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Chapter 92
by
Nevermore
A roleplay with Kate and Kylie:
A dean, a teacher and a bad student.
“Miss Kylie, what brings you here to my office with a student?”
“I am sorry to report this, but this doctorate student here, has plagiarized her thesis.”
I reacted in mock surprise, frowning upon the cute student.
“I beg your pardon, did you just say our esteemed university is the victim of plagiarizing students?”
Miss Kylie shoved the student closer to the desk.
“Just this one, so far.”
“What’s this one’s name, Miss Kylie?” I asked in a stern tone, pushing myself to get angry.
“Her name is Kate.”
“Well, well, Kate, is that true?”
“Yes, Sir, but I am so sorry about it, I had no time to do the research and...”
“Shut up!” I yelled at Kate.
“Mister Dean, we need to take harsh measures against this student, perhaps suspension or even better...”
“Expulsion and revoking her diploma. Yes.”
“No! Please! Don’t do that!”
“Kate, I see no other option, once we allow this, our scientific research will become a joke.”
“But I can’t get revoked, I have no back-up, I must have the diploma.”
“No back-up? I’m sure a pretty girl like you can get a job as a dish washer easy enough...”
“I’m in debt, Sir, this course has cost me a lot. A job as dish washer will not cover it.”
“So... You really need this diploma, you are in debt, and unless you have a high paying job, your life as it was, will end... Am I correct, Kate?”
“Yes, Sir, I have nowhere else to go.”
“On the streets, I am sure you can earn enough money to pay off your debts...” Miss Kylie sniggered.
“Oh no... I can’t, I just can’t...” Kate was almost crying now.
“Sucking cocks, fucking, giving up your ass, licking pussies, plenty of opportunities... Then again, on the streets, plenty of men with not much cash at hand... You’ll barely scrape by...” Miss Kylie was merciless today, but winked at me.
“Not to mention, the sexual harassments, the dangers of being robbed and ****, sleeping under the bridges, always cold unless you have several men at your side, to warm you, to fuck you in all your holes, at the same time... Not the pleasant life, I assume...”
“Please, Sir, Miss Kylie, I just can’t do that, how can I make it up?”
“Make it up?” I shook my head. “How in earth would you make it up? You don’t have anything to bribe us with. You said it yourself. You are in debt, you will have no diploma, you are on your own, the only thing you could do... Hmm... Perhaps there is something...”
“Please, Sir, I’ll do anything, just let me keep my diploma...”
“Anything, she says, Miss Kylie... how many times haven’t I heard that line? And the moment you ask them to do something for you, they start yammering about the unfairness of it all, hesitating, questioning whether you are allowed to ask something for yourself...”
“True, Sir, cheating students should be punished hard, that is my philosophy, but the moment you want to punish them... oh, no, please, don’t hurt me...”
“Kate, you will be just like those students, I am sure of it. The moment I ask something of you, you will hesitate, question it, refuse it... And I’ll have to revoke you anyway. Why bother, eh?”
“No, Sir. Anything, Sir, I’ll do it. Immediately, no questions asked. If I can keep my diploma.”
“Are you sure, Kate? Because if my next request is not met by you, if you even hesitate for one second, you’re done.”
“And you can start packing up, live on the streets for a while...”
“I am sure, Sir, I will do anything you ask of me.”
“Fine, then. Get on your knees.” I said with a cold, dismissive voice.
It has to be said, Kate didn’t hesitate. She sank to her knees without hesitation. I looked at Miss Kylie, winked at her and said while smiling:
“Finally, one of those...”
“One of those that are **** enough...”
“Is she though?”
“Only one way to find out, Mister Dean.”
“Kate, you will obey us for the next hours, without hesitation, no questions asked, do you understand?”
“Yes, Sir, I will, Sir.”
“Remove your blouse.” I ordered her harshly.
She looked at me with wide open eyes, as if begging me not to ask that of her, but when she looked at me, frowning at her, she complied. Slowly, almost trembling with her hands, she removed her blouse, revealing a simple white cotton bra.
“Not much in the breast department, I see, but it will do...”
I moved my chair in front of the desk and gestured Miss Kylie to a chair opposite of me.
“There are two people here you will need to bribe, Kate. Me and Miss Kylie. If one of us is not pleased with your performance, you’re out. Now, remove your bras.”
Kate understood what she had to do these following hours. It was better than losing her diploma, to start living on the streets, where she would have to do a lot worse. She swallowed loudly, but removed her bras. Topless now, she looked at me with begging eyes.
I ignored her silent pleas and smiled at Miss Kylie.
“Miss Kylie, why don’t we do a contest? The first one to come, gets to spank her on her naked ass.”
Kate inhaled sharply, but was ignored nonetheless.
