The following story is a bit of a real life mixed with a recent fantasy of mine. The past few stories I've written were all taken from real experiences so hopefully I didn't get too wordy while trying to put this fantasy on paper. Enjoy!
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It had been almost a decade since high school had ended and real life began. Every now and then I'd find myself nostalgically thinking back to the times when I didn't have a real worry in the world. No matter how innocent these thoughts were at first, they always seemed to find themselves wandering into some sort of naughty fantasy involving a classmate I had a crush on.
There were a few teachers here and there in these fantasies when I was still in high school and my sexually overdriven teenage mind would run rampant, however this wasn't an overly common daydream. Not to say the school didn't have attractive teachers, they just weren't my main focus at the time. Having always been the quieter, shy sort I would only converse with a few of the them regularly beyond what was required of me for class.
One of these teachers was a music teacher I had for a number of different classes throughout the years. She had always been nice to me despite not particularly caring for the group of friends I would sit with in her classes.
I always recognized the fact that she was probably in her late twenties to early thirties, therefore on the younger side of the faculty. Her flowing, dirty blonde hair was always worn down, resting on her shoulders while leading to her ample breasts. She had a thick build which she carried rather well. If she had traded her usually conservative, unrevealing attire for something tighter, and even slightly skimpy I would have certainly had trouble holding back my naughty in class thoughts as well as the erection that inevitably followed.
My recollection is hazy on the exact details, but my mind concocted more than a few scenarios which found her and I very naked either in her classroom or in her office. Excellent after school stroking material. Post graduation these fantasies of her played out in my mind less and less as I started college and indulging in real sexual experiences.
Eight years after my high school graduation I found myself still living in the same state, but about thirty miles from where I grew up. I didn't know many people in the area so I was never on the lookout when in public places for a familiar face.
One warm Saturday afternoon while I was walking into the local convenience store I caught a quick glimpse of a woman I was almost certain I knew. Trying to act casual I went in for a closer look; hoping to figure out where I knew this person from before I was seen. Keeping a distance I followed her down the aisle of the cramped store. When she finally stopped and turned to pull something I got a good look at the side of her face.
I was positive I knew her, but couldn't figure out from where. I continued past her towards the back of the store to pick up the six pack I had originally came for in the first place. Staring at the cooler I pondered where I could have known this woman from. My first thought (which sparked a bit of anxiety) was that we had talked on a dating app or hookup site. It had only happened a couple of times, but I had previously experienced that awkwardness of locking eyes with someone I had either dirty-chatted or exchanged nudes with, while never actually meeting in person.
Somehow in the midst of my self inflicted anxiety it hit me. My mind quickly calmed as my memory kicked in and the realization that this familiar face was my music teacher in high school. Breathing a sigh of relief I opened the cooler to grab my six pack, then looked around the store to find her. When I spotted her about to get online at the counter I swiftly made my way towards her.
"Ms. Birch?" I said, in a slightly nervous tone.
She turned around slowly; clearly unsure of who could possibly be addressing her.
"Yes?" She replied with a confused gaze on her face.
"You probably don't remember me, but I was one of your students years back." I continued to further re-introduce myself, hoping she would recognize me so I didn't look like a total fool for approaching her.
After briefly pondering what I had said and what appeared to be studying my face I saw a smile begin to emerge.
"I do! I almost didn't recognize you with the facial hair. To be honest I also never expected to run into a student here of all places." Her tone had turned almost giddy.
We caught up a bit as we waited in line. Mainly just the pleasantries; she was curious what I got into after high school and I asked if she was still teaching at my old school. We gossiped a bit about my old classmates as well. Her memory of us was "the rowdy bunch that couldn't seem to go one class without creating some sort of disruption."
I couldn't help myself from looking her over as I had many times in class. She still looked good from what I remembered. Her hair hadn't changed a bit, her face was still very pretty, and as far as I could tell she maybe put on a few pounds, but carried it very well.
Our conversation continued as we made our way through the line and carried on into the parking lot. As it turned out, we had been living within a few miles of each other for about a year.
"Well, I have to get going towards home. I don't want to worry my husband." She said.
"Probably a good idea." I replied, trying to hold back the potentially sly look on my face. My perverted mind enjoyed hearing that she was married as I had just spent the past ten minutes eye fucking her.
"I keep in touch with some of my old students online, you should add me as a friend. It was nice catching up. Its fulfilling knowing that some of my students turned out well." She said sincerely.
"I definitely will; hopefully we run into each other again sometime soon!" I replied.
After a brief, awkward, hug we headed our separate ways.
I found myself distracted for the drive home. An air of arousal had permeated around me since our conversation in line. There wasn't even as much as a sexual innuendo, but simply speaking to a teacher I used to picture naked as a teenager seemed to bring that feeling of overwhelming arousal right back.
Once I arrived home my cock was already bulging. I quickly found her profile online so I could look at her pictures while beginning to relieve myself. As I pulled my cock out I imagined her in doggie on my couch. My cock gliding into her as I spread her plump ass cheeks apart. Pushing in and out while she moans my name.
"Fuck your music teacher! Show her you can keep that rhythm!"
I came so hard. In my mind I was erupting my hot load of cum inside the now married Mrs. Birch. Each thrust spraying more and more deep into her pussy. As the last few ropes fired I started slipping back to reality.
After cleaning up the mess I had made, I once again returned to her social media page to send a friend request. Her profile was mostly private, only allowing me to see a few pics, nevertheless it gave me a nervous excitement that I was able to revel in.
I had felt slightly guilty given my strong desire to bed this married woman who had always been so nice to me. She had been so engaging earlier and I knew her excitement was most likely just due to running into a past student that turned out to be successful in life; an outcome I would assume most teachers strive for. I just couldn't seem to shake the naughtiness of my wandering mind.
There was no doubt I was playing with fire, but with the friend request already sent there was no turning back. In the past I had always been pretty good about avoiding conversation getting steered into the topic of sexuality (by my own doing that is) when speaking with a person I either don't know too well, or felt it would be inappropriate and possibly compromising to our relationship.
Once sex is brought up though, I'd be lying if I said I was capable of never bringing it up again. Freshman year of college I became sexting buddies with a girl I had went to high school with. She was bored one night in her dorm and started messaging me out of the blue, and that was it. Our conversations were almost strictly sexually driven until she got a boyfriend. We then toned down the sex talk, but to this day were never able to stop it completely.
