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Chapter 218
by bobbobbobthethir
Is this it?
Dani needs one last thing to get ready for Matt. It’s time to “break her in”
She was right—this was it, the exact moment which your plan had been working towards. This latest display of her playing sports, playing basketball with you, had clearly been the thing to bring Matt fully onside with the concept of Dani as a girlfriend.
But despite that, there’s a part of you that can’t quite bring yourself to end things so soon with her. It was all for show, of course, but you enjoyed it all the same—and you aren’t quite prepared to let Matt have her. At least not yet.
“Not yet,” you whisper in reply, urgently, even as the two of you watch Matt walk away, his pace picking up the further he goes, until, eventually, he disappears from sight. While this is happening, though, Dani is half-stuck between anger and confusion right in front of you, twisting her features in all sorts of intriguing and beautiful ways.
“Why not?” she finally asks once he’s out of ear shot, a sort of challenge injected into her voice as she says it, hands on her hips, head cocked slightly to the right.
“Uh,” you stammer, trying to come up with, well, an actual reason why to justify yourself.
“Remember that, um, practice we had together,” you remind her, your tone at once hesitant and suggestive.
Dani suddenly blushes and nods, her relative lack of positive sexual experience coming back into stark relief, as she shoots a glance to where Matt had just been, before snapping back to you.
“You think-?“
“I think we can get you ready for him, if you’re free to come over to my room on the hour?”
Her response to that comes simply, and wordlessly—with a resolute nod of determination.
True to her reply, she shows up to your room on the hour, knocking quickly on your door, which you open with a similar sense of urgency. It seems she’s dressed for the occasion, even if she’s a bit nervous and shifty about what you’ll actually be doing. Dani wears a short, tight black skirt, and a similarly revealing white crop top.
She smiles gratefully at you for opening the door, sliding past as you shut and lock it behind her, before gently placing your hand on her waist, your arm tracing down her back as you slide up beside her.
“Um,” she starts, a bit nervously, which is entirely understandable for someone in her situation, you think to yourself (in a rather magnanimous manner, you might add), “so what exactly is it that you think I need to do to get ready for him?”
“Well,” you tell her, turning with a slight smile, “you were telling me, y’know, about how your last boyfriend broke up with you because of…” you trail off, but Dani seems to pick up what you’re putting down, hand to her heart, with the same sort of faux-pain (or at least it seems feigned this time).
“I thought we dealt with that, though,” she replies, somewhat indignant.
“I mean, we dealt with head, but there’s still the other thing. Sex.”
“Oh. Uh, honestly, he thought I was pretty terrible at that too.”
Your eyes widen again at that—you’ve already seen how she’s approached the former, and it seems, still, almost impossible that a girl as pretty and kind as her could be this terrible at the fundamentals of a relationship.
“Um,” you say, biting your lower lip in a show of thought, “well, I guess we should probably figure that out before you and I, y’know, ‘break up’ for Matt.”
This is, of course, all for her benefit, you remind yourself, as you keep a smile down, even as the faintest hint of a laugh escapes your lips—one that Dani, thankfully joins in on, as she walks over to your bed, and just plops onto her back.
“I mean, usually, I just lay back down-“
She cuts herself off, suddenly, bursting into hysteric laughter.
“This is the same as when I was just staying still while giving head, isn’t it?”
You can’t help but join in with a smile and a laugh, as you lay down on the bed, right beside her.
“You’re star fishing, I guess,” you tell her, resting a gentle hand on her side, “just laying there while the guy does all the work – which, I guess, is what a lot of guys do anyways.”
Dani laughs again, a bit lighter this time, as she tilts her head to look at you.
“So then, what should I do?”
You have to resist all sorts of temptations when a beautiful girl basically makes herself putty in your hands—and it takes a few seconds of thought before you finally settle on the only reasonable course of action—having her fuck you in cowgirl.
“How about this,” you start to suggest, “you ride me.”
She nods, reaching underneath her skirt, and stands up from the bed. She nervously fishes a lacy black pair from underneath the black fabric—a sort of knowing blush on her face as she drops them onto the floor
You smile helpfully at her, and deciding to speed things along, you push down your pants and underwear, your hardening cock quickly flopping out, before sticking straight up in the air.
“Alright,” you say, your voice dropping to slightly huskier tone, “now you’re just gonna get on top, and lower yourself down.”
She nods, hesitating as she crawls atop your body, before your cock suddenly disappears underneath her miniskirt.
“Just like this,” you assure her, as your hands come to the bare skin between the top of her skirt and her top, slowly easing her down, her eyes shutting for just a moment, as the tip of your cock, already slightly wet with pre-cum, settles against her slick slit—and then she drops, suddenly, the rest of the way, burying you inside of her.
“Fuck!” you say, quickly, at the intense pressure, heat, and wetness now encompassing your sensitive member.
“Was that too fast?” she asks, quickly looking for guidance.
“No!” you say, almost too quickly, before calming down, “No, just, God, you feel so good.”
That seems to be encouragement enough for her, her smile growing even wider, a sense of pride in her sexuality she had lacked before becoming rapidly apparent.
“Just,” you moan, before recovering with a slight flushing, “just sort of ride me, steady pace, you control it, up and down.”
“Up and down,” she repeats to herself, before starting to move—and even as it takes you a few times to guide her through the motion, she quickly gets the hang of it.
You feel a genuine sense of shock that none of her previous boyfriends had thought to even guide her like this, since this is probably one of the best times of your own life. She is gorgeous, her eyes fluttering open and shut, blonde hair shaking gently, breasts jiggling with each bounce, as her lips squeezed in tight concentration—not to mention how insanely tight and warm she is.
It’s not long, given how she feels, and how expertly she takes to the thing, before you suddenly feel that urge, descending quickly through your chest to your groin.
“Fuck,” you groan, “Dani, I’m about to-“
“Me too,” she suddenly squeals, her hands coming down to land on your chest, her eyes squeezing shut in just about the most adorable way imaginable, as she squeezes hard around you—her release rushing onto your cock, as yours explodes into her, ropes of hot, sticky cum coating her pussy, as your hands grip her hips tight, keeping her locked right down onto you.
She gets up quickly—which would be fitting for something that was just practice—but it still exposes your softening cock, covered in the mixture of your juices, to the cool air almost too quickly, as a dollop falls out of her and onto your sheets.
“Am I ready for Matt then?” she asks, almost teasingly, as she walks towards your door—treating it just like practice, as you had said.
“Yeah,” you say, “right there.”
She walks out, with a smile on her face, and a wave goodbye – and it’s only after a few minutes that you realise she left her panties right on your bedroom floor.
The Count +1
Dani +10
Chapter credit to Kallitseren!
What's next?
The Freshman 15
A young man gets to college late. Can he still screw the Freshman 15?
A young man gets to college late. Can he still screw the Freshman 15?
Updated on Jun 19, 2025
by bobbobbobthethir
Created on Sep 16, 2018
by bobbobbobthethir
With every decision at the end of a chapter your score changes. Here are your current variables.
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