Cuckquean Story

Please note that this is one of my first erotic stories that I'm sharing with other people. I am writing this entirely by the seat of my pants, so don't expect a clean beginning-middle-end sort of deal. That being said, I welcome any and all comments, even just pointing out a typo, and suggestions.

“Are you sure about this? Like, really, really sure?”

I was a bit nervous, standing at the door, fidgeting with my hands.

“Babe, listen. I suggested this to begin with. I found her. I set this whole evening up. If I didn’t want to do this, I had a dozen different opportunities to put a stop to it.”

My wife stood on the other side of the room, in a short black pencil skirt and tight, black blazer. Her hair was pulled straight back into a bun, and she had cat eye glasses framing her dazzling green eyes. She stood straight and tall, pushing out her considerable bust. If I didn’t know any better, I would think the entire shirt was going to burst at any moment. My god she was hot.

I was dressed in a rather loose fitting pair of suit pants and a simple, white collared shirt. She picked out my outfit, I think to create such a sharp contrast. She was a powerful queen of business, and I was just some guy next to her.

“I know, Maris, I know, but still. If at any point you want me to-” I was cut off by the sound of the doorbell. My tongue caught in my throat, and I started to sweat.

“Holy shit, Kyle, listen: I want this to happen. Now, just open the goddamn door so we can get this started.” My wife leaned over to me, and whispered “Remember, you’re a teacher. Start at level 4 and work up to 6.”

I slowly opened the door, trying to keep my arms steady. Standing in the doorway was a smaller woman, dressed in a plaid skirt and white button up blouse. The top three buttons were undone, giving me just the hint of black satin bra over a rather... modest bust.

I cleared my throat, suddenly full of confidence. I knew what level 4 meant, and I think that helped ground me. I could do this.

“Great to see you, Ms...”

“Samantha” The small woman said in a small voice, her body visibly shaking.

“Ms. Samatha! Now, I hear you have been struggling with your classes, and need me to help...” I placed a hand on Samantha’s shoulder, “boost your grades. Is that right?”

“Oh yes,” Samantha spoke in a squeaky, and ****, falsetto, “I just can’t get the hang of things. Maybe you can help me...” she traced my chest with her small, delicate finger, “with the hard stuff.”

“Good. Now, come sit down,” I gestured to the small dining set, with some paper and pens prepared, “I want to see what it is you are willing to do.”

We both sat down, Maris hovering nearby, watching our every move. I could see her chest rising up and down, the fabric of her shirt stretching with her heaving breaths.

“I’m going to write down some questions, and you tell me what you think the answer is. Feel free to take all the time you want, because you don’t want to get anything wrong.”

“Gee Mr. Wilson, are you sure you can help me? Every other teacher has said I just don’t get it.” Samantha whimpered, with large puppy-dog eyes.

“We’ll see. If not, then all that’s needed is some one on one... instruction. Now, first, answer this question.” I picked up a pen and quickly wrote 2x + 4 = 7.

“Hmmmm...” Samantha made an obvious thinking face, scrunching up her forehead, “I think it’s this...” She wrote down 2x = 7 - 4, then 2x = 3, and x = 1.5,

“Good! Very good!” I tousled her hair, “See, it’s not that hard! Now, how about this?” I wrote 3√25 on the paper and slid it over. I saw Samantha glance over the sheet, and sneakily look at Maris.

“Oh, this is easy, I remember this from yesterday!” Samantha seemed almost excited as she scribbled down 3x4 and then 12.

Beaming, she looked at me for approval, only to see my downcast eyes. “I’m sorry, Samantha, that is wrong.” I heard some fabric moving behind me.

She was shocked, scared, frightened, and a bit overselling the whole thing. None-the-less, I bent her over my lap and smacked her butt, the thin skirt offering no padding whatsoever. She squealed in pain at the sharp impact, tears welling up on the corners of her mouth.

“Try this one,” I said, a bit sterner, and wrote a small cube, with the sides labelled 3, 7, and X, then wrote v = 84 above the cube. “Find X.”

“Hrmmm...” Samantha again made a big show of thinking, and quickly wrote down the answer 4. “Is this right?”

“Yes, it is!” I said with a large smile, leaning in to give her a hug. But, after a second, my expression fell, “But you didn’t show your work. I bet you just guessed, and it just so happened to be correct. That calls for more punishment!”

Bending her over my lap again, I gave her a harder smack. And another one. She was squirming on my lap, and I could hear more fabric rustling behind my head. There was a faint panting noise behind my ear. Encouraged by that, I lifted Samatha’s skirt, exposing her complete lack of underwear. Time for level 5.

