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Chapter 260
by
lew54321
How does Rebecca react?
Becky’s small resistance
“But Sir I don’t think that’s wise” she replied, getting back into character.
“You don’t get to make that decision. And if you keep back talking, I’m gonna bend you over this desk with the door wide open so everyone can see how much of a bad girl you are” you warned, an immediate blush spreading over Rebecca’s cheeks.
An image flashed through your mind of both Mom and Rebecca side by side waiting for you to deliver them some punishment and with how similar their kinks could be sometimes, the idea didn’t seem entirely far-fetched.
“Yes sir but… I did want to show you something first” Rebecca meekly replied, her eyes still shining with delight, opposite from the role she was playing.
“...Fine, but this better be good” you said with a sigh, trying to sound disinterested even though you were wondering what she had planned outside of your roleplay.
What ended up startling you was that she lifted her hand for you to see your own phone, unlocked and within her grasp.
“When My moth… I mean, the principal came in, I knew you were trying your best to keep me hidden. I panicked at first but after you rested your hand on my head I was able to calm down and think. I’m still angry at her for the lack of trust she has but I couldn’t think of much I could do to help. I wanted to grab my phone to see if I could record her but it was still on top of the desk” Rebecca started to explain, making you look over to see Rebecca’s found tucked behind the monitor where you had previously not seen it.
“I know I shouldn’t take your things sir but I saw your phone in your pocket near the floor and thought this was my chance. You didn’t have a password so I could easily get the recording but I don’t know how well it turned out…” she continued, reaching up to hand over your phone.
She was right about you not having a password, knowing you wouldn’t need one when the only data on your phone was protected by much higher security. You went through the files and saw an audio file spanning a couple of minutes which Rebecca had managed to get for you, bringing a bigger smile to your face.
The curious thing though was that Rebecca had stayed in character even while talking about a non-roleplay topic, bringing up the recording as if she was a student and even calling you sir on more than one occasion. You were sure her feelings about her mother were harder to contain but putting up a facade of being your student and pretending to be someone else like you suggested seemed to be helping her keep the topic off her mind and you were more than happy to help distract her.
“It seems the mention of a spanking was too hasty for you Becky. Your grades are bound to look promising in the future after this” you replied with a smile.
“Then can I…” she started to respond.
“But given that you’ve left me in a state like this and haven’t finished what you started, I wouldn’t be a good educator if I didn’t get you to finish your work now would I?” you asked, your smile turning sleazier.
“...No sir. Of course I’ll finish” Rebecca answered.
Rebecca wasted little time after that, the lust-filled look in her eyes revealing her lack of hesitancy. She took one long lick on the underside of your shaft before she started to bob her head up and down. She had had your cock in her mouth for around 10 minutes since lunch had begun and while being trapped under the desk must have put her on edge, she had still spent the time with your dick pressing against her tongue.
She seemed much more comfortable taking you further into her mouth than before and you felt her lips slide down your length to please you. She wasn’t trying to prolong your pleasure or slowly build you up towards a great climax but instead, pushing herself to get you to cum as quickly as possible.
The whole act between the two of you had already been building up to this moment before you got interrupted and both of you were feeling the urge to reach that finish, just in case someone else might try and stop you.
Her head was moving rapidly and you felt her tongue lick your more sensitive spots whenever she got the chance. Your fists tightened on the arm rests but you knew there was little chance you would be able to endure her techniques for long when she was acting like this. Instead, you took matters into your own hands and decided to direct her movements yourself.
You brought one hand down to rest on her head before Rebecca looked up into your eyes, expecting you to run your hand through her hair like you had done earlier, forcing her to slow her movements. This time however, that wasn’t what you had in mind and instead, bringing that hand to the side of her face and bringing your other hand down to hold her in place.
You kept your grip tight while she stared up at you but there was no sign of **** in her eyes, knowing full well what you were about to do and letting you do it anyway. The last time you had done this with Sarah had left her looking dishevelled and while Sarah had let you do it with her free-use kink, it seemed Rebecca was almost excited for you to take the reigns, one of her hands already darting underneath her to play with herself, her panties still nowhere to be found under her skirt.
With her steady in your hands and you leaning forward from your relaxed position to be above her, you moved her head back along so that just the tip of your dick was between her lips before pushing her back down, watching your cock disappear inside her. Rebecca still had one hand resting on your thigh and you pushed her down until you felt that hand move, knowing that she wasn’t going to tell you her limit unless you watched her body language.
Using that as your guide, you slowly picked up the pace, Rebecca’s eyes still looking up with you being her sole focus. The power you had over her at the moment was something you both desired, you wanting to control her while she put herself literally in your hands.
The pleasure washed over you and with that same control, you used her to push yourself closer and closer to the climax you needed. Rebecca was **** to move her head faster and her eyes glazed over while her hand worked between her legs, giving in and letting you please yourself with her body. With how fast you were now pushing her, you went past Rebecca’s limit that you had found earlier, not intending to hurt her but wanting more of your cock inside her. Your dick pushed inside her throat when you gave in and before you knew it, you were reaching your tipping point without any hesitation of stopping.
Rebecca was already out of it within her own lust and as you felt your own climax rising, you pulled her closer to you and came down her throat while you held her to the hilt. Rebecca’s eyes widened before twitching and rolling backwards, a moan escaping her mouth as you unloaded.
You were **** to let out a groan yourself as you felt the muscles of her throat pressed against your cock from all sides while you pumped her stomach with cum. Your grip remained tight as you held her while rope after rope left your body, the pleasure coursing through you until it became too sensitive for you to continue.
You leaned back to remove yourself just as the last drops of cum, splattered against her lips, Rebecca taking in a deep breath while you moved back into the chair, your cock now free from the warm confines of her mouth.
Rebecca didn’t look or sound like she was in as bad of a condition as Sarah was and unlike you, she moved her body while you sat still, giving you one last look before she pushed herself up and kissed the tip of your penis with a smile.
The contact sent shivers down your spine and after making her move, she lowered back down and placed her head against your thigh, finally letting herself rest.
Do you get to take a rest?
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Kink Development Kit
An unknown program leads to kinky encounters
A fetish app based story inspired by others of the same genre. Follow the protagonist's story after finding and using the app for their own selfish desires.
Updated on Mar 29, 2026
by lew54321
Created on Feb 28, 2021
by lew54321
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