Turning the Tables

“FUUUUUUCK! I’M CUMMING, MISTER CRAIG! I’M CUMMING!” Riley shouts as you pound your cock deeper into her.

Riley’s resting on her side now, one of her legs on top of your shoulder, as you piston in and out of her pussy while rubbing her clit with your thumb. Having fulfilled her fantasy of spanking her while fucking her doggy as you made her beg for more punishment, Riley reached a max Lust Score earlier, this is just another round to try and get her score down.

+50 Lust Points. Total: 350 (For reaching the 100 Lust Score goal with a person)*

You look towards your phone to see her score’s progress, still under the presumption that you’re only checking the remaining time before you have to switch to ‘punishing’ Erica next.

- Vandherhoff, Riley - Affection Score: 17

Lust Score: 100

She’s still maxed out, and this is already the second time you made her cum. That being said, you can’t cum yet until you’ve brought her score down, or you’re effectively ending the ‘exam’ in the play.

Hopefully, the third time’s the charm.

You take her leg off your shoulder, and lean closer towards her, placing your hands on the desk with outstretched arms. You stare into Riley’s eyes, most likely with a smug look on your face, as Riley’s eyes are somewhat glazed over, and her chest is heaving, trying to catch her breath.

“Again, Ms. Vanderhoff?” You ask her teasingly. “You’ve cum twice already and you still haven’t finished your exam.” You tell her in character.

“I’ve been placed at a disadvantage, Mr. Craig.” She replies, in between deep breaths.

“What disadvantage is that?” You ask back.

Riley closes her eyes, and takes one more deep breath, before opening her eyes that immediately show her naughty intent, emphasized more clearly by her diabolical smile. Riley surprises you by wrapping her legs around your waist, before pulling you into her pussy deeper with them; forcing you to slam your cock into her.

“I haven’t been given an opportunity to show my true knowledge on the subject matter.” Riley replies, after loosening her legs grip on your waist, before pulling you in again right after answering your question.

The sudden show of initiative surprises you, and it actually snaps you out of your character, unable to hold back the question that pops up in your mind, “I thought you were submissive?”. The question gets a chuckle out of Riley.

“I am.” Riley answers, her look shifting into something more submissive than the look she was giving you. “Until I’m not.” Riley then adds, her look going back to the more diabolical one she had just a moment ago.

The sudden change in Riley’s character catches you off guard, and you’re not sure how to properly address it. You’re not sure if this is like a test of you being her dom or something. You’re not sure about all the rules of this kind of role playing yet. Do you answer no, and exert more dominance because that’s your role?

‘Do what you want, but always have your sub in mind… I can’t tell you what to do because you dictate the play. So it takes time and experimentation to find out what’s going to please...’

Viv’s words echo through your mind.

“Is Mr. Craig willing to secede control for this part of the exam?” Riley finally asks. You look back to her score on your phone, and see that she’s still maxed out. You look towards Viv who’s currently on her knees, eating out Mercy underneath a desk; and you don’t want to break that up since you instructed her, with Mercy’s permission, to do it in hopes of increasing Mercy’s Lust Score as the latter continues to watch. Meanwhile, Erica’s resting her body on the desk in front of Paige, with her hands tied behind her back, and her knees on the chair to elevate her naked ass to Paige’s direct line of sight. Paige, despite the amount of time that has passed, still has flushed cheeks and trying to look anywhere other than the sex that’s going on within her vicinity. That being said, she hasn’t said the safeword Mercy gave her yet, nor has she outright indicated she wants to leave. In any case, she can’t help you with the choice you’re being presented with, so you place that on the back burner for now.

‘This decision is on you, Craig.’

‘What’re you going to lose?’

“Fine.” You finally answer Riley. “You have approximately…” You say before taking your phone to switch to the timer and check how much more time is left. “... Five minutes to pass this test your way, Ms. Vanderhoff.” You inform. “Show me what you got.” You then add, trying to frame it as a challenge, instead of you seceding your control outright.

Riley’s smile grows wider and more menacing after hearing your answer, before effortlessly sitting up just using her core, as her hands are still tied behind her back. She uses her tied hands to support her sitting up position, before pushing you away from the teacher’s desk with her hips. Her ass is no longer being supported by the desk, and her body is hovering over the floor now, with only her tied arms supporting her on the table, and her legs wrapped tightly around your waist.

Afraid that she might fall, you place your hands on her ass to help carry her weight, but Riley just shakes her head to signal that it’s not necessary, so you pull them away.

“Your time’s running, Ms. Vanderhoff.” You remind her, unable to break away from staring into her confident and mischievous eyes; as if it’s all but a foregone conclusion she’ll make you cum within the time you gave her. A bit of Riley’s tongue sticks out from her lips, with the tip resting on her upper lip, accentuating the naughtiness of her smile even further.

Riley’s legs tighten their grip around your waist, pushing your cock’s full length inside her once more. The tightness of her leg lock tightens more and more, bordering on a squeeze, but as soon as you think that’s her intent, she controls it enough that it doesn’t go beyond that; and the leg squeeze doesn’t become uncomfortable. She doesn’t do anything more than that for a few seconds, only staring into your eyes with her naughty look. You stare right back, waiting for her to make her move silently.

