High School Crush (m/f)

I was just shopping. Just getting my groceries, like I do every couple of weeks. Today, though, I just so happened to need a cake for a party at work. And the baker just so happened to be my high school crush. So of course I had to flirt a little bit, but I had no intentions. A little bit of flirting became a lot of flirting, which became sitting in the cafeteria area on his break, which became meeting him at his car when he got off work that night. At first we just talked, then he told me that he had a crush on me too in high school. We got to talking about all the times that we had back then, and turns out, we each saw the other as “the one that got away.” I told him about how badly I had wanted to date him, to do all the cute high school stuff with him, but how I would also fantasize about him at night. About him bending me over the desks and taking my virginity. Sneaking out to his Jeep during class and fucking in the parking lot. Fucking in the locker room after his football games. Meeting his family, then fucking in his bedroom while they were down the hall. How my first interest in BDSM started with wanting him to choke and gag me to keep me quiet while we fucked in all these secret places. All the dirty things that a teenage girl shouldn’t have been thinking about at that age, but I was. I started out shy, quietly telling him my fantasies, but as he became more and more interested in what I was saying, the more my shyness turned into more flirting, with me trying to silently tell him that, given the chance, I would still fuck him. Then he started telling me about his dirty teenage fantasies, how he would think about meeting me under the bleachers during football games. Driving in his Jeep, teasing me while he drives. Finding empty classrooms and fucking. And while he was telling me about his fantasies, his hand started inching closer and closer to me, until it finally reached my knee. Then it started inching higher and higher up my leg. When it was about mid-thigh, I readjusted myself so that my legs were spread over so slightly, letting him know that I was okay with him touching me, inviting him to do more. He kept going higher and higher up my leg, and pretty soon, he reached as high as he could go. He started tracing his fingers over the seams of my jeans, up and down my thighs, as he kept telling me about the things that he wanted to do to me back then. There was so much tension in the car, I wanted him so bad. Finally, I couldn’t take it anymore, I had to have him. I leaned in and he met my lips halfway. One hand found its way to the back of my head, and he guided me towards him even more, almost pulling me onto his lap. I climbed across the console, my mouth never leaving his, and sat on his lap, my knees on either side of his legs. His fingers began tangling in my hair, pulling gently. His other hand stayed between my legs, rubbing over my jeans. I reached down and began unbuttoning them, fumbling a little bit, but soon getting it. Both his hands worked around to my ass, and he began to pull my jeans down. I raised myself up off of his lap, breaking our kiss for the first time. We had a little bit of trouble getting them off, but we eventually got it. Then it was his turn to lose his pants. He unbuttoned them and raised himself up enough to pull them down, using his feet to take them the rest of the way off. Our mouths met again, as he grabbed my hips and pulled me back down onto his lap. This time, though, the only thing separating my pussy from his dick was two thin pieces of fabric. I could feel it pressing against me, begging to be let out, begging to be in me.

Holy shit, he whispered, pulling away just enough so that I could hear him. You’re really fucking wet.

And you’re really fucking hard, I answered, chuckling a little bit before our mouths crashed into each other again. I could feel him smile in response, as his hands moved under my shirt, up my back. They reached the hooks of my bra, and he paused, pulling back to look at me, as if to ask if it was okay that he unhooked it. I took the break in our kissing to pull my shirt up over my head, and immediately leaned back down onto his mouth.I felt his cock twitch against me as he began fumbling with the hooks on my bra. Once he finally got it unhooked, I unwrapped my arms from around him and let it fall between us. I immediately picked it and tossed it into the passenger seat, and as I did, his mouth left mine and moved to my neck. He started kissing everywhere he could reach, even pushing my head down closer to his chest so that he could reach my ear. He made his way down my neck, then moved to the other side, where he did the same thing. He eventually made his way down, kissing all along my collarbone, down my chest, until he reached my tits. He put his hands on my stomach and gently pushed me back as he leaned back, looking at my naked torso for the first time.

