My first encounter with my former high school physics teacher
"I won't open the door for you. But I'll give you the door code and leave the alarm off"
I stared at the text message in disbelief. Here I was, at the tail end of the summer after graduating highschool, debating on fucking my former teacher.
I was 18 and had just graduated a few months prior. Andrea had been my physics teacher my senior year, and the age gap between us was more than my current age. I was working as a mechanic at a local dealership when Andrea brought her vehicle in for some repairs. I recognized the vehicle from some minor repairs I had done for her in the teachers' parking lot the year prior in exchange for a pass on the homework for the year. I struck up a deal with Andrea; I could fix her car for a fraction of what the dealership would charge her, and more than what they would have paid me to do it. We exchanged numbers and agreed to meet the following week to work out the details. At the time, it never crossed my mind that this may lead to a year of private anatomy lessons....
When we met up, I did a quick diagnosis at her house and made arrangements for her to drop her car off at my place the following day to start the tear down and repairs. We communicated throughout the week as the repairs were completed. Initially, the conversation was strictly business; diagnosis, parts estimates, timelines. But as the week went on, the conversation became more casual and friendly and began to linger more and more.
A day or two after completing the repairs, I texted her to check how her vehicle was running after I had settled in from work. She happily reported her car was running great, and the conversation branched off as the evening grew later. A risque joke here, a suggestive comment there, as late night conversations tend to go. And before I knew it, the conversation had spiralled into the topic of sex.
Andrea was divorced, a single mother with a seven year old daughter. Her bastard ex husband left her shortly after their daughter's birth, and due to the time and pressure of working a full time career and caring for her daughter, she had been celibate since he left. She was chubbier than I would normally go for, and knocking on the door of forty, I likely would have never looked at her in that light at that point of my life. But she was funny and flirty, and there was something so intoxicating behind the taboo of discussing sex with someone who had been a stoic authority figure over me for the past year. Comments about how she sometimes didn't wear underwear under the dresses she wore to school, to discussions about other students of hers that I had fucked. Every risque text sent pushed the boundaries a little further, and every incoming text had my heart rate spiking up. The conversation turned toward personal experiences and preferences. She admitted to being into anal as long as the guy she was with wasn't too big. And this is where I saw my window.
I pulled down my basketball shorts and gave a few quick strokes to my already already stiffening cock. I snapped a quick low angle photo of my rock hard dick, squeezing the base lightly to make the veins on the sides really pop. I loaded the photo into a message, asking if she could take it, held my breath, and pressed send. Thankfully, she didn't give me time to second guess my decision, replying quickly and gushing over the thickness of my cock. When pressed on whether she thought she could take it in her ass, she admitted that it looked like it may be around her upper limit, but slyly added that she would need to see it in person to be sure. I suggested that we could make that happen, excited at the potential of my first anal fuck. And that was what lead to the opening text message.
A million thoughts raced through my head. Is she for real? What if this is a set up? I don't even really know this woman. Kind of odd to expect me to let myself in. This is how your balls end up in some serial killer's trophy case....
Luckily for me, there was more blood in the head of my teenage dick than there was in my brain, and my thoughts were quickly overruled in favor of cumming and curiosity. I responded that I would be on my way, and true to her word, she sent me the code to her door.
I arrived shortly afterward, parking in her darkened driveway. It was late by this point and as I scanned the street, I saw no signs of nosy neighbors that might question why a barely legal kid was letting himself into Andrea's house in the middle of the night. The house was dark, and I hesitated momentarily. Gathering my courage and acutely aware of the dull pulsing of my eager penis, I moved quickly from the driver's seat to the carport door and punched in the door code with baited breath. I heard the lock click and turned the door knob, stepping slowly into the dark living room.
Having not been struck in the back of the head, or felt a cold barrel shoved into my back, I allowed my asshole to unclench slightly. A small light above the stove faintly illuminated the adjoining kitchen, and beyond that I could see an open hallway leading to the back of the house. I entered the hallway and noticed a door at the end of the hall slightly jar with the unmistakable flicker of candle light creeping into the hallway.
I stepped into the bedroom and there she was, laying atop the blankets of a well made king sized bed. She wore a plain, wholely unsexy nightgown which offered no divulgence of her shape beneath, save for a slight peek of cleavage poking from the neck line. Gone was the flirty confidence she exhibited over text, replaced with a meek mixture of bashfulness and embarrassment.
"I wasn't sure if you would actually come" she said. "Hopefully by the end of the night we both will" I remarked with a cocky smirk. Fake it till you make it I thought, trying to mask my own nervousness and trepidation. I removed my shoes and climbed onto her bed, unsure really of what the appropriate next move should be. She moved closer to me, seeking out my lips and pressing a gentle, probing kiss to my lips. That kiss lit a fire that could no longer be contained. I leaned into it hard, quickly moving from a gentle kiss to a make out session that could have turned her clock back twenty years.
Within seconds, my hands were exploring her body. Her right hand found my face and moved to the back of my head, pulling me into her as my left traced down her shoulder, along her side and settled to gripping her ample hip. My right hand worked quickly, finding her left breast and squeezing hard, feeling her nipple stiffen through the fabric against my palm. Her body was responding quickly, and a well of pent up passion erupted; skipping straight past the gentle, tentative embrace of a typical initial encounter and diving directly into something more raw, urgent, and animalistic.
