Cassie - Cover

Cassie

Copyright© 2025 by TheDarkKnight

Chapter 1: Meeting Cassie

Fiction Sex Story: Chapter 1: Meeting Cassie - I come from a family of teachers and educators, so becoming a teacher was what everyone expected of me as I was growing up. However, after I earned my degree and started teaching, I found that being around teens and tweens only fueled my formerly hidden perverse interests. I thought that taking a job as an online tutor might be the answer, then I met my new neighbor, Cassie. Frying pan, meet the fire.

Caution: This Fiction Sex Story contains strong sexual content, including Ma/ft   Romantic   Heterosexual   Fiction   First   Oral Sex   Petting   Teacher/Student  

I was two years out of college when I began to realize what a huge mistake I had made by getting my degree in Education. My parents were both teachers, my older sister was already in her second year of teaching, and I had an uncle who was a middle school principal. Two of my grandparents had been teachers. So, it was generally accepted in my family that I would become a teacher. While I was pursuing my degree, it seemed like a good idea to me, too. But after I actually started teaching, I discovered that being in a classroom of teens and tweens revealed a dark side of my psyche that I had previously suppressed. I had always suspected that I had what most people might call an unhealthy attraction to young girls, but I had assumed that in a working environment, I could keep it in check.

The only teaching job I could get my first year out of college was working as a substitute, which is awful, especially when you have a babyface like mine. I had a lot of trouble with discipline, especially with bratty middle school kids, but it did put food on the table - not good food, and a card table, but still, it was a start. The following year, I landed a full-time position teaching math to ninth- and tenth-grade students, where my problems worsened. Seeing the same kids every day led me to develop inappropriate feelings for some of them. It became increasingly difficult to resist the urge to gently touch a young girl on her shoulder as a way of congratulating her for doing well, or god forbid, even hugging her.

While I was struggling with my feelings, another teacher in our school got into big trouble for touching one of his students. When she complained to the administration, other students came forward with similar experiences. Seeing pictures of Jerry on the six o’clock news was a real wake-up call for me. The worst part was that he wasn’t just a coworker; he was my roommate, which only drew unwanted attention to me. Some not very friendly sheriff deputies seized my phone and computer and took them to be examined for any inappropriate content, including pictures, emails, or text messages sent to students. I think they were disappointed not to find anything, and a few days later, I had my equipment back. Even showing up at school was weird. I was caught up in the whole guilt-through-association effect, so I started looking for another job. Eventually, I was hired by a company that specialized in online tutoring. I was still a teacher, but my only contact with students would be on a screen. It didn’t pay as much as my former job, but it seemed a lot safer.

I also had to find somewhere else to live, because without Jerry’s share of the rent, I couldn’t afford the apartment we had been living in. That’s how I ended up at Brentwood Village, a mobile home park that had seen better days. My new ‘home’ was a two-bedroom, one-bath trailer that looked to be about 10-15 years old. It was small, but it had everything I needed, including good wi-fi.

I met Cassie Grainger the day I moved into Brentwood. I was unloading my few belongings out of the pickup I had borrowed from a friend when I saw a young girl watching me from across the street. She looked to be about twelve or thirteen, just the age I was trying to avoid. She didn’t say anything, but did wave once. I returned the gesture and went back to unloading.

The next day, I made a big grocery run to fill up my almost-empty refrigerator and cupboard. When I got back, I popped the trunk on my Corolla and started bringing bags inside. When I went back for a second load, my new neighbor was standing by the open trunk. “Need some help?” she asked.

I started to tell her I was okay, not wanting to encourage any further contact, but something about her cute smile and willingness to help appealed to me. Plus, I was still tired from all the moving I had done the previous day, so I started handing her some of the gazillion small bags that the grocery store had packed my groceries in, and she followed me back inside. Two more trips were all it took to get everything inside.

It turned out not only was my new friend eager to help, she was also a motormouth. “I’m Cassie,” she said, after we brought that last load in, “that’s short for Cassandra, but nobody calls me that. My dad and I live in the green trailer down the street, so you’ll probably see me around a lot.”

That almost seemed like an ominous warning. After what had happened to Jerry, I was feeling more than a little paranoid. “I’m Gary,” I told her.

“Not married?”

“Nope.”

“So, no kids?”