Wow, he said under his breath, leaning in to kiss me again. You’re so fucking beautiful, he breathed against my lips. I reached around myself to grab one of his hands, and I moved it down my body, stopping at the waistband of my panties. His cock twitched again, seeming to somehow get even harder. He hesitated for a moment, and leaned back to look at me, asking for permission again. I nodded, and he began kissing his way down my neck as his fingers dipped under the fabric and against my bare skin. I adjusted myself, propping myself up on the steering wheel so that he could reach every part of me. He ran his fingers over the lips of my pussy, not pushing his way inside yet. He was taking his time, feeling how wet I was, teasing me like he had fantasized about doing years before. Slowly, he slipped one finger into my slit, and he let out a soft groan as he did, as he felt exactly how wet I was. As he explored the inside of my folds, his mouth found my nipple. I moaned under my breath as he began sucking and licking, gently at first, then slowly scraping his teeth against the sensitive bud. Then biting a little harder, sucking gently, then harder, licking. Switching his movements in just the right ways, bringing me closer and closer to the edge of cumming as he found my clit and slowly began circling it. He moved to the other nipple, and I started trying to grind my pussy against his fingers, trying to force him to go faster. I was so close, but he wrapped his arm around me, pinning me to the steering wheel, so that I couldn’t move enough to quite get there. He moved his fingers to my entrance and began slowly, so, so slowly, pushing his finger into me. It felt like forever before he finally pushed his finger all the way into me. I tried my best to push myself further down onto his hand, but he was holding me in place. He took his finger out, and began circling my clit again. I groaned in frustration, and he chuckled. He quickly moved back to my entrance, this time pushing two fingers inside of me. He began thrusting his fingers in and out of me, occasionally running them forward and grazing my clit, sending electricity through my body. He was pushing me closer and closer to the edge of cumming on his fingers, but he was stopping me each time I was about to go over that edge.

You’re a fucking asshole, I groaned, not hiding my frustration at all. He laughed again, inadvertently blowing on my nipple while he did, which sent chills down my spine.

Do you wanna see how much of an asshole I can be? He asked, challenging me.

Damn right I do, give me everything you’ve got, I responded, hoping that he would get the underlying message of “be as rough as you want with me,”

I don’t think you want everything I have, I don’t think that you could handle it, he smirked.

I’m sure I could handle it. I’m into some pretty fucked up shit, I answered, knowing that he had gotten the message.

Oh really? Well, he said, drawing out his words, slipping his hand out from under my panties. I guess I’ll have to test that then, won’t I? Without breaking eye contact, he brought his fingers to his mouth and, one by one, stuck them into his mouth, cleaning off my wetness. Mmm, he breathed. You taste as good as you look. Somehow, I became even wetter, watching him lick my juices from his fingers with nothing but pure, animalistic arousal in his eyes. He leaned forward and began kissing my neck again, until he made it to my ear. How far are you willing to let me go?

As far as you want to, I answered firmly.

Interesting, he replied, moving his mouth back down to my nipple. As his lips gently wrapped around it, his hands began traveling up my body. One stopped at my tits, and he began raking his nails across them, getting closer and closer to my other nipple. The other continued moving up, until it finally made it to my throat. His hand wrapped around it, not putting too much pressure on it, until his other hand finally reached my nippple and pinched. I tried to gasp in surprise, but his grip tightened around my throat, cutting the sound off at the source. He raised his head up to look at me, still pulling my nipple, stretching it out towards him.

Aww, he cooed. You look so pretty with my hand around your throat. He smiled, clearly proud of himself, as he pulled me towards him. He let go of my nipple, and his hand came up and grabbed a handful of hair, not pulling, just holding my head in place even more, as if I could’ve moved it if I wanted to. Our mouths crashed together, and he ever so slightly loosened his grip on my neck. I panted for air, but all I found was his mouth. He almost immediately tightened his grip again and pulled his mouth away from mine.

Take your panties off, he demanded, loosening his grip on my throat again. I raised myself off of his lap enough to pull them down below my knees, struggling a little then using my feet to take them the rest of the way off. Once they had fallen on the floor, he looked me up and down. I was now completely naked, sitting on his lap, with his hands around my neck and in my hair. I was vulnerable, absolutely at his mercy. I could feel him devouring me with his eyes, I could almost hear all of the thoughts that he was thinking, everything that he wanted to do to me. Slowly, his hand slipped from my throat down my body, until it finally reached my pussy. Once again, he slipped his finger between my folds and found my clit. He began circling it, so gently that his finger was barely even touching. I tried to push myself down onto his finger, but he jerked my hair up, pulling towards the ceiling of the car until I finally stopped pushing down.

Please, I asked quietly, my voice straining ever so slightly from the pain of him pulling my hair so tightly.

Aw, he mocked, taking his finger away from me completely, that’s cute. No. He reached down to his own underwear and started wiggling himself out of them. His cock sprung out of them at the first chance it had, and I instinctively moved myself closer to it. I wanted it, wanted him, inside of me. I wanted to feel it push into my pussy, feel myself stretch around it.

