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Chapter 50
by
Obedient Lorelei
How long is it before you or Diana get a chance to cum?
Three months
You stare into your lover's eyes, tears of frustration running down both your cheeks. Your lips are close enough that you share each panting breath, arms wrapped around each other's naked body, grinding your groins together to keep yourselves on the brink of orgasm. Thirteen weeks of supervised sex has trained you both to ride the edge for as long as it is required, pushing your aching cunts to throb so close to climax that one wrong twitch or clench could send the ultimate pleasure crashing throughout your body, but you have learned enough control that it never happens.
The bed is soaking beneath your buttocks from your juices and perspiration drenches your skin. You do not know how long you have been edging. Every night is an ordeal, but those when Georgina Collins (your landlord's daughter) is in charge are the worst. Her father clearly derives sexual gratification from seeing you writhe in unfulfilled desire, but you have grown accustomed to the way he gropes and explores you and your growing self-control means you often escape with little or no punishment at the end of his sessions. His wife is far more predictable, having you eat each other out until your tongues are exhausted. Their daughter, however, is as relentless as her father, but without his prurient interest in your bodies.
The tall brunette is a couple of years younger than you, just out of college. She is lean and sporty, but somehow manages to row and play tennis whilst wearing ridiculously oversized acrylic nails. She would be a pretty girl if her nose were not quite so large and bulbous, although in your present state of arousal, everybody looks attractive. Diana, one hundred percent lesbian since she started college, has even confided in you that she is starting to have fantasies about being bent over her desk and violated by the men in your office. You do not know what she said after that, because the mere thought of it brought you to the edge and it was a while before you calmed down.
When Miss Collins is cuntsitting, as she calls it, she orders you to perform a particular sexual act and then just stares into the screen of her smartphone, occasionally throwing out further instructions. You do not know what she is doing, but from the fact she occasionally barks with laughter, you think it is not work. She no longer even bothers to watch you struggle, confident that somebody watching through the camera will message her if you fail to comply—and there is always someone watching. Thousands of accounts have registered for access to your streams and your colleagues and neighbours (even the women) openly discuss your nightly performances.
You have no idea how long you have been edging in this position tonight. Before, she had you fucking a double headed dildo for what seemed like an eternity and before that, she started the night with a mutual masturbation session that had you and your girlfriend quivering with lust. You never look at your bedside alarm clock during these sessions, because although you have never been told it is forbidden, you know from painful experience that your landlord and his representatives are always looking for a reason to punish you. Their styles of controlling your lovemaking may differ, but they all enjoy giving a sound spanking.
"Okay, now Jen lie on your back and Dee sit on her face," Georgina snaps out, without warning and without looking up from her screen. You sigh with relief as you hurry to comply. It is unusual to be this way round. Normally, you are the one being **** to edge on top of your girlfriend.
You lie back, legs in a vee, arms by your sides. You swear you can feel your sex pulsating, even now it is no longer being stimulated. Diana lowers herself into position with a whimper and reaches forward automatically to start playing with your nipples while your tongue assails her swollen folds.
"Bring her to the edge and keep her there," Miss Collins orders, unnecessarily. It feels like you do nothing else nowadays.
She leaves you in this position for some time. The sight of your girlfriend's bottom inches in front of your eyes and her stimulation of your nipples keep you pretty close to the brink of orgasm yourself, whilst she drenches you in her juices and struggles to hold back her impending climax.
Suddenly, your cuntsitter rises and leaves the bedroom, shouting over her shoulder to keep going. A moment later, you hear the front door open and then voices. It does not entirely surprise you to have visitors. George Collins once brought his three friends from the golf club to watch you, on the pretext that he might call upon them to supervise you if his family were ever unavailable.
When they arrive, you realize all three Collinses are here, though for what reason you cannot tell. Diana manages to greet them, somewhat incoherently, but your mouth is otherwise engaged.
"Keep edging her, Jenna," orders the paterfamilias. "Diana, I am here because we have talked this over and I believe you have shown adequate self control over the past three months. Therefore, I am willing to offer you the chance to have an orgasm. That does not mean you no longer require supervision. In particular, your girlfriend is clearly not ready for unsupervised lovemaking. However, if you agree, then every three months, if you continue to behave, we will allow her to bring you to climax, starting today."
After edging for goodness knows how long, you are not sure either of you is in a position to completely grasp what is being offered. If this is not a test, then surely there must be a catch.
"You do not have to decide right away. Jenna will continue to edge you until you agree. You do not have permission to climax yet! You must tell us if you wish to take up our offer and then I will grant permission. Do you understand?"
"Uh, uh, what about Jenna? Will she get to cum every three months when she learns to control herself, too?"
"No, if you take up this offer, only you will receive orgasms. She will provide them. If you decline, then in three months' time we will reassess both of you and it is possible we will decide she has shown progress. However, I have to warn you that there is no prospect of my allowing you both to climax at the same time. Also, after some discussion, we have agreed that your periods of denial should never get shorter, so if you choose to wait, then you will never have more than one orgasm between the two of you every six months."
You are shocked when just hearing his words sends you to the edge, a shudder of lust running through your body—what Diana must be feeling as you mercilessly tongue her throbbing clitoris, you hate to think.
"We will now give you an hour or so to think things over, but just call if you want to take up the offer before that. Jenna, you are to keep her on the edge the whole time and no trying to communicate with her or influence her decision! This is Diana's choice alone."
Your girlfriend starts to sob as she realizes she will have to edge for at least another hour unless she wants to rob you of any chance of an orgasm by capitulating early. You know she would never willingly agree to any deal that saw her cum and you denied, but you also know that this is all your fault and she does not deserve to suffer for your faults.
Suddenly, you realize you could **** her hand. She is now an expert at holding back her orgasm, but you could **** her to climax if you really tried. Then she would have **** but to accept their devious deal, to avoid cumming without permission.
Will you make your lover cum?
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The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
Updated on Jun 10, 2026
by Ggnt
Created on Jul 27, 2017
by ashes2ashes
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