“Creative, Mister Dean, very creative of you.”
I looked down at Kate. “If you concentrate on me getting off first, I will spank you twenty times. If you get Miss Kylie off, you’ll get ten, but I have to warn you, she will hit you a lot harder than me.”
Kate looked sad, but then unbuttoned my pants, zipped it open and with a bit of my help, slid down my pants and short. My stiff member greeted her eagerly. She turned on her knees to Miss Kylie only to see she had removed her dress and panties already, revealing her naked pussy.
“It seems Miss Kylie is eager to spank you, Kate.”
“Choose, Kate, cunt or cock?” Miss Kylie asked viciously.
“C-cock...”
“You made her afraid, Miss Kylie...”
“Or she just likes cock more, Mister Dean...”
“You’re going to have to your best, Kate, if Miss Kylie comes before I get to spurt my semen on your face... Oh, look, she already fingering herself...”
Kate looked in panic to Miss Kylie, who was indeed fingering herself. She turned hastily to me, looked at my rigid pole, and hesitantly grabbed in one hand. She lowered her head and licked it for the first time. Once more she licked at it, trying to get it wet before she could jerk it off.
“Miss Kylie, this one thinks jerking me off will get me off before you... It’s not one of the smartest...”
“If she was a smart cookie, she wouldn’t be here...”
“True... Kate, dear Kate, it seems you like being spanked hard by Miss Kylie. I will enjoy watching that.”
If a hand job won’t do it, a blowjob it must be then. Kate took the head of my cock in her mouth, carefully not to scrape it with her teeth. She sucked at it, while she tried to jerk it off at the same time. I sighed in contentment and leaned backwards. She seemed encouraged by it and sucked harder, taking in and out an extra centimeter, bobbing her head fast.
“She’s not all too bad in sucking cock, Miss Kylie, perhaps she is good enough for the streets after all.”
“You seem to like it...”
“It has been some time since I had a blowjob from a young pretty student, **** as she is.”
“I love watching it. I’m getting wet very fast.”
“You hear that, Kate? She’s getting wet. I’m enjoying it, but will it be enough to make me cum fast, is the question here.”
Kate desperately redoubled her efforts, taking more of my cock into her mouth, while bobbing down.
“Au! Kate, watch your teeth!”
“Barely good enough for the streets, it seems. Lucky for her, she will get a lot of opportunities to practice there.”
“Perhaps we can visit her at times, when she has improved, offering a few euro’s or giving her something to eat.”
“I doubt she will still be a pretty girl by then...”
“True, Miss Kylie, very true...”
I heard the sopping noises coming out of Miss Kylie’s pussy.
“Can you hear that, Kate, Miss Kylie is getting close. And I am not nearly as close, scraping my dick with your teeth.”
Miss Kylie was aroused now. She was silently frigging herself at record speed, with bent fingers in her pussy.
“Perhaps, Kate, you can get her off very fast by your own. It could get you some leniency when she will spank you. I doubt she will have some, after ignoring her so long, but you never know.”
Kate must have realized it was a good idea as she turned quickly to Miss Kylie, almost diving into her pussy, desperately to give Miss Kylie some pleasure by her own doing.
“Suck it, Kate, suck it...”
Miss Kylie came. Right onto Kate’s face. Kate wanted to move her head, but Miss Kylie grabbed her hair and pulled her into her pussy.
“Swallow it, Kate, fucking swallow it!”
Kate obeyed and tried desperately to drink the squirting pussy juices.
“Stupid move, Kate... Doubt that will save you some leniency... Miss Kylie?”
“Just... a bit,... perhaps...”
“Why don’t we let Miss Kylie rest up a bit, Kate. You have ten seconds to strip completely, starting from now!”
In a whirlwind Kate obeyed my order, not even thinking about the consequences. Socks, pants and panties fell on the floor, discarded and out of the way. Then she stood there between us, gazed upon by Miss Kylie and me. She tried to cover up her sweet pussy but my next order ended that idiocy.
“Hands behind your back, Kate! And for fuck’s sake, open your legs, you are not a virgin anymore, now are you? Someone else has seen your cunt before. Wait, are you a virgin, Kate?”
“No, Sir, I have a boyfriend, but he barely touches me.”
I had to smile at her quip. I lost my role for a moment.
“Well, I am sure he will make it up... once you’re probably trained...”
Kate smiled too as we looked into each other’s eyes. I had to **** myself to put a frown upon my face, still smiling lightly.
“Why don’t we play an extra game, Kate, you lay upon the floor on your backside, open your legs and tilt your head backwards. Yes, good girl... The game is simple, you masturbate, if you come before I cum in your mouth,” I said while I sat on my knees with my dick almost in her mouth: “You will receive no spanking from Miss Kylie. If I come first, you will receive my spanking too.”