Can I, I asked, moving my hand closer to him. He nodded his approval, and I wrapped my hand around his cock, feeling its thickness in my hand. I slowly began stroking him, and he leaned his head back and moaned, pushing his hips up. I kept my pace, making him feel what he had been putting me through with his taunting and teasing. His breathing picked up, and he kept pushing his hips up, trying to get me to move my hand faster. Aw, I mocked, that’s cute. All his movement stopped, and he raised his head to meet my eyes.

What was that, he asked, speaking slowly, trying to intimidate me.

I said ‘that’s cute,’ I responded, smirking at him. Instantly, his hand shot up to my throat and wrapped around it, tighter than before. This time, I couldn’t breathe at all. I could feel my face getting red, I could feel myself running out of air. His other hand untangled itself from my hair and moved to the small of my back. He pushed me up onto my knees and pressed his mouth to mine, still squeezing my throat. He kissed his way along my jaw, until he got to my ear.

Is it still fucking cute? His voice had gotten hoarse, it almost sounded like he was growling as he spoke. I shook my head the best I could, and he released his hold on my throat. As I panted for air, he used his free hand to guide his cock to my entrance, and he began pushing himself into me. His hand moved up to my hip so that he was gripping me, and I slowly lowered myself onto him, savoring the feeling of him stretching me, filling me. He leaned his head back and let out a deep, animalistic growl as I took him in inch by inch. Finally, his whole cock was buried in my pussy, completely filling me. I raised myself back up onto my knees, sliding him back out of me. His grip on my hip tightened and his hand went back to my throat as he pushed me back down onto his cock. Answer my question, he instructed with a smirk, knowing that he was holding my throat too tight for me to speak. His dark eyes sparkled with amusement, waiting for me to answer him, but I couldn’t. I was running out of air, and he was squeezing my throat even harder than before. Come on baby, he cooed. Speak for me.

I moved my mouth, trying to say the words in my head. Trying to taunt him even more, trying to get him even more riled up. Trying to tell him that it wasn’t cute anymore, it was fucking adorable. There was no sound coming out of my mouth though, his hand stopped the words before they left my throat. All that was coming out were small squeaks, which only made his amusement grow.

Aw, he laughed. What’s wrong? Cat got your tongue? He let out a deep, rumbling chuckle as he released my throat and gripped my other hip. As I began gasping for air, he raised me up until his cock was almost out of me, then slammed me back down onto him. No taking it slow like he had allowed me to do before, he was ruthless as he repeated the action again and again, the sudden, sharp pain taking my breath away yet again. The pain turned to pure pleasure fairly quickly as I adjusted to the merciless thrusting. Within just a few seconds, a low, guttural moan was escaping his lips, and one of his hands was making its way up my body while one made its way around to my ass. It felt like forever before he made it to my hair, tangling his fingers in it and pulling me down to meet his mouth. The kiss was just as urgent as the fucking, our tongues moving with each other, meeting and melding together, just like his cock in my pussy. He was still fucking me with the same urgency, still thrusting inside of me, still bouncing me on his cock, without caring if it felt good to me or not. Just how I liked it. Just how I imagined him doing back in high school. Another growl escaped him, and I suddenly became very aware of his cock twitching inside of me, ready to explode. I broke our kiss, moving my mouth to ear.

Cum inside of me, I whispered, my voice breaking into a squeak at the end.

What was that? Speak up, he instructed with a mocking undertone to his voice.

Cum inside of me, I said louder, my voice still squeaking.

Ask me nicely.

Please, I breathed, immediately reminding myself to speak up. Please cum inside of me.

He didn’t answer, he just slowly untangled his hand from my hair and moved down my body until he found my clit. He began circling it, quickly finding a pace that matched how he was fucking me. I instantly felt my orgasm building, the familiar heaviness in my belly and the heat radiating from my core.

Please, I whimpered, my voice laced with desperation.

Again, he didn’t answer, just crashed his mouth onto mine again, and began bouncing me on his cock even faster, his cock twitching in response. I could feel his orgasm building as well, his muscles tightening inside and under me.

Please, I whispered into his mouth. I’ve wanted this for years. Please.

With that, I felt his muscles tense up, and then his release, hot liquid flooding into me. My body responded with it’s own release. Everything around me, the radio, the air blowing on my back, the steering wheel digging into me, suddenly didn’t exist anymore. The only thing that mattered was the heat and the pleasure that was shooting through my body. This is what I had waited for through high school, the beginning of my sexual awakening. This is what I had secretly fantasized while touching myself throughout college, and even after. And I finally got it.

Source: reddit.com/r/eroticliterature/comments/tpc91k/high_school_crush_mf