Glorious Foreplay With My Students

Act 1- Her bet paid off

Richfield Junior Academy is a very exclusive private school. One of those snooty, preppy, posh places that strove to mold the minds of the next generation of leaders. The kids ranged in age from 14 to 18 and from my perspective it was just another school where young boys and girls tried hard to grow up amid all the normal difficulties that kids face. The only difference was that here they had to wear uniforms and lived away from the control and supervision of their parents. It was a place that I would never have dreamed of attending, let alone teaching at. So when a colleague of my wife’s called . . . offering me a job as a teaching assistant, I couldn’t resist.

As a Teaching Assistant, I had it pretty easy. At Richfield, they organized the classes a lot like they do at many colleges. For each subject the teachers would give a lecture and conduct a class each week. The assistants then conduct a second class and supervise two or three small study group sessions each week. I worked with two teachers, so I had to teach two classes and supervised four study groups.

We were also each assigned as a Dorm Assistant. There were two residence halls at the school, one for boys and one for the girls. Each had three floors of rooms and each floor had an Assistant. The Assistant acted like a mentor for the students in their dorm. The Assistant occupies a dorm room at the end of the hall. The room is like a suite with an extra sitting room for meetings, a small office, bedroom and private washroom. Usually the girl’s dorms had female assistants and the boy’s dorms male assistants. But this year they were short-staffed and I was assigned the second floor of the girl’s hall. I was also forced to use the Assistant’s suite like an office where the girls could drop by during scheduled hours.

I had settled into the school routine nicely. Having just finished college myself, I was used to the routines and habits of school life. Most of the teachers were pretty good and I got along well with the faculty and staff. The kids were usually great and enthusiastic. At first it was a little uncomfortable hanging around the dorm with a bunch of young girls. It took a while for them to be comfortable with the idea of having a guy . . . at the end of the hall. I did my best to act cool and casual about it all.

After a few weeks, I could see them opening up towards me. It didn’t take long before they started acting like a bunch of young girls living in a dorm. The doors started staying open. Girls began wandered the halls half-dressed, giggling and gossiping. It was hard sometimes to keep my composure and keep my eyes where they belonged. Eventually we all started to joke about the situation and after that, it was fine and we all developed a kind of flirty but innocent relationship with each other.

That comfort and familiarity with the girls spilled over into my classroom relationship with my students. It was hard to maintain a serious attitude in front of a class when I’d seen half my students in their underwear. So I took a casual approach to things. It was like we were all friends getting together to talk about a serious subject. It seemed to work well enough and the kids took an active interest in the work. As an Assistant, I also had to attend the lectures of the teachers I worked with. In keeping with my “one of the gang” posture, I sat in the middle of the classroom, taking notes and participating just like one of the students.

Unfortunately, one of my teachers had the most boring lecture style . . . I had ever come across. I don’t know how the kids stayed awake. Sitting beside me during these lectures was Mandy, one of the girls from my dorm. For a while she seemed a little uncomfortable being next to me during these boring lectures. I sensed that she was afraid what I would say . . . if she nodded off, like the other kids around us. I was nodding too, and decided to put us both out of our misery.

One day, while Mandy was trying her best to stay awake and taking careful notes, I took out a piece of paper and began to doodle. I made it as obvious as I could that I wasn’t really paying attention. I filled both sides of the paper and noticed that she was watching me. Then to really make my point, I leaned over to Mandy and asked if I could borrow another piece of paper. Then for the fun of it, I created a tic-tac-toe board, and placed an “X” in the upper right hand corner, and slid it over to her. She smiled and placed an “O” in the center box and so on.

I realize now what a mistake that was. That little exchange is what started the whole ball rolling and led to the events that followed. Sure, it was a lot of fun. Sure, nobody was hurt. Sure, it was exciting. The problem was that it was wrong. Teachers and students. Older guys with teenage girls. No matter how you look at it, it was wrong . . . or was it?

Over the next few weeks, Mandy and I grew closer and closer together. We doodled and passed notes during class. She began dropping by my Assistants suite in the dorm to talk about school work and seek advice. We told each other jokes and stories. Through it all, I didn’t really think anything of it. Sure we flirted a little and Mandy would flash me her killer smile now and then, but that was all. Until one day in class, Mandy slipped me a note. Like so many others, this one just had a few z’s scrawled across the top of the page, indicating she was bored. Then at the bottom of the page she asked, how about a tic-tac-toe tournament? I agreed and we started. After a few minutes, she asked:

“Let’s make it a little more interesting. How about we make a bet on the outcome?”

“What did you have in mind.” I wrote back.

“How about the looser . . . has to do whatever the winner says,” she wrote.

“Oh. So if you win, what do I have to do?”

“You have to wait to find out. It’s more fun that way.” As she slipped the paper back toward me, she had a very mischievous grin on her face. She cocked one eyebrow up and waited for my reply.

“Two out of three, or four out of seven?” I wrote.

“Five of Nine.” She wrote. Then drew the grid lines and drew an O, with a happy face inside it, at the top right corner.

Back and forth the paper went. The head teacher droned on and on at the front of the class. Mandy won the first game. Her smile almost melted my heart. I won the next game and she pouted. Then I won two more in a row. It was now three games to one and Mandy was frowning. But then she had a comeback and won the next three games in a row. Now she was leading four games to my three. Then I won and it was tied. The next game would determine the winner. The paper was pushed back and forth until with a huge triumphant grin, Mandy won the game.

“Cheater!” I wrote.

“Sore loser. I’m just better than you. Admit it.”

“Fine. You win.”

“Don’t you forget it!” The bell rang and class was over. Mandy hastily wrote her last message on the paper and shoved it back to me. She grabbed her books and rushed out of the classroom.

“I’ll collect the bet later. I have a free study period after lunch break. I’ll meet you in your Assistants room…. If you DARE!”

It wasn’t much of a dare, really. That period was also a free one for me. I had “office hours” in my room scheduled for that time, but since it was in the middle of the afternoon, I was usually completely alone on the floor. It was one of those free times I took advantage of . . . to do extra work on the side. So after lunch, I headed over to the girl’s dorm, up to the second floor and into my office.