“Is this how you wear your uniform?” I growled with disdain, then shoved a finger in her pussy, “And look how wet you are! Do you get sexually excited at the thought of being wrong, you dumb slut?”

Samantha took a sharp inhale of air when I penetrated her, but said nothing. I could feel her clamping down on my finger.

“If you’re going to act like a slut, at least dress the part.” I ripped off her skirt and threw it aside. “Maybe there won’t be such a large disconnect and you can actually focus on the questions.”

Samantha’s clean shaved vagina was on full display, though she made a vain attempt to cross her legs. I looked down, saw the pooling liquid, and made a loud sigh. “Just try to get this one correct.”

I wrote on the paper 8x^2 + y = 12 and slid it back to her.

“Gee, I don’t know Mr. Wilson, I can’t quite understand that.” Samantha looked at me with her big blue eyes.

“I’m sure you’ve seen this before. Maybe you were doing something else rather than paying attention in class. Here, let’s see if we can jog your memory.” I ripped open her blouse, the cold evening air hardening her exposed nipples on contact. “Here, remember anything now?”

“M-Mr. Wilson! You’re so... rough.” She shuddered at the exposure. “What would your wife say?”

“She wants me to help you kids. In fact, she said ‘Do whatever it takes, just get them to pass’, and I’m doing just that. I bet you’ve been slacking off during class, maybe playing with yourself when the teacher was talking. A little bit of environmental stimulation might get that small brain of yours turning!” As I spoke, I started twisting her nipples, hard.

“Mr. *huh huh* Mr. Wilson,” Samantha’s breath was starting to get ragged, “Please *pant pant* stop this. I’m gonna, gonna...” Her voice trailed off a bit, and her eyes rolled back into her head.

“Now, get your mind off of cock and focus on this simple equation here.” I started writing a long and complicated equation, full of variables and symbols, half of which I didn’t understand.

“I... I... I don’t know any of this...” Samantha started sobbing into her hands, “Please don’t expel me! Is there anything I can do?”

“I’m sure I can provide some extra-curriculars. You just need to prove you're willing to put in the work. Think you can do that?” I stared into her eyes, and rubbed my hand along her back.

“Please, I’ll do anything.” I could see her glancing at my pants, already taught with my growing excitement, “Just name it.”

I heard a click behind, a door opened and lights turned on. Taking this queue, I dramatically stood up, and motioned to Samantha. “If you really want to stay in this school, follow me. But leave your pen.” Level 6 initiated.

She stood up and dutifully followed me, clear liquid dripping from her nether regions. I turned towards the open bedroom door, and heard a sharp smack and a faint yelp behind me. Ignoring that, I entered the bedroom. “I’m waiting.”

Samantha dashed inside, and I could see a bright red handprint on her butt. I started unbuttoning my pants. “Are you going to keep me waiting all night?” I asked with a slight growl.

She whimpered her affirmation, and climbed on the bed, raising her bare ass towards me. I could see a line of liquid running down her thighs. Samantha looked behind, her face flushed and her eyes wet. I came up behind her, rubbing my dick on her wet entrance.

“Remember...” I panted, “I’m doing this for you, to try and get you to behave better.”

“I know Mr. Wilson,” Samantha was crying a bit, “And I’m sorry for being such a fuck up.”

“You just... need to apply... yourself in the future...” My breath was straining. I could feel her pushing back. “This will be for your own good.”

“Unnnnggg” Samantha moaned as I slowly pushed my dick in her, feeling her folds envelop me.

We stayed in place for a moment. I still had trouble really believing this was happening. I hadn’t broken character yet, but I couldn’t help but steal glances at Maris. Part of me was thinking this was some sort of trap, a set up, or a prank.

But, Maris wouldn’t do that sort of thing. Sure, we played pranks on each other, but they were simple things. Unscrewing a salt shaker. Water on a seat. Stuff that wasn’t going to hurt anyone.

Maybe Maris was the one being blackmailed. I knew she was always a bit adventurous sexually, but this came out of the blue. We never did settle on a distress phrase to use in situ-

“Oh my god I can’t take this!” A shout rang out from outside the room. “If you’re gonna fuck her,” Maris grabbed my hips, “you FUCK HER!” and slammed me forward, impaling her on my dick.

The action caught me and Samatha by surprise, causing us both to break character a bit. But Maris didn’t let up. She rocked me back and forth repeatedly, each time getting more and more animated. “That’s right you little slut, take his cock. Take it deep! I bet you’ve never had such a good dicking, huh?” Maris placed her hips behind mine, giving more **** to my thrusts.