…

Then you feel it.

You feel the tightness around your cock. More than that, you feel the much more noticeable heat around it, which you can only assume is due to Riley’s pussy giving your cock a much tighter embrace than you’ve felt from her pussy since you started fucking her.

Then Riley moves her body.

Almost as if in slow motion, Riley undulates her torso until the wave reaches her hips, and the slight movement of your cock inside her pussy just rubs the right spot on your frenulum with her wet and hot vaginal muscles that you’ve only ever felt from something more targeted, like a blowjob, before…

… and Riley knows it.

The look on her face, the slightly raised eyebrow, the tip of her tongue resting on one side of her upper lip, being slightly bitten down by her teeth, while her lips are curled into a mischievous smile. She knows what she did, and she knows more of that and you’ll burst inside her like a fire hose.

“Tell me when I’m about to pass, Mr. Craig.” Riley says, giving you a wink right before she does the undulating motion of her body once more, but faster this time.

“Oh fuck.” You immediately groan out, as your cock feels like it’s being massaged and squeezed at the same time, but the sensations on your cockhead as Riley moves is what really separates what Riley’s doing from the kind of fucking you’ve previously experienced. It’s like her vaginal muscles are following the wave of her body, where at first it’s the top side of your cockhead that’s being massaged more, before the underside gets massaged right after; all the while, there’s a warm squeeze all throughout. You try to put it into words, but it’s honestly otherworldly indescribable.

It’s not just the feeling on your cock that’s going to uncontrollably bring you over the edge though. The visual of Riley’s body moving the way it does is hypnotizing. Almost as if she’s belly dancing… but on your cock, and with her legs wrapped around your waist, where every one of her ending hip thrusts smoothly transitions to a wave back to her abdomen, and the cycle is repeated.

Riley’s smug look is unbearable, because it’s probably the kind of look you had earlier when you had control of the situation, and teasing her for it. You look away from her for the first time, and you can see that Riley has an audience. You say that ‘she’ has an audience, since you’re basically acting as the volunteer to Riley’s show now. Everyone’s eyes, including Viv who has seemingly stopped eating Mercy’s pussy to witness this, is fixed upon the movement of Riley’s body. Even Paige seems hypnotized by it.

The only one that seems to be taking this in stride is Erica, who’s probably straining her neck a lot by resting her chin on the desk, just so she can give you a knowing look with regards to Riley’s technique.

You look back at Riley, as she looks back at you seductively. The waves of warmth, wetness, and tightness coming in at just the perfect pace. Almost as if she knows that this is the only speed her technique would work. Too fast and the wave will drown you; too slow and you’ll get used to the sensations to the point that you can anticipate them and make it feel predictable. Riley’s technique… is literal perfection.

“Fuck.” You grunt. You're breathing much quicker than Riley’s pace that it’s baffling you. You place your hands on her ass, and squeeze them, just to hold on a little longer from the pleasure Riley’s giving you. The grasp you have on Riley’s ass cheeks gets her to stop, giving you a momentary reprieve from the pleasure, and the smug look on her face returns.

“I told you just to say when, Mr. Craig.” Riley reminds you, and since she stopped momentarily, the grasp you have on her ass cheek loosened. As soon as it does though, she does one more wave-like motion with her body and you have to say it.

“When.” You groan out immediately after feeling the sensation she creates with her movement again. Riley unwraps her legs around your waist, and lifts her body up using her arms to get your cock out of her pussy, before smoothly planting her feet on the floor, and kneeling in front of your cock. You expected her to swallow your cock in her mouth as her final move, but Riley instead plants the bottom of her tongue on the head of your dick, before motioning it in such a way to mimic what she did with her vaginal walls, before the flat of her tongue is on your frenulum. The somewhat similar sensation is all that was necessary, and you unload on Riley’s face like you thought you would, coating her mouth and face with blasts of your cum.

You fall forward while you’re still cumming, planting your hands on the desk to help support you up. Riley starts using her mouth to clean the tip of your dick, while you try to recover from what you just experienced.

“With time to spare.” Riley says smugly from beneath you, after popping the tip of your cock out of her mouth.

“Yeah. Fuckin’ A-plus, Ms. Vanderhoff.” You say, the one trying to recover their breath now.

“That was… wow.” Viv says in amazement.

“Indeed.”, “Uh huh.”, “It never gets old.” Mercy, Paige, and Erica, respectively, say in response to Viv’s reaction.

“That being said, you shouldn’t have agreed to let her do that to you, Mr. Craig. You should have known it was a trap. We’ve never shared a dom that could continue after Riley does that.” Erica remarks.

It’s weird to feel so weak in one moment, and so strong and confident in the blink of an eye; but Erica’s remark almost awakens, or maybe it just simply reminds you, that whatever ‘tiredness’ you’re feeling from Riley’s technique is an illusion. You can’t help but copy the diabolical smile that Riley had earlier when she thought you fell to her honey trap.

You turn towards Viv, and she has the same diabolical smile as you, and you both slowly turn your heads to look towards Erica.

“Don’t mistake the grade I gave Ms. Vanderhoff as shared, Ms. Bailey.” You say menacingly.

“You’re up next.”

* Score was reached ‘off screen’