And with the last word out spoken, I shoved my cock into her open mouth. I restrained myself not to deepthroat her. She had never done that with me. I doubted she would consent to that. Sure, I edged myself, she knew that, I knew that. And Kylie knew too. While Kate started frantically rubbing her moist pussy, Miss Kylie dropped on her knees between the legs of Kate. Kate was probably ambiguous as a spanking would be her reward, rather than a punishment, but she had to stay in her role. And who knew what other twists in this roleplay could turn up?
Kate didn’t startle when Miss Kylie began licking Kate’s pussy. She quickly started moaning in pleasure, while I gently fucked her face. Her lips were wrapped around my cock, but that was all to it. Just wetting my own cock in her mouth. I couldn’t resist her pert nipples and soft little breasts. My hands started massaging them, softly touching her nipples. Moaning around my cock from the triple sensations on her breasts, rubbing her clit, and receiving two fingers and a tongue by Miss Kylie, it didn’t take long to make her come, squirting her juices into Miss Kylie’s mouth.
She lay there, in her daze of her climax, breathing heavily and barely noticing that Miss Kylie and I were switching places.
“Oh? You thought we were finished, Kate?” I asked her rhetorically when I pulled her legs upwards and then towards her breasts.
“Oh no, Kate, you still have a job to do. You get me off first and no spanking for you. If Mister Dean comes in you first, my **** will be harsh. I don’t like to being neglected your attentions, Kate.”
Without further ado, Miss Kylie sat on her face, barely leaving Kate room to breathe. Kate had to adapt quickly, no matter her state of arousal after her first orgasm. She started licking Miss Kylie underneath enthusiastically, while I readied my cock to enter her wet pussy.
I crawled upon her with my arms locking her legs in place, her hips tilted upwards. Her pussy was in a perfect angle for my cock. I had procrastinated my own orgasm long enough to make it worth her while. And mine.
I entered her gently. I sighed loudly when I did, my cock felt great, and I felt great, when I fully inserted my dick into her. With small knee movements I lifted up and down my body, first slow, but quickly faster I penetrated and withdrew in and from her pussy.
“Oh God!” I cried out in contentment, as she tensed her vaginal muscles. “I should have done this a lot earlier!”
Kate couldn’t react as she was frantically attacking Miss Kylie’s pussy, except increasing her own breathing to accommodate her fast growing arousal, having had an orgasm just a few moment ago.
Miss Kylie had it difficult too, having only rested for a few minutes after hers. Kate had **** in her rising passion as I upped my pace thrusting in and out of her. Her breathing evolved into panting and gasping, barely able to please Miss Kylie.
“Oh... No... Kate,... Not... this... time,” Miss Kylie said while panting herself. She tilted her hips and rubbed herself upon Kate’s mouth and face.
“Oh yes... Oh yes... Oh yes...” I whispered loudly as if in response to Miss Kylie, my lust building up fast. But the procrastinating had done its work. Despite Kate doing her utmost best in letting me fuck her so fast and crude, Miss Kylie had the better chance of meeting her own climax first. And listening to Kate, it seemed I would be last.
I was wrong.
Kate came first for the second time in row, moaning loudly, spasming heavily, I felt her legs tremble against my arms.
Miss Kylie came second squirting all on Kate’s face for the second time. She collapsed and fell on her ass, then on her back onto the carpet.
“Please... Stop... Stop... S-sir...” Kate was still thinking clearly enough not to deny my own orgasm, but being still fucked by me, she had it difficult to receive my pounding into her, rubbing her sensitive spot in her by my continued attentions.
“Please... Oh God... Oh God... Oh God...” She panted while mini-orgasms coursed through her veins and sinews. She continued spasming, squirting and convulsing while I finally came, gasping loud, spurting my seed with a few violent last thrusts deep into her. Not even withdrawing I collapsed onto her, trapping her body below mine. I unclasped her legs and felt them sliding against my sides upon the ground. She had no energy left, but then again, neither had I while slumped down on her, my head next to hers. I embraced her closely while I felt my cock wilting, trying to calm myself.
“Oh God, Kate,” I whispered in her ear. “Thank you for holding on...”
“Alex... Oh, Alex,” she whispered back. “Thank you for indulging us our fantasies. You played it... really well. Really... really well...”
“But how about the spanking you wanted?”
“Next time, Alex. Next time... we should start with it.” She said before I kissed her deeply.
A talk...
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War!
Finding some happiness in catastrophic and terrifying times.
A story of a soldier in the greatest of wars, looking out for his people and searching for some happiness for others and himself.
Updated on Feb 25, 2022
by Nevermore
Created on Jan 3, 2022
by Nevermore
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