Samantha could only just whimper as Maris pumped my hips. For my part, I was just barely holding on. The extra sensations drove me wild, and it took everything I had not to erupt then and there.

“Open your eyes, you slut, and focus on the dick inside of you. Feel every goddamn inch! Feel how it fills you up. This is what a proper fucking is like!” Maris turned to me, “And you! Start thrusting into her tight pussy!”

I dutifully bucked my hips, driving my dick deeper and deeper into Samantha. I could feel pressure building in my hips, a burning heat welling towards the tip of my dick. Samantha’s whimpering built and built, rising in pitch to match my own thrusting. Then, I erupted. I instinctively went to lift Samantha off my spurting dick, but Maris intervened.

“No, no, no, take it all.” Her voice was raspy and haggard, “Take it all!” She clamped Samantha’s hips onto my dick, driving her to the hilt, as my dick shot load after load into her.

Eventually, we both calmed down, and Samantha slid off my limp dick. I looked over at Maris, and her face was a bright shade of crimson, her eyes dilated wide, and I could see a pair of hard nipples poking out of her taut shirt, her sweating glistening in the light.

I flopped down beside Samantha, and we just laid on the bed, recovering. Behind me, clothes rustled as Maris took off her clothes. Somewhere she produced a vibrator and was furiously driving it in her soaking wet pussy. Wet, sloppy sounds mixed with her moans as she worked herself into a frenzy. I lifted my head, and saw my beautiful wife gripping her breast, pounding herself into a wet and soppy mess. I could not do anything, though, as I was well and truly drained.

I looked over to Samantha, who was still basking in the afterglow, an idle hand gently touching her pussy. I laid there, just thinking about everything that happened, when I heard a loud, sharp shriek. It had only been a minute, but Maris was already cumming her brains out, falling out of her chair twitching in pleasure.

I can’t remember how long we all laid there. It might have been a second, it might have been a minute, it might have been an hour. Time flowed like thick honey, sweeping us inexorably but slowly along. It was Samantha that roused first, standing up on unsteady legs, like a baby deer just figuring out how to walk.

“Uhm, thanks for...” Samantha paused, unsure of what to say. I didn’t know how to respond. Maris was still... on the floor. It usually took her a while to collect herself.

I stood up, then Samantha and I awkwardly looked at each other. I could see streaks of white dribbling from her crotch, and I could feel her wetness on my dick. Samantha looked at me, then looked elsewhere. I coughed. Somewhere, a dog barked.

“Uhh, do you want to...” I gestured generally to her crotch area, “Uhh, clean up, I guess?”

There was an awkward beat. Then a large glob of semen fell out of Samantha with a wet plop. That broke all the tension, and we both just laughed. Laughed at the absurdity of this whole evening.

“Yes, actually, I would love to. Do you have a shower?” I guided Samantha to the shower, then brought some wet paper towels to clean up the mess.

When I returned, Maris was groggily standing, holding onto the chair for support. The carpet below her was absolutely soaked, and the vibrator was still lodged in her pussy. Upon hearing me enter the room, she looked up, her arms wavered, and she rushed to me. She kissed me hard, hands exploring all over my body, and guided me to the bed. Shoving me down, Maris spread her legs and straddled me. Ripping out the vibrator with almost a sense of disgust, she drove her soaking cunt on my still very flaccid dick. Grinding up and down, as if she was trying to spread her juices on my dick, Maris slowly worked me back up to full mast.

Once my dick was hard, she made me enter her with an animalistic lust I had never seen before. Her hips bounced up and down, the slapping of our thighs resounded throughout the house. A brief image of Samantha in the shower flashed in my mind before Maris flipped me over.

Now I was on top of Maris, but you could hardly say I was in control. Her legs locked around my torso, Maris was still very much in control. I bucked and thrusted in time with her legs, each time eliciting a low guttural grunt from my wife’s throat. She wrapped her arms around me, squeezing me like a stress doll, her breasts pressed tight against my chest.

Her pace, and thus mine, quickened, and I already know what is happening next. I feel the familiar waves of contractions on my dick, and it’s not long before Maris screams out another orgasm. She clamped down, her arms pulling me into her. All her muscles tensed up, and I could feel her nails scratching my back. I looked into her eyes, rolled back into her head, and kissed her deeply. She became slack, arms flopping to the side.

I rolled off her to see she had fallen fast asleep. I didn’t finish, but to be frank, the tank was nearly empty anyways. I got up, put my clothes on, and walked into Samantha. She had taken off the gaudy makeup and was in her casual clothes. She looked completely different from the caricature of a school girl before.