1 – My Gym Teacher

Note: This happened nearly a decade ago, so it may not be exactly what was said, but everything that happened is pretty well spot on. For anyone looking for a story littered with sex, it doesn’t start for quite a while. While the characters are all real, the names are not. This is my first story and I accept any criticism, whether it’s on style or any typos that may be found. Enjoy!

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When I was growing up, I never really thought of myself as an attractive guy; at 5’9” and 180 pounds, I definitely could have gone for a few more walks. To top it off, I had glasses, was a pretty big nerd, and sat around most weekends playing video games with friends… until we became interested in girls. My best friend, Bill, was always a hit with girls; he was your typical jock with a well-toned body and all of the cool girls drooling over him.

Eventually, my relationship with Bill led him to encourage me to hit the gym with him after school on a daily basis. In no time at all, I had shed 15 pounds, and was starting to get the faint hint of a six pack, to go with some nice bicep definition. While I gained this new image for myself, however, I was still a bit of a geeky stoner; I preferred the company of a joint, Zeppelin, and video games to the company of girls. In an ongoing effort to get me to fit in more to his liking, Bill changed a big part of my life again.

Being his best friend since childhood had its perks, and I was openly welcome to run with whatever crowd I pleased. Part of Bill’s pull was getting into keggers and house-parties being thrown by people in the grades above us. I hadn’t shied away from his peer pressure up to this point, so we started going to parties every Friday and Saturday, with Bill always seeming to leave with a different girl. All of these parties had a good result for me too: my first girlfriend, Emily.

Emily was 5’7”, about 120 pounds, and a blonde-haired, blue-eyed goddess in my eyes. I was a sucker for her to the extreme. She didn’t have a car, so I would pick her up and drop her off, and generally drive her everywhere she needed to go, which was initially acceptable for me, because I got to be seen with one of the most attractive girls in my school.

It wasn’t long before I was getting regular blowjobs at lunch and sex four or five days of the week. After school, we would rush over to either one of our houses, depending on whose parents were working later that day, and pretty much fuck for a good couple hours. I was definitely not Emily’s first, but I was more than adequate in her eyes. While not having the biggest dick in the world, I definitely am above average at 8.5” with moderate thickness. How could life be any better for a teenager?

The answer to that is Mrs. Curtis. She had been a gym teacher at the high school for about 20 years, and was entering her mid-late 40s by the time this story really takes off. Mrs. Curtis was not your typical female gym teacher; she was not in the greatest shape, she was not the first older lady you would pick to fuck if you had your choice, and she was honestly pretty annoying. But there was something about her, a certain ‘it’ factor, that screamed ‘I want to fuck every one of you young studs right now’.

There were legends, in fact, of numerous trysts Mrs. Curtis had had with former students. As the rumour went, Mrs. Curtis had been caught fucking the school’s accountant by one of her soon-to-be graduating students, and he had blackmailed her into fucking him regularly until he went off to university. While there was really no way to prove this, as it had supposedly happened in the first five years she had started teaching, there were a lot of students claiming that they had gotten blowjobs from her, with a few even claiming they had fucked her after school. I figured most of them were full of shit. After all, no one even had any proof that she had ever fucked the accountant, or that she had ever been blackmailed by any students in previous years. Despite all of this, she was definitely a frequent mention whenever we talked about what teachers we would fuck, and how bad we’d give it to them.

During the last week of school before Christmas exams began, Emily was talking to her friend Sarah in the bathroom, assuming they were alone. As she related to me later, she was telling Sarah how full I made her feel when she was on top, and how much she loved when I would squeeze and slap her ass raw when we were fucking. She was in the midst of telling Sarah that she was going to consider letting me fuck her in the ass when she heard stifled laughter from one of the stalls. When Mrs. Curtis came out of the stall, Emily went beet red and rushed out of the bathroom to let me know what had happened, and how she was just going to die if her parents found out that their perfect little Christian angel had been fucking since she was in junior high.

Sensing the urgency of the situation, I decided a visit to Mrs. Curtis was in order. After school, I knocked on the gym’s office door, and was quickly told to enter. As Mrs. Curtis looked up from the papers on her desk, a large, impish smile spread over her thin lips.

“What can I do for you, Mr. Stenson”, she asked while leaning back in her chair and crossing her legs.

“Uhh”, I stammered, trying to find the courage to say what needed to be said. “Emily told me that you overheard a private discussion she was having with Sarah in the bathroom this afternoon, and I was hoping that we could maybe come to some kind of agreement.”

“What kind of agreement did you have in mind? She was pretty descriptive about some very inappropriate things.”

I felt my collar start to tighten, and was very aware of my heart beating.

“I was just hoping that you wouldn’t tell Emily’s parents about our relationship. They’re pretty strict, and they don’t know that we’re having sex. They think she’s still a virgin and saving herself for marriage.”

That mischievous smile immediately returned to her face.

“You can relax, Robert.”

“Please, call me Rob… most people do.”

“Well… Rob”, she paused, adding extra emphasis to my name, “I think your secret is safe with me.”

“Thanks a lot, Mrs. Curtis. Her parents would probably ship her off to a female boarding school if they found out.”

I started to relax a little, looking out at the gym, and becoming very aware that we had been talking for a few minutes – the school was quickly starting to clear out, and even the faint sound of lockers slamming had becoming less often by this point.

“Well thanks again, I really mean it,” I told her, trying to make sure she understood how genuinely happy I was with her decision. “Emily’s just real private about this sort of thing.”

“Not the way she was telling Sarah, she isn’t,” Mrs. Curtis retorted.

“Well, I gotta go… Emily is probably looking for me.” I took one last look at that devilish smile on her face, knowing I would be thinking of her momentarily when I was fucking Emily. As I was turning to leave her office, she quietly muttered my name.

“Rob,” she sighed, before I could get back out into the gym, “…just one more thing, young man”.

“Anything, Mrs. Curtis. I definitely owe you big for this.”

“I need some help cleaning up after school, especially when your team has basketball practice.” She rose and took a few steps towards me, lightly grabbing my elbow and pulling me into the gym.

“Whenever the boys finish practicing, most of them just hit the showers and take off, leaving me to clean up all the balls and cones by myself.”

“Absolutely, Mrs.