I could tell by the tone of her voice that she was hoping I would say yes. “Nope, sorry. Are you looking for new playmates?”

That was the wrong thing to say, and I could tell that I had insulted her. I had been around girls her age long enough to recognize the dour expression on her face. “I’m not a kid,” she huffed, “Don’t be fooled just because I’m kinda small. I’m fourteen, and I’ll be fifteen in September. I make extra money by babysitting, so I was hoping to find some new clients.”

Her appearance had fooled me. She was barely five feet tall, and her short brunette hair hung around her face in a simple pageboy, the kind that a lot of schoolkids wore maybe thirty years ago, but it still looked good surrounding her face. If I were asked to describe Cassie in one word, it would be ‘elfin.’ All she needed were pointy ears to complete the look.

“You’re right,” I told her, “you’re not a kid anymore. And I’m sorry I don’t have any kids for you to take care of.”

My quick apology placated her. “What do you do?” she asked.

She didn’t say ‘for a living’, which most people would have included, so it left a lot of open field for me to land my answer in. Did I dare tell her that I often fantasized about doing naughty things with girls her age? I went with the safer, saner response. “I’m a teacher, but not in a classroom. I tutor students online.”

“Oh, cool! That means you can help me learn about computers, and maybe talk my dad into getting me a laptop. I know what kind I want, but he says we can’t afford it right now. It’s just me and my father now. My mom died a couple of years ago. It kinda made me grow up faster, according to Dad. I started doing a lot of things around the house, like cooking and the laundry, you know, grown-up stuff. And my babysitting, of course.”

She really wanted me to treat her like a young woman, not just a typical teenager, and I was willing to accept that. “I have a cat,” she went on. “His name is Chester. He just showed up at our house one day a couple of years ago, and we started feeling him. I put some posters up around the neighborhood, but nobody claimed him, so Dad said he’s mine now. I’m not sure how old he is, but he’s cranky. He likes me, but not anybody else.” See, I told you she was a motormouth.

I thought she was done, but she had just paused to catch her breath. “You should come over and meet my dad. He drives a semi for a living and is also a skilled mechanic. When you have an older car, having a neighbor like that can be a good thing.”

“Are you saying my car looks like it might break down?”

Cassie smiled at me, and even though I had only met her a few minutes earlier, the reaction I was feeling from that grin was an indication that I could be headed for trouble. A vixen like her as a neighbor could be hard to resist. “Just keepin’ it real,” she said. “There are a lot of junkers in this paradise (she emphasized her disdain for our neighborhood with air quotes), which actually is a good thing for us. My dad makes a lot of money working on cars around here.”

“I’ll keep that in mind.”

Cassie hadn’t just helped me carry everything inside; she insisted on helping me put things away. I didn’t mind. I’ve never been very good at organizing. Since I was starting from scratch, I let her take charge, and I followed her lead. “Like I said,” she explained, when I complimented her on how well things looked when we finished.

“I’ve had to grow up a lot in the last couple of years, and keeping things organized is part of that. When I’m cooking, I like to know where to find stuff when I need it.” She gave me a big smile and added, “If you need anything else, just let me know.”

And just like that, she was off. I knew I would be seeing more of her around, and I was torn between thinking that was a good thing or potential trouble.


When I got a knock on my door a few days later, I wasn’t too surprised to find Cassie smiling at me when I opened it. She was accompanied by a middle-aged man whom I guessed must be her father. He didn’t look too happy, and my first thought was that he was going to tell me to stay away from his daughter. That was my paranoia kicking in again.

“Hi, Gary,” she said, “this is my dad, Mark. Be gentle with him, he’s very shy around strangers.”

That seemed like something she might say about her cat, but it was a strange thing for a girl her age to say about her father, especially when he was standing right next to her. I extended my hand, and Mark grasped it. Despite the obvious callouses and scars from a lifetime of manual labor on his hands, his grip was gentle, and I realized that he was indeed a very shy man. I knew the type. Some of my friends would have described me the same way, minus the callouses. I already felt a kinship growing between us.

I invited them in. Mark and I sat down at my small kitchen table while Cassie made coffee without being asked. Because she had taken charge of stocking my kitchen, she knew where everything was. She made hot chocolate for herself, which surprised me because I had forgotten I had bought it.

 
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