My left hand moved around her hip, taking a firm grip of her ass. My right hand pulled at the neck line of her nightgown as I peeled my lips away from hers and planted a series of kisses from her jawline down her neck and to her collarbone. One of her hands found the tented fabric of my shorts and gripped my dick with the intensity of a woman staking her claim. I rolled my hips slightly back and forth enjoying the pressure of her palm against the underside of my throbbing cock. I wanted to fuck her so badly. I wanted to feel the inside of her mature, womanly pussy. And I wanted to make her cum. To rock her body with an orgasm so hard it made her wish she had fucked me the first day of class.
I pushed her knees apart and began positioning myself between her thick thighs. As I pulled my shirt over my head, she freed her arms from the sleeves of her nightgown, allowing me to pull the top down and expose her large, milky white tits. Her nipples stood straight up in the center of her pale aereolas, hard enough to take out an eye, and begging for attention. I dipped my head down and clamped my mouth around the left, suckling for all I was worth as my left hand hefted the soft flesh of her right breast and pinched the other nipple between my thumb and the side of my index finger. Her head rolled back as she let out a passionate moan indicative of just how loud she would be when I would eventually bury myself inside of her. I switched sides, biting down gently onto her right nipple as she gripped the back of my head, goading me to sink my teeth harder.
I paused momentarily, rising up and taking the opportunity to remove my shorts and finally free my thick cock and heavy balls. Gripping the bottom hem of her nightgown, I pulled it up over her ass and waist exposing the fleshy mound and thick lips of her pussy. She flinched slightly and grabbed my wrists, preventing me from raising the gown over her stomach and causing me to pause in place, afraid I had done something wrong. "Wait," she said as I feared that she may be having second thoughts. "It's been a very long time for me, and my body doesn't respond the way it did when I was younger. Your cock is very thick, so please be gentle and take it slow at first." I reassured her and took hold of the base of my dick with my right hand. I rubbed the head of my cock up and down her slit, brushing it gently along her clitoris while I admired the thickness of her sparsely blonde hair covered pubic mound. My dick was aching to be inside of her, to feel her walls gripping against the veins of my shaft. But for the first time since my arrival, I tempered myself. I took my time rubbing my head against and between her folds as I used my free hand to caress her tits and pinch her nipples. The contrast between my tanned skin and her milky pale chest embedding a visual turn on we both would acknowledge in later conversations.
Slowly, her body began to respond. Her growing wetness coating the head of my dick more and more with each pass. Once her lips were sufficiently slickened with her wetness, I positioned the head of my cock at her entrance. "Are you ready?" I asked as she nodded once and took a deep breath. I pressed my hips forward, allowing my head to slowly push inside of her. She let out a low guttural moan as I slowly squeezed the thickest part of me inside of her. Fuck she was so tight I thought to myself. Her body tensed as I buried the final couple of inches into her and felt my pelvis press into the soft padding above her pussy.
I paused briefly allowing her a moment to adjust to the feeling, however she had different plans. Reaching up, she grabbed the sides of my face, looking directly into my soul through my eyes. "Fuck me" she demanded. "Fuck me" she ordered again, practically shouting the directive. Times like this I wish I had a few extra inches of dick. I drew back to the very tip of my fi e inches and smoothly thrust myself back in to the hilt, prompting a surprised "oh" from her lips. Without hesitation I pulled back again, not quite as far, and again thrust every inch I had back into her. With each stroke I began building my pace. Adding a little more speed, adding a little more power. After a minute or two I was at full steam, fucking her with all the speed and virility of a hot blooded eighteen year old male. And all the dick control that comes with it. She moaned, she screamed, she begged me to fuck her, and shouted my name so loud that it didn't matter if the neighbors hadn't seen me coming, they most certainly would hear it. I had never been with a woman that was a screamer, and it was absolutely a huge ego boost to my young self. Within only a few minutes I was fighting the desperate urge to empty my balls deep inside of this grown woman's body. As I strained to hold out and make the moment last as long as I possibly could, she began announcing that she was cumming. Within a few more strokes she let out a scream of ecstasy as her body tensed and her pussy gripped me so hard, I was afraid it may never let go.
The scent of her pussy filled the room, and looking down I saw her thick white cream coating the already soaked shaft of my cock. Knowing that this was the moment of no return, I shifted my weight forward and began pounding myself into her, feeling my balls slap against her ass with every hard stroke. At the very last second, I pulled out and pushed the hem of her gown up to meet the neckline bunched beneath her tits. Without even needing to touch my cock, a thick heavy stream of cum erupted forward streaming over her large stomach, across her gown and onto her breasts. A second burst of hot cum arched over, splattering across the left side of her neck and onto her chest, with a third landing on her stomach and the final drops dribbling onto her pubic mound.
I laid onto the bed beside her, completely spent. She dabbed a finger into the cum on her left breast and suckled it off of her finger. "I just needed to know what you taste like for next time" she winked. "Next time," I repeated "I like the sound of that."
She invited me to stay the night, however I needed time to process my disbelief over the nights events. I politely excused myself, but we both knew this wouldn't be the last time. Andrea became a big part of my life over the course of the following year. She was responsible for a sexual awakening of sorts for me. But that, is a story for next time....
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