?"

"Someday, I will. Just not now. Let's go to the living room and chat, darling."

They finished their dinner with light conversation and laughs. Their connectivity was evident to the both of them as they cleared the table and did the dishes and cleaned up.

The temptation to get his hands on her was too much for Harvey to not take. He went over to his plush sofa in his living room complete with hardwood floors, detailed board and batten walls, and large picture window to gaze out upon the open yard and tree lined privacy of the multi acre home.

He sat down and patted the spot next to him informing the young high school cheerleader to sit next to him.

She sauntered over and snuggled into him and he very deliberately draped his arm around her body and cupped her ass.

Their eyes met and their lips were drawn as magnets to each other and they tenderly made out on the sofa as the night continued to advance. Their hands softly interacted with their lovers' bodies. Her hands on his chest and inner thigh. His free hand calmly cupped her ample breasts and massaged them gently.

He broke the kiss, "You know that I'm in love with you. Erin, I can't hide it any longer. I love you."

Her breath caught in her throat for a moment. She knew she shouldn't be doing any of this. She shouldn't have wanted to fuck him earlier that day. She shouldn't have lied to her parents. She shouldn't be caressed in the arms of a man decades older than her. She knew she shouldn't be interacting with a man so many rungs lower than her on the social status ladder.

She knew that didn't matter to her. She felt safe in his arms. She felt she could be herself. She felt no more pressure to be perfect.

Her response felt like a commitment to a new life, "Harvey, I love you too."

He stroked her hair as they tenderly kissed again. The school janitor and the head cheerleader.

The forbidden entanglement of their burgeoning love enwrapped both of them. Their lust for each other grew with each moment of continued kissing.

He broke the kiss and the two of them looked longingly into each other's eyes as their fires slowly raged inside them.

His worn hand from decades of manual labor gently stroked her face and caressed her as she closed her eyes to enjoy the moment of connection with her lover.

He breathed in and lastly said, "I want you, Erin. Tonight once again but we both know where we would enjoy each other the most."

Her blue eyes opened and her breathing got shallow as her body briefly hummed with sexual tension. She knew what he was going to say and it excited her.

He calmly stroked her cheek with his hand and danced it through her long hair and ever so gently grazed her breasts, "We are going to take a ride in my truck back to school and I'm going to fuck you where I first saw you and fell in love with you. Let's go babe."

He swiftly stood up and took his much younger girlfriend by the hand and they exited his home and went to his waiting truck outside.

The sexual excitement was palpable between them as they left under the cover of darkness from the secluded acreage.

It was nearing 10 PM and the roads were very quiet as the truck rumbled down the road on the way to the high school.

Harvey looked over at the young high school senior in his passenger seat and said with a tone of dominance, "If we get caught, we will both lose everything. Might as well have some fun with it. Take off your top babe. I want to see those incredible tits as I drive."

The request was erotic and the smile on her face let him know he had hit a sexual hot spot in his vixen.

She quickly lifted up her white tank top up and over her head and out popped her plump and perfectly round natural D cup breasts.

Her nipples were already tightening and the sight of her naked and smiling in his truck almost made him pull over to ravish her on the side of the road.

The casual rearrangement of her hair to the window side of the truck gave her an idea to make sure he could see her tits clearly.

"Harvey, you're so naughty."

She then reached down underneath her peach colored skirt and tugged on her lacy black panties.

She leaned down in her seat with her exposed breasts protruding upwards as she wiggled her ass to relieve the panties of their place and she slid them slowly down the length of her leg all the while never looking at Harvey as he tried to keep the truck on the road.

Her flexibility was on full display as she lifted her sandal clad feet above her head to assist with the final removal of her panties.

He slowed down the truck to catch a glimpse of her sitting back upright in her seat. She looked straight at him as she took her long and luscious hair and recently removed panties and used the panties to tie her hair up into a high ponytail, "Just like for cheer. I can't wait to have you in the stands while I'm cheering. Just know I will be thinking of you."

His erection was unyielding as he pulled into the school parking lot and was relieved to see no cars. He knew there wasn't likely to be anything going on at that time but was relieved he wouldn't have to change his plans.

He drove around to the backside of the school away from traffic. The high school backed up to a wooded area where high schoolers were known to ditch school, smoke something, or go for a frolic with someone.

There was a work garage connected to the school that Harvey used every work day to park his truck and handle various equipment. He opened the door from a garage door opener in his truck and drove the pair inside.

He turned off the truck inside the dimly lit cargo bay style garage and leaned over and kissed Erin.

"You, my naughty girl will have to wait for a little bit while I go make sure everything is all good for our little bit of fun. Wait until I come back."

He exited the truck and made his way inside the school to check to ensure no one was inside and to go turn off the security cameras.

As he walked quickly through the halls of the school to get to the principal's office where the recording equipment was kept, he couldn't help but chuckle as he thought to himself what he was doing.

The most gorgeous girl in the high school was sitting topless in his truck wearing only a skirt and sandals.

The reality was taking her back to the school to fuck her was really hubris on his end. All of the years of teachers and staff looking down on him came flooding back to his memory. The sneers and pranks by mean students. All of it seemed to be made right by the beautiful Erin dropping her amazing body onto his waiting cock.

He bounced out of his daydream once he was inside the school's administration office.

He wasn't supposed to know how to stop the recording of the school's camera and security system. He knew how to do it because he carefully watched what the school security staff did whenever he got the chance over the years.

The truth was he had come into the school after hours for years when times were lean for him. To take a shower, work out in the weight room, or even make a meal or two.

He knew he probably shouldn't have been in there all by himself many times over the years taking advantage of amenities. However, he didn't care as it felt a bit like payback to eat a forgotten lunch over the weekend from a teacher who had treated him poorly.

He fantasized many times when he was alone in the building of fucking a woman in there. Never in his wildest dreams did he really truly think it would actually happen. He thought about the times he was in the building by himself and the porn he used to watch to help himself fantasize about the opportunity he now had.

He calmly switched off the security camera feed and turned on the lights in the areas he wanted to bring her and then he left the school administration office and swiftly walked back to the garage bay where his nympho teenage girlfriend was waiting.

His smile broadened when he arrived back to the closet garage bay to see her sitting in his truck with her large breasts protruding through her long hair.

He sauntered to the truck and calmly opened the door and stuck his hand out to help Erin disembark from her seat.

His strong arms quickly engulfed the young vixen and he swept her off her feet.