This, more than anything, was the crucial moment. I let go of her hand, and she looked away, down at her ring, before closing her eyes and covering it with her other hand. She stayed there, frozen, one hand folded in another. It was a lovely tableau; this gorgeous, eighteen-year-old nymph was standing before me, completely naked, her stiff little nipples and the trickle of her juices running down her thigh giving clear evidence of her arousal as she contemplated throwing away her most cherished principles for a good fuck.
Her hand trembled slightly as she made her decision. Slowly, Kelly slid the ring off, easing it over her knuckle. I held out my hand, palm up, and she dropped the gold band in it without a word. I closed my fingers over it, feeling the weight of it in my palm. The ring still carried some of her warmth. Alyssa stood up on shaky legs and said, “You made the right choice.” Kelly seemed less than convinced.
I held onto the ring and closed with Kelly, making her step back until she ran into the bigger teacher’s desk at the head of the classroom. “Lay back,” I instructed her. “It’s only right that you get to look me in the eyes during your first fuck.” Kelly pushed herself up on the desk and sat there, until I gently put my hand on her shoulder and guided her down. My next instruction was for her to spread her legs, and she did, winding up with her feet waving in the air. Finally I had her reach up, back over her head and grab the edge of the desk. In this position, her back arched up off the desk just a bit, making her lovely young breasts stand out that much more “Don’t let go,” I said, not wanting to lose my view.
Once Kelly was in position, I lowered my head between her outstretched legs. I think she was expecting me to fuck her like I had Alyssa, because she had a perplexed look on her face when she craned her head up to watch what I was doing. I was going to fuck her just as hard as I had Alyssa, but not right away—I’m a bit of a sadist, to be sure, and I can be an asshole, but I want my partners to enjoy themselves. And if I just shoved my cock into Kelly’s cunt she’d scream bloody murder, and not in a good way.
Besides, I wanted her to get a bit more experience with foreplay—and I wanted to get a taste of that unused pussy before deflowering it. I looked up at Kelly as best I could as my lips touched hers and my tongue flickered out, just barely grazing her clit. Even that fleeting moment of contact made her breath catch in her throat and her lips to part just so.
Alyssa circled around and knelt by the other end of the desk, near Kelly’s head. She clasped her hands around the high school girl’s, holding them in place. Then she and I went to work with our mouths—in my case by feasting on Kelly’s virgin pussy, and in her case by letting flow with more obscenity designed to break down the last vestiges of Kelly’s resistance.
“I never get tired of watching this,” Alyssa said. “His tongue is almost as good as his dick, and he loves to make girls squirm using both.” As Alyssa spoke I did my best to live up to the hype, focusing on Kelly’s hypersensitive little bud, running my tongue the length of her slit before battering her button with quick licks. That made Kelly’s hips start to move, rocking just a bit, getting more and more pronounced with every passing moment.
Alyssa kept talking to her charge. “I wish I could be in your place and have David take my virginity. It seems wrong now that anyone else has ever been inside me. You’re such a lucky little slut to get your first fuck from him.” That’s all I heard clearly, because that’s when Kelly’s legs came together around my head. She crossed her legs at the ankles and squeezed her thighs tight around me, trapping me—and more to the point, trapping my tongue where it was, namely buried in her delicious little cunny.
Not that I was upset. I was exactly where I wanted to be. I gave her my best efforts. My tongue probed her, exploring, finding those spots that made her squirm when they were touched. It was something that never failed to excite me, the process of learning about a new toy. Every woman is different—and while there are some tricks and techniques that are old standbys, they’re not magic, and they need to be adapted to each new partner. And that was something I loved doing, carrying out that process of discovery.
For Kelly, it seemed like everything worked. Her only experiences came from her fumbling explorations of her body, and her religion and her culture had taught her that it was wrong for her to seek the pleasures of her flesh and made her feel guilt and shame when she did. That meant that she wasn’t used to the sorts of sensations that Alyssa and I kept subjecting her to. Everything was new to her, and the constant barrage of novel kinds of euphoria was breaking through all those ridiculous outmoded rules.
Or maybe she was just cumming like an animal while I ate her out and Alyssa kept whispering terribly naughty things to her. Either way, it was a lot of fun for all of us.
But the fun had to end. I wanted her wet and ready, turned on, but I also wanted her conscious and not over-stimulated. So I ate her out, my tongue doing its work, until she came once, twice, maybe three times, in rapid succession. And then I pried her legs apart and stood up straight while she writhed on the desktop, her arms held over her head and her legs spread wide.
Kelly’s eyes were closed, her hair damp with sweat and sticking to her forehead. I didn’t want to give her time to recover, or to think too much about what was going on. Alyssa was looking at me, an evil little smile on her face. I flashed her one of my own and nodded toward Kelly. Alyssa took my meaning. “Open your eyes, little one,” she said. “Look at him. Look at him when he pops your cherry.”
When she opened them, her eyes were shining. That sight sent a charge through me—and yes, I know that makes me a terrible person in many different ways. But in the moment it was just exciting. I lined myself up with her dripping slit and eased the head into her. Kelly gasped as she felt her first ever genuine penetration, at least by anything bigger than a brush handle.
“Doesn’t it feel good?” Alyssa asked. “It hurts a bit, I know, but that’s what makes it so good. He reshapes women, makes them take him in, molds them to fit. It’s so amazing.” While she was talking I was slowly introducing Kelly to my shaft, gradually feeding more of my length into her and taking care not to hurt her. Taking it slow wasn’t something I did often, but it was worth it. Kelly’s pussy was among the tightest I’d ever felt, and all that foreplay had left her downright drenched. She was so aroused I might have been able to get my hand up in her—not that I wanted to; stretching her out with my weapon was more my speed.
Thankfully, it seemed that Kelly had already broken her hymen, or maybe she never had one to begin with, because I didn’t find any resistance as I entered her, going deeper and deeper, filling her up bit by bit. By the time I got about three inches in her, she was breathing hard, and her cunt was rippling around me. By the time I was six inches in, she was biting her lip, and her face and chest were flushed.
Through it all Alyssa kept talking to Kelly, telling her what a lucky girl she was, how she should be thanking me for fucking her, that she was going to make such a good little fuck-slave for me. Her wicked words were having an effect on Kelly, and on me as well. I think Alyssa wanted to see me go wild on the once-virginal teen, wanted me to tear her apart and leave her fucked senseless. That’s what I wanted as well, but we had all night and there was plenty of time for that later. But I did have to struggle to contain myself, slowly working each inch into her, taking my time. I was thrusting, but gently, each thrust pushing a fraction of an inch further into her cunt while that tight, gripping hole tried to squeeze the life out of me.
I made it about three quarters of the way in before Kelly spoke up. “So much…” she whispered. I don’t know if she realized she had said it. But I caught it, and so did Alyssa, who prompted her to speak up. “It’s so much!” Kelly said again, more clearly this time. “I didn’t know! I didn’t know!
“What didn’t you know?” Alyssa asked.
“How good this is!” Kelly cried in response, her back arching off the desk. I felt her spasm around me as she had her first climax from being penetrated. Not all women could manage it—but Kelly could, and from the looks of it it was intense. Her eyes rolled back in her head, her body locked up, and her legs wrapped around my hips and squeezed, like she was trying to crush me between her thighs. And I wasn’t even in all the way yet.
I figured it was a good a time as any to show her just how much she could take. So while she was laying there, rigid and trembling, I took the opportunity to bury the rest of my cock in her. And that sent her off again as the tip kissed the entrance to her womb and the thick shaft pressed and rubbed against her g-spot. Her mouth opened and closed, like a fish out of water, but no sound came out except a thin, high-pitched noise, something between a squeal and a whine.
Now that I’d gotten every last inch inside her, I let Kelly come down from her orgasmic high before I started to fuck her for real. Alyssa stroked her hair and cooed gently in her ear about how Kelly was a good girl, cumming for me like that, and just generally saying all the things that made my cock throb.
In less than a minute Kelly relaxed, all the tension flowing out of her as her eyes focused on me. I gave her a victorious smile and then pulled away from her, sliding about half my length out of her, and I swear she was so tight it was like trying to escape quicksand. She just sucked me back inside her—and I was happy to let her. Slowly (at least at first) I eased back into her, then out, then in, letting her feel the slow thrusts and get acclimated to the